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15 Best Tuscany Wine Tours & Wine Tastings for 2024

Thinking About Visiting Tuscany in 2024? Book Some of the Best Tuscany Wine Tours to Experience the Region Like a Local

Italy has been a popular destination for #Winetravelers this year. We’re frequently asked how to best navigate popular regions such as Tuscany , and there really is no better way to fully immerse yourself in the region than by using a guided wine tour or tasting experience that’s operated by a local. With insider knowledge, not worrying about planning, logistics or driving, you can have a much more fulfilling time exploring the region, and usually save yourself a lot of stress and time.

RELATED: Table for Two in Tuscany: Romantic Itinerary for Places to Eat, Stay, Drink & Explore

All of that being said, we’ve compiled a list of the top wine tours in Tuscany based on reader feedback and ratings. These tours include both group experiences, as well as options for private wine tastings and excursions throughout Tuscany. Whether you’re staying within the Tuscan countryside or you’re looking for a day trip from Florence , Rome or Siena , we have you covered below.

Note that for a limited time, we’ve partnered with Viator to provide our readers with secure advanced booking, free cancellation as well as an exclusive 15% discount on any wine tours that are booked via Winetraveler.com . Simply use code WINETRAVELER15 at check out.

RECOMMENDED: Stay at These Luxury Tuscan Vineyard Resorts While You Visit Tuscany

Horseback Ride and Poolside Day Chillout with Tuscan Lunch

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Florence serves as an ideal base for Tuscany wine tours due to its central location within the region, providing easy access to renowned wine areas such as Chianti, Montepulciano, and Montalcino. Its well-connected transportation system, including train routes and bus lines, ensures hassle-free travel to various vineyards and wineries.

RELATED: The Best Tuscany Wineries, Hotels & Vineyard Resorts to Experience

Additionally, numerous tour operators within Florence offer curated wine experiences that cater to a range of preferences, from small boutique wineries to larger renowned estates. This, combined with the city’s own rich cultural and culinary scenes, makes Florence the perfect starting point for exploring Tuscany’s wine country.

Tuscan Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

Winetraveler Rating (over 2,213 reviews):

Italy’s iconic Tuscany region is more than just a destination – it’s a feast for all your senses. This full-day Tuscany wine and food tour, departing from Florence, offers you the chance to taste the region’s finest offerings, guided by experts with in-depth local knowledge.

Navigate the enchanting Tuscan countryside in a comfortable 4×4 minibus, stopping to explore a historic wine estate and villa, and a cellar filled with delectable Chianti Classico. Each stop on your journey is an opportunity to learn more about wine and olive oil production, and to indulge in locally-sourced cheese and other Tuscan delicacies.

This unique journey culminates in a traditional 3-course Tuscan lunch at a winery restaurant with breathtaking views. Experience the magic of the Chianti region as you dine amidst vineyards under the Tuscan sun.

This particular tour, operated by Walkabout Tours, has been designed to ensure a seamless and enriching experience for our #Winetravelers.

Highlights:

• Full-day wine and food tour from Florence, with 4×4 off-road minibus transportation.
• Traverse the scenic Tuscan countryside on an off-road adventure.
• Delight in a traditional Tuscan lunch at a picturesque winery restaurant.
• Explore a historic wine estate, with a guided tour of wine, extra-virgin olive oil, and cheese tastings.
• Visit a second winery for a deeper dive into the renowned Chianti Classico wine.

15% Off With Code WINETRAVELER15

Florence Vespa Tour: Tuscan Hills and Italian Cuisine

Winetraveler Rating (over 2,165 reviews):

Venture off the beaten path and explore the heart of Tuscany on a classic Vespa scooter. This unique tour, offered by Walkabout Tours, takes you on a scenic ride through the Tuscan hills, starting from the Renaissance city of Florence. With a knowledgeable local guide leading the way, you’ll discover hidden gems such as the Piazzale Michelangelo and the Church of San Miniato al Monte.

RELATED: 25 Best Things To Do in Florence Italy: Visitor’s City Guide

The adventure doesn’t end there. After exploring the picturesque countryside, head back to a welcoming country estate to indulge in a delicious traditional Italian meal. Feast on a menu of mouth-watering bruschetta, perfectly cooked pasta, and a flavorful cheese and salami board. Experience the authenticity of Tuscany as you dine surrounded by its natural beauty.

To ensure a truly personalized and intimate experience, this tour is limited to 15 travelers.

• Explore the Tuscan hills on your own Vespa scooter, led by a local guide.
• Discover lesser-known sights such as the Piazzale Michelangelo and the Church of San Miniato al Monte.
• Delight in a traditional Tuscan meal at our country estate, featuring local favorites like bruschetta, pasta, and a cheese and salami board.
• Enjoy the personalized attention offered by small-group tours with a maximum of 15 participants.

This Vespa tour in Tuscany, presented by Walkabout Tours, gives you a unique opportunity to experience Tuscany’s charming countryside in an authentic and memorable way. Don’t just visit Tuscany, live it like a local!

Grab this opportunity to explore Tuscany in the most Italian way possible. Reserve your spot now as this is one of the best selling Tuscany wine tours currently.

Tuscany Bike Tours: One Day Bike Tour through the Hills of Tuscany

Winetraveler Rating (over 1,158 reviews):

Escape the bustling city of Florence and immerse yourself in the natural splendor of the renowned Tuscan countryside. Offered by Tuscany Bike Tours, this top-rated bike tour combines the awe-inspiring scenery of Tuscany, a rich history that spans centuries, and an authentic taste of the region’s flavors in an exciting and active way.

Pedal across fertile valleys and hilly landscapes adorned with olive trees and vineyards, stopping to explore a 12th-century villa and indulge in a traditional Italian restaurant for a mid-day meal. Recharge and enhance your journey with tastings of Chianti wine and local olive oil – the signature flavors of Tuscany.

• Cycle through the beautiful Tuscan countryside, leaving the city behind.
• Enjoy a wine tasting at a medieval castle and savor a delectable lunch at a local restaurant.
• Engage in an active and refreshing journey, a welcome alternative to being confined on a bus.
• Join the ranks of satisfied travelers who’ve showered this bike tour with hundreds of 5-star reviews.

Experience the Tuscan region in a refreshing and dynamic way. The inviting landscape, the ancient history, the flavors of the region – all come together on this journey to provide an unforgettable Tuscan experience.

Ready for the ride of a lifetime? Secure your spot on this Tuscany Bike Tour today.

Pizza and Gelato Cooking Class at a Tuscan Farmhouse from Florence (with wine, of course)

Winetraveler Rating (over 3,633 reviews):

Embark on a delightful culinary adventure near Florence, nestled within a picturesque Tuscan estate. Ideal for culinary enthusiasts and culture lovers, this unique experience allows you to learn the art of crafting two of Italy’s culinary treasures – pizza and gelato, guided by a professional Italian chef.

This interactive, hands-on cooking lesson culminates in a delicious 3-course feast of appetizers, freshly made pizza, and delectable gelato, all paired with a selection of fine wine and beer. To keep the magic of this culinary adventure alive, you’ll also receive a recipe booklet to take home and hone your new skills.

• Participate in a pizza and gelato cooking lesson, right in the heart of Tuscany.
• Learn the art of crafting two iconic Italian delights under the guidance of a professional chef.
• Relish a 3-course meal accompanied by wine or beer, all set within a charming Tuscan estate.
• Enjoy round-trip transportation from central Florence for a hassle-free experience.

Why Choose this Tour? This gourmet cooking class pairs two beloved Italian classics with the unbeatable scenery of Tuscany, creating an immersive experience that surpasses any restaurant setting.

Ready to create some delicious memories? Book this culinary adventure now and add a slice of Tuscan flavor to your journey. Unleash your inner chef and bring a piece of Italy back home with you.

Tuscan Wine Tour with Lunch, Visit to San Gimignano & Organic Wineries

Winetraveler Rating (over 547 reviews):

Take a break from the energetic pace of Florence and set off on a journey into the heart of the Tuscany wine region. This day trip includes round-trip transport from a central Florence location, making your adventure as comfortable as possible.

In the company of your knowledgeable guide, you’ll gain valuable insights into the intricate winemaking process at local vineyards, typically overlooked by many visitors to Tuscany. The day’s schedule is thoughtfully designed to include wine tastings, an authentic Tuscan lunch, and ample opportunities for capturing beautiful photographs against the backdrop of Tuscany’s scenic landscapes.

• Savor tastings of Chianti wines and relish a traditional Tuscan lunch.
• Benefit from the expertise of a guide, ensuring a stress-free exploration without the need for navigation.
• Gain insights into the winemaking process unique to the Chianti region.
• Enjoy hassle-free, round-trip transportation from a central Florence location.

Discover the serenity and charm of Tuscany’s renowned wine region with this insightful Chianti day trip. Immerse yourself in the winemaking heritage, savor authentic Tuscan cuisine, and capture memories set against Tuscany’s breathtaking vistas.

Ready to uncork the magic of Tuscany & Chianti? Book this day trip now and delve into a world where the essence of Tuscany comes alive in every vineyard, every glass of wine, and every plate of food.

Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

Winetraveler Rating (over 415 reviews):

Embark on an Italian adventure like no other as you couple a wine tasting experience with a classic Fiat 500 tour. Departing from Florence, step into the driver’s seat of a beautiful 1960s Fiat 500 model, and journey through the Tuscan hills as part of a scenic convoy. The tour reaches its crescendo as you park your vintage ride at a stunning 15th-century wine estate and villa.

• Enjoy a self-driven Fiat 500 tour from Florence, highlighting the esteemed wines of Tuscany.
• Visit a captivating 15th-century Renaissance villa and wine estate nestled in the Tuscan countryside.
• Immerse yourself in the estate’s vineyards and cellars, indulging in tastings of several locally produced wines.
• Travel through the scenic Tuscan hills with confidence, guided every step of the way.

Explore the splendors of Tuscany in an unforgettable way. From the thrill of driving a classic Fiat 500 through the picturesque hills, to the rich taste of Tuscan wines in a historic setting – this tour promises a feast for the senses.

Ready to drive into a day of Tuscan delights? Reserve your spot now and create memories that will last a lifetime.

Private Tuscany Wine Tour Experience from Florence

Winetraveler Rating (over 54 reviews):

Delve into the heart of Tuscany’s world-renowned flavors and stunning landscapes on a private wine tour from Florence. Journey through the picturesque hills and vineyards in the company of a knowledgeable sommelier guide, visiting three distinctive estates to sample top-notch regional wines and olive oil.

The journey includes a visit to a family-owned winery, where a traditional Tuscan lunch, paired with an array of fresh local products and wine, awaits you. Gain insights into traditional winemaking processes through a cellar tour and engaging conversations with winemakers.

• Full-day private wine tour from Florence, removing any uncertainty about selecting wineries, thanks to your expert sommelier guide.
• Explore three diverse wineries, including quaint family-run and organic estates.
• Discover the winemaking process through an immersive cellar tour.
• Savor a range of the region’s best varietals.
• Enjoy an authentic Tuscan lunch crafted from locally produced ingredients.
• Benefit from the flexibility to tailor your itinerary to your preferences.

Embark on a journey of flavor and beauty in the Tuscan region. From the quaint charm of family-run vineyards to the vibrant taste of Tuscan wines and the warm hospitality of the locals, this tour promises a truly enriching experience.

Winetraveler Rating (over 15 reviews):

Trade the bustling streets of Florence for a day of tranquility immersed in nature. Experience a horseback riding adventure through the picturesque Tuscan countryside, capped off with downtime at an elegant country resort nestled within the verdant Florentine hills. Indulge in a delightful Tuscan lunch served poolside and complemented by local Chianti wine.

• Escape the crowds of Florence and embrace the tranquility of the Tuscan countryside.
• Absorb the lush landscapes from the unique perspective of horseback riding, suitable for all levels.
• Enjoy a private experience tailored exclusively for your party.
• Benefit from round-trip transfers from Florence for a hassle-free day.

Immerse yourself in the calming serenity of Tuscany’s nature. From the thrill of horseback riding through picturesque landscapes to relaxing at an elegant resort with a refreshing poolside lunch, this day promises a rejuvenating escape from the hustle and bustle.

Tuscany Wine Tours from Rome

While Rome is not located in Tuscany, its position and connectivity make it a viable alternative base for Tuscany wine tours. Rome’s strategic location allows for comfortable day trips to southern Tuscan areas like Montepulciano and Montalcino, both renowned for their exceptional wines. The Italian capital boasts excellent high-speed rail links and highway networks that can transport you to the heart of Tuscany in just a couple of hours. This flexibility allows you to explore Tuscany’s world-class vineyards and return to Rome’s vibrant nightlife and historical attractions all in one day, offering a rich, balanced travel experience.

Tuscany Wine Tour from Rome with Private Driver

Winetraveler Rating (over 6 reviews):

Make the most of your time with this private tour that covers three enchanting hill towns in Tuscany and Umbria in just one day. With the convenience of hotel pickup in Rome and a full day’s transport, you can indulge in wine tasting in Montepulciano, savor the renowned pecorino cheese in Pienza, and admire the breathtaking views from the cliffside town of Orvieto.

• Benefit from round-trip private transportation from your hotel or chosen location in Rome.
• Enjoy ample free time to explore and shop in the beautiful towns of Montepulciano, Pienza, and Orvieto.
• Experience the unique flavors of Tuscan wines, cheeses, and other gourmet delights.
• Take advantage of a private day trip for greater flexibility and personalized attention.

Embark on a journey through the scenic landscapes of Tuscany and Umbria. Savor the exquisite flavors of the region, marvel at the panoramic views, and soak up the unique charm of these picturesque hill towns.

Winetraveler Rating (over 5 reviews):

Trace the footsteps of the Etruscans as you visit the picturesque medieval settlements of Montepulciano and UNESCO–listed Pienza, two of Tuscany’s most charming hilltop towns. Starting from Rome, this tour offers a comfortable journey in an air-conditioned minivan, giving you ample time to explore the historical streets at your own pace. Revel in the magnificent panoramas over the Val d’Orcia, with round-trip transport from your Rome hotel included.

• Explore the enchanting towns of Montepulciano and UNESCO–listed Pienza in a single day.
• Enjoy ample free time to discover the rich history and culture of these sites at your own pace.
• Be captivated by the panoramic views of the Val d’Orcia from the vantage point of Pienza.
• Benefit from round-trip transportation in an air-conditioned minivan from your Rome hotel.

Step back in time and explore the medieval charm of Tuscany. From the Etruscan roots of Montepulciano to the UNESCO-listed beauty of Pienza, this tour offers a captivating look into Tuscany’s past.

Tuscany Wine Tours from Siena

Tuscany hiking tour from siena including wine tasting.

Winetraveler Rating (over 47 reviews):

Join us as we step back in time, tracing the footsteps of ancient pilgrims along the Via Francigena, a historic route that connected Canterbury, England, to Rome. This rural path winds through charming villages, vineyards, and some of Tuscany’s most picturesque landscapes. The journey concludes in the enchanting medieval village of Monteriggioni, where you’ll be rewarded with a curated wine tasting. To wrap up your adventure, we’ll provide a train ticket for a comfortable return to Siena.

RELATED: Here’s Why You Should Include Siena on Your Next Trip to Italy

• Enjoy a half-day hiking tour from Siena coupled with a delightful wine tasting.
• Follow sections of the historic Via Francigena, a key pilgrimage route leading to Rome.
• Absorb the history of the route from our expert guide.
• Traverse between Siena and the medieval walled village of Monteriggioni.
• Bask in the captivating Tuscan vistas of rolling hills blanketed in vineyards and olive groves.
• Immerse yourself in local flavors during an educational wine tasting session in Monteriggioni.
• Take advantage of the included train ticket for a convenient return to Siena.

This is more than just a hike; it’s an invigorating journey through history and a celebration of Tuscany’s beautiful landscapes and rich flavors. Ready to walk the ancient paths and savor the local wines? Book your spot today!

Winetraveler Rating (over 122 reviews):

Tuscany is famed worldwide for its exceptional wines. Get an insider’s view into this illustrious industry with a tasting tour in the vineyards close to Siena. This intimate tour, limited to just 12 participants, takes you to a historic cellar where you’ll refine your palate and learn to distinguish delicate flavors under the guidance of a sommelier. With a choice of morning or afternoon departure, you can conveniently fit this experience into even the most packed sightseeing agenda.

• Break away from the city and effortlessly explore the vineyards surrounding Siena.
• Sharpen your palate to discern subtle flavors under the guidance of a trained sommelier.
• Choose from two departure times throughout the day for your convenience.
• Benefit from personalized attention in a small group limited to 12 participants.

Unleash your inner wine connoisseur on this exclusive tasting tour. From exploring historic cellars to learning from a knowledgeable sommelier, this experience brings you closer to Tuscany’s rich wine culture.

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Experience the unique thrill of hunting for Italy’s coveted tubers in the Tuscany countryside during an authentic truffle hunt near San Miniato. Join Francesca, a seasoned forager, and her truffle-hunting dog for a leisurely stroll through the woods in search of fresh truffles. After the hunt, unwind at her family farmhouse, where a mouth-watering lunch featuring the day’s truffle harvest awaits.

• Engage in the age-old tradition of truffle hunting with an experienced local “tartufaio” in Tuscany.
• Enjoy a walk through the woodlands near San Miniato with a specially trained truffle dog.
• Relish a satisfying lunch featuring bruschetta and pasta adorned with freshly found truffles, followed by dessert.
• Enjoy the warmth of local hospitality during this immersive experience at a family-run farm.

Embark on a truly unique Tuscan journey. From the exciting pursuit of truffles to the exquisite flavors of a truffle-infused lunch, this experience offers a deep dive into the tradition and culinary richness of Tuscany.

Tuscany Travel Logistics

Getting to tuscany.

Florence Airport, Peretola (FLR): Known as Amerigo Vespucci Airport, it’s the closest airport to the heart of Florence and Tuscany. It’s relatively small and offers fewer international connections, but it’s a popular choice due to its proximity to Tuscany’s major cities. Browse current flight deals and book as the best rates arise using Kayak.

Pisa International Airport (PSA): Also known as Galileo Galilei Airport, this is the largest airport in Tuscany with more international flight connections. Pisa airport is well-connected to Florence and other Tuscan cities by both train and bus services.

Bologna Guglielmo Marconi Airport (BLQ): Although not located within Tuscany, it’s another good option to consider as it has strong flight connections, both domestic and international. It’s roughly an hour and a half’s train ride to Florence.

RECOMMENDED: Visit Cinque Terre: Wine Tasting Itinerary & Travel Guide For Wine Lovers

Arriving from Other Parts of Italy

Tuscany is well-served by Italy’s extensive train network. The high-speed trains from cities like Rome, Milan , and Venice make getting to Tuscany both quick and convenient. Florence’s main station, Firenze Santa Maria Novella, is a major hub connecting Tuscany to the rest of Italy.

Getting Around Tuscany

Public transportation.

Trains: The train network in Tuscany is quite extensive, connecting not only the major cities but also smaller towns. They are generally punctual, affordable, and efficient.

Buses: For some of the smaller towns and villages, bus is the only public transport available. Although they can be less predictable than trains, buses can get you to places trains can’t reach.

Renting a car can be an excellent option if you wish to explore the countryside or visit vineyards at your own pace. Do remember that driving in Italy requires an International Driving Permit along with your regular driver’s license for non-EU citizens. Also, many city centers in Tuscany are limited traffic zones (ZTLs) and are camera-controlled. Driving into these zones without a permit will result in a fine.

Taxis are readily available in cities and larger towns. Uber operates in Florence and is another convenient option for getting around.

Best Time to Visit: Tuscany is a year-round destination, but the ideal times to visit are between April and June, and September and October when the weather is comfortable and the countryside is at its most vibrant.

Language: Italian is the official language. However, English is widely spoken in tourist areas, hotels, and restaurants.

Currency: Euro (€) is the official currency of Italy.

Safety: Tuscany is generally safe for tourists, but like any other tourist destination, be aware of your surroundings, particularly in crowded places.

Electricity: Italy operates on a 220V supply voltage and 50Hz. The power plugs and sockets are of type F and L.

Cities, Towns and Villages within Tuscany

As the capital of Tuscany, Florence is an incredible mix of art, history, and culture. It’s the birthplace of the Renaissance, and home to world-class museums such as the Uffizi Gallery and the Accademia Gallery, where you can admire Michelangelo’s David. The city also has a rich culinary scene, with countless trattorias serving classic Tuscan cuisine. Florence is an ideal base for day trips throughout the region, thanks to its central location and excellent transportation links.

Famous for its medieval cityscape and the historic Palio horse race, Siena is a must-visit. The city’s heart is the Piazza del Campo, a shell-shaped square that hosts the Palio twice every summer. The Siena Cathedral (Duomo di Siena) is another highlight, featuring intricate Gothic architecture. Siena’s historical center has been declared a UNESCO World Heritage Site for its preserved medieval city planning and architectural splendor.

RELATED: Top Small Towns in Italy to Visit Famous for Wine [Wineries & Wine Tour Options Included]

Known worldwide for its leaning tower, Pisa has much more to offer. The city hosts a wealth of historic sites, including the Piazza dei Miracoli, where you’ll find the Leaning Tower, the Pisa Cathedral, and the Baptistery. For an authentic Tuscan experience, visit during June when the city celebrates the Luminara di San Ranieri festival with thousands of candles lighting up the riverside.

Enclosed by well-preserved Renaissance walls, Lucca is a charming town ideal for leisurely exploration. Its cobblestone streets, beautiful piazzas, and numerous churches, including the Lucca Cathedral, offer a snapshot of its rich history. One fun fact is that the town’s intact city walls have been transformed into a pedestrian promenade, perfect for biking or a leisurely walk.

San Gimignano

Known as the “Town of Fine Towers”, San Gimignano is famed for its 14 medieval towers that dominate the skyline. This UNESCO World Heritage Site offers fantastic art, great dining, and world-class gelato at the Gelateria Dondoli, a two-time champion of the Gelato World Cup. Its proximity to Chianti makes it an excellent stop on a Tuscan wine tour.

Montepulciano

This medieval and Renaissance hill town is known for its Vino Nobile wines. Stroll along the Corso, a grand avenue packed with Renaissance palazzi and churches, or visit the impressive Tempio di San Biagio. The town also offers panoramic views over the surrounding vineyards and Val d’Orcia.

Best known for its Brunello di Montalcino wines, this hilltop town is a favorite among wine lovers. Besides its wine, the town boasts a stunning fortress offering panoramic views, a charming historical center, and the beautiful Romanesque Abbey of Sant’Antimo.

RELATED: Read Recent Articles and Travel Guides for Exploring Italy

A true hidden gem, Volterra offers Etruscan, Roman, and medieval sites, including the Roman Theatre and the Etruscan Acropolis. Volterra is also renowned for its alabaster craftsmanship, a tradition that dates back to the Etruscan period.

Set on a hill overlooking Lake Trasimeno, Cortona is one of Tuscany’s oldest towns with a history dating back to the Etruscans. Visit the Museo dell’Accademia Etrusca, or explore the town’s charming narrow streets and squares. The town is also known from the book and movie “Under the Tuscan Sun.”

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Frequently Asked Questions about Wine Tours in Tuscany

What kinds of tuscany wine tours and wine tasting experiences are there.

Tuscany offers a rich variety of wine tours and tastings that cater to all tastes and preferences. For instance, there are full day private tours from Florence, led by a knowledgeable sommelier, offering the chance to visit three different wineries and enjoy an authentic Tuscan lunch. For those looking to combine scenic drives with wine, consider the excursion that pairs a Fiat 500 tour with a visit to a 15th-century wine estate. Alternatively, you can delve into Siena’s surrounding vineyards on a small group tasting tour that educates your palate with the help of a sommelier. For those seeking a unique countryside experience, a horseback riding tour in the Tuscan countryside lets you unwind at a country resort with a full Tuscan lunch and local Chianti wine. These are just a few examples of the range of experiences Tuscany has to offer. Each tour provides a unique way to explore the region’s world-renowned wine culture. To learn more and book a wine tour that suits your preference, please check our detailed guide.

When is the best time of year for a wine tour in Tuscany?

The best time to visit Tuscany for a wine tour largely depends on your personal preferences, but there are a few peak periods that are particularly popular. Spring (April to June) and Fall (September and October) are often considered the ideal times for a Tuscan wine tour. The weather during these seasons is typically mild and pleasant, and the landscape is at its most vibrant – with blooming flowers in spring, and changing leaves in the fall. Fall is also the time of the grape harvest (known as “vendemmia”), which can be a fascinating process to witness. Some wineries even allow visitors to participate in the harvest. Summer (July and August) in Tuscany can be quite hot, and many Italians go on vacation in August, which means some wineries might be closed. However, the region is still beautiful during this time and the wine tours are certainly still operational. Winter (November to March) is the low tourist season in Tuscany. While the weather can be cooler and wetter, there are fewer tourists, making it a good time to visit if you prefer to avoid crowds. Regardless of when you choose to visit, it’s always a good idea to check with individual wineries or tour companies in advance for their operating hours and to book your tour.

What is the main wine region in Tuscany?

The most renowned wine region in Tuscany is the Chianti region, famous for producing Chianti and Chianti Classico wines. It’s characterized by its idyllic rolling hills, historic vineyards, and scenic villages. The Chianti region is situated between Florence and Siena, making it conveniently accessible for tourists and wine lovers. However, Tuscany boasts several other notable wine-producing areas. For example, Montalcino, located south of the Chianti region, is renowned for its Brunello di Montalcino wines. Nearby, Montepulciano produces the famous Vino Nobile di Montepulciano. Further west towards the coast, you’ll find the Bolgheri region, known for its superb “Super Tuscan” wines, a term referring to high-quality wines that don’t adhere to traditional Italian wine regulations but have nonetheless achieved worldwide recognition. Each of these areas offers unique variations in climate, soil, and winemaking traditions, contributing to the diversity and richness of Tuscan wines.

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15 Best Wine Tours in Tuscany (+ Tips For Choosing)

• Isabelle Hoyne
• February 16, 2024

** Disclosure: some of the links on this site are affiliate links and should you make a purchase through these, I may receive a small commission at no extra cost to you. Thank you for your support!**

Explore the best wine tours in Tuscany with our comprehensive guide, covering top destinations from Florence to Bolgheri, including Siena, Montepulciano, and Brunello. Discover your perfect vineyard adventure in one of Italy’s most renowned wine region.

Covering key areas and varietals from Florence to Bolgheri, including Chianti, Siena, Montepulciano, and Brunello, this guide consolidates Tuscany’s top wine experiences into one essential resource.

This post is designed to help you navigate the vast and varied wine landscape of one of Italy’s most renowned wine-producing regions. Tuscany is home to some of the world’s most beloved wines, including Brunello di Montalcino, Chianti Classico, and the emerging stars from Bolgheri.

I’ve handpicked a selection of the best wine tours across Tuscany , each offering a unique insight into the region’s wine production.

From small-group experiences in the Tuscan countryside to comprehensive tastings in historic cellars, this guide covers the spectrum. Whether you’re a novice eager to learn about wine tasting or an aficionado looking to delve deeper into Tuscan wine varietals, these tours cater to a range of interests and knowledge levels.

In addition to showcasing the diversity of Tuscany’s wine offerings, I’ve included some things you need to know when choosing a wine tour in Tuscany, as well an FAQ section to answer any questions you might have, ensuring you’re fully prepared for your wine tour adventure.

My goal is to provide you with a straightforward, informative guide that will assist you in selecting the wine tour that best matches your preferences, enabling a deeper appreciation of Tuscany’s rich wine culture while on your travels. 

Best Tuscany Wine Tours: My Top Picks

Best chianti wine tour, small-group wine tasting experience in the tuscan countryside.

• Duration: 4 hours 45 minutes

Selling points: Intimate, authentic Tuscan wine exploration

Best Wine Tour in and from Siena

Educational wine tour & tasting.

Duration: 3 hours

Selling points: Insight into organic winemaking practices

Best Brunello di Montalcino Wine Tour

Small-group brunello di montalcino wine-tasting trip from siena.

• Duration: 9 hours

Selling points: Exclusive Brunello wine tasting adventure

Best Montepulciano Wine Tour

Wine tour ebike experience.

• Duration: 5 hours

Selling points: Scenic ebike ride and wine tastings

Best Bolgheri Wine Tour

Bolgheri: premium wine tasting with winery tour.

• Duration: 1 hour 15 minutes

Selling points: Premium single-varietal wine tastings

15 Best Wine Tours in Tuscany

Best chianti wine tours.

Renowned for its ruby-red wines and picturesque landscapes, the Chianti region embodies the essence of Tuscan viticulture.

Situated between Florence and Siena , it offers a diverse array of vineyards and historic estates.

If you’re interested in taking a Chianti wine tour, you can discover the full spectrum of Chianti’s offerings in our post on the best Chianti wine tours from Florence . 

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 4 hours 45 minutes | ✓ Book now

This intimate Small-Group Wine Tasting Tour across the Tuscan countryside stands out as a prime choice within our selection of the best wine tours of Chianti .

Venturing into the Chianti Classico’s core , participants gain unparalleled insight into the craft of winemaking unique to Tuscany.

Featuring visits to two distinguished wineries set against the tranquil backdrop of vineyards and olive trees, this experience offers a rich blend of select wines and olive oils. These tastings are thoughtfully paired with local Tuscan delights such as cheese, salami, and bruschetta, enhancing the overall sensory journey.

With its emphasis on small group sizes , the tour promises an engaging and personalised exploration of Chianti’s winemaking heritage and culinary traditions. For a genuine slice of Tuscan life, this tour is a top recommendation.

Reviews: “Let’s do this one again!!!!! Love it! I highly recommend this tour! This is actually the second time we have joined this tour because my husband and I enjoyed it the last time we were visiting Florence. The hosts are kind and patient, the travel accommodations are comfortable and efficient, and the wineries were so lovely!!! The tours were given by the owners of the wineries (a real treat!) who offered answers to questions as well as sharing their experience and knowledge.” – Angela_R, Jan 2024 Read more reviews here.

Useful information:

• Location: Piazzale Montelungo, Firenze FI, Italy
• Start Times: 8:45 AM (for 9:00 AM tour), 2:15 PM (for 2:30 PM tour)
• Size of Tour: Small group (max 25 people)
• Accessibility: Not wheelchair accessible; involves stairs
• Included: Transport by air-conditioned vehicle with Wi-Fi, English-speaking guide, visits to 2 wineries, tastings of 6 wines and olive oils, local Tuscan snack

From Florence: Chianti Wineries Tour with Food and Wine Tasting

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 5.5 hours | ✓ Book now

Nestled within the scenic Chianti Hills , this half-day excursion from Florence delivers an authentic insight into the heart of Tuscany’s wine culture, making it a standout in our collection of the best wine tours of Chianti .

The journey includes stops at two authentic wineries , where interactions with the winemakers themselves provide a deep dive into their techniques and dedication. This tour melds the picturesque landscapes of Chianti with a comprehensive wine tasting, allowing participants to explore seven distinct wines that reflect the region’s rich heritage.

Enhanced by traditional Tuscan snacks , this experience is designed for those keen to delve into Tuscan winemaking’s intricacies.

Ideal for both avid wine lovers and those new to wine culture, the tour promises a harmonious mix of education, scenic allure, and gastronomic pleasure .

Reviews: “Excellent wine tour with amazing guides and very knowledgeable sommeliers. Definitely worth booking this.” – Kunal (United Kingdom) Read more reviews here.

• Location : Meet at Piazzale Montelungo, Firenze FI, Italy Start
• Time : 8:30 AM / 2:30 PM
• Duration : 5.5 hours
• Size of Tour : Shared tour with up to 30 people
• Accessibility : Not suitable for wheelchair users
• Included : Return transportation, expert multilingual guide, guided wine tastings, snacks (cheese, bread, olive oil, balsamic vinegar, salumi)

Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 9 hours | ✓ Book now

Embark on the Chianti Safari Wine Tour , a standout full-day adventure from Florence that captures the essence of the Chianti region’s wine and culinary traditions.

Beginning in Florence, this journey leads you off the beaten path , showcasing Chianti’s renowned wine, olive oil, and stunning landscapes . You’ll visit esteemed wineries , including a notable family-owned estate where you can explore historic cellars and enjoy tastings that include fine wines, olive oil, and local cured meats.

Travel through time-honored woodlands and over picturesque hills , experiencing the full beauty of the Tuscan countryside. The experience is enriched by a traditional Tuscan lunch at a winery restaurant, where the views rival the excellence of the cuisine.

With stops at both a well-established winery and a charming boutique vineyard , you’ll gain a holistic understanding of Chianti’s diverse wine culture.

Ideal for those wishing to dive deep into the heart of Tuscany, this tour melds gourmet experiences, historical exploration, and the sheer beauty of nature into an unforgettable day.

Reviews: “Exciting full day tour of the Chianti wine region of Tuscany. We really enjoyed learning about Tuscany and the Chianti wine-growing region. Our guide Liv and our driver Lob were excellent. Liv was very knowledgeable about the wine-making process and history. She was most engaging and a pleasure.” – Helen_C, Dec 2023 Read more reviews here.

• Location: Piazza dei Cavalleggeri, 50122 Firenze FI, Italy
• Start Time: 9:00 AM
• Size of Tour: Maximum 26 travellers
• Accessibility: Not wheelchair accessible; not recommended for travellers with back problems or pregnant travellers
• Included: Air-conditioned 4×4 transport, professional guide, 9 wine samples, 2 olive oil samples, food tastings, lunch

Best Wine Tours in and from Siena

Delving into the heart of Tuscany from Siena opens doors to some of the region’s most esteemed vineyards and wineries – including the much admired wines of Brunello di Montalcino and Vino Nobile di Montepulciano.

Our best wine tours in Siena blog post guides you in more detail through curated experiences that blend historical richness with the joy of wine tasting, directly from the ancient streets of Siena. They’re perfect to peruse through if you decide to stay in Siena for a night or two.

However, here are my top three picks of wine tours taking place, or being run from, the city of Siena. 

The Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena emerges as a top pick within our best wine tours in and from Siena , celebrated for offering a genuine dive into the Tuscan viniculture, backed by rave reviews.

Spanning 9 hours and commencing from Siena, this excursion takes you deep into Montalcino’s vineyards, home to the illustrious Brunello di Montalcino wine . The adventure unfolds with visits to three exceptional wineries , complemented by a traditional Tuscan lunch at a vineyard, enriching the tasting journey.

The itinerary also includes a stroll through Montalcino’s charming streets and a visit to the peaceful Sant’Antimo Abbey , adding layers of cultural and historical context to the wine exploration.

This experience is meticulously designed for both wine aficionados and newcomers , aiming to deliver a comprehensive insight into the celebrated Brunello di Montalcino in an intimate setting.

Reviews: “Highly highly recommended. Mattia was so knowledgeable and full of fun stories. The wineries that we visited were all very unique. The lunch! The location was fabulous. The hosts were even more fabulous and their wines amazing.” – Nancy_C Read more reviews here.

• Location : Piazza San Domenico, Siena, Italy
• Start Time : 09:30 AM
• Duration : 9 hours
• Size of Tour : Maximum 8 people
• Accessibility : Not wheelchair accessible, stroller accessible
• Included : Local guide, lunch, wine tastings, air-conditioned vehicle

★ RATING: 4.9/5 Stars | 🕰 TOUR LENGTH: 3 hours | ✓ Book now

Within our best wine tours in and from Siena , this 3-hour Siena winery exploration stands out for its focus on organic winemaking , a mere stone’s throw from Siena’s historic centre.

You’ll be taken on a journey just 2 kilometres away to delve into the organic viticulture nestled in the Tuscan landscape. The tour provides an insightful look into the vineyard’s life cycle and its historic cellars, showcasing the dedication to crafting top-quality organic wines.

Participants will be treated to a tasting of four organic wines , each selected to showcase the rich, nuanced flavours that organic methods yield. Complemented by a light lunch of seasonal Tuscan fare, this tour offers a taste and educational experience in harmony.

This unique outing is designed for those keen to uncover the depth of organic viticulture in a picturesque setting, blending both educational insights and the sensory pleasure of wine tasting.

It’s an exceptional choice for anyone wishing to engage deeply with the sustainable practices behind Tuscany’s renowned winemaking tradition.

Reviews: “The wine tour and tasting at La Lastra was excellent. Our host spoke very informatively and passionately about their ‘terroir’. I’ve done a few wine tours over the years and expected this to be just another experience- but I genuinely learned a lot during our visit. The lunch and tastings provided were generous and delicious. Thank you so much – 5* – don’t miss it!” – GetYourGuide traveller, United Kingdom Read more reviews here.

• Location : Azienda Agricola La Lastra, Strada della Befana 2/A, 53100 Siena, Italy
• Start Time : 11:30 AM
• Duration : 3 hours
• Size of tour : 12 people
• Accessibility : Check with the provider for specific accessibility details
• Included : Guided visits to the vineyards and cellars, sensory wine tasting, light lunch

Wine Class – Tuscan Classics

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 2 hours | ✓ Book now

T his 2-hour wine experience unfolds in Siena’s historical centre, offering a deep dive into the essence of Tuscan viticulture.

Guided by expert local sommeliers , this session is tailored for wine enthusiasts at all levels, providing a comprehensive overview of the region’s celebrated wines. Attendees are introduced to the art of wine tasting, learning techniques to swirl, smell, and sip like a pro.

The highlight is the sampling of four to five distinct Tuscan wines , thoughtfully matched with local appetisers. This interactive class is also packed with insights on pairing wine with food, perfect for those looking to navigate Siena’s gastronomic offerings with confidence.

A prime choice for anyone keen to immerse themselves in Tuscany’s vinous traditions, this tour marries informative content with sensory pleasure , making it a must-visit for wine lovers seeking an authentic educational experience within the ancient walls of Siena.

Reviews: “Terrific class. Had a ton of fun. So convenient being in the city walls. Drank, laughed and learned a great deal. Manuel was a terrific teacher and good-natured person. No pressure sale. If you don’t know much about wine from Tuscany, want to learn and drink with a friendly group, this tour is for you.” – Hanan_S, May 2023 Read more reviews here.

• Location : Via Stalloreggi, 53100 Siena SI, Italy
• Start Time : 05:00 PM
• Duration : 2 hours
• Size of tour : 14 people
• Accessibility : Wheelchair and stroller accessible, surfaces wheelchair accessible
• Included : Alcoholic beverages, snacks

Best Brunello di Montalcino Wine Tours

With its distinguished reputation, Brunello di Montalcino encapsulates the pinnacle of Italian winemaking, offering a complex bouquet and remarkable aging potential. It’s definitely a town that should find its way onto any wine lover’s Tuscany itinerary . 

In our best Brunello di Montalcino wine tours post, we unveil the finest tours that bring you closer to the artistry of this renowned wine.

Below, we spotlight our top four picks, offering a glimpse into the heart of Montalcino’s winemaking tradition. For an in-depth exploration, head over to the full article.

Best Wine Tours in Siena

★ RATING: 5/5 Stars (650+ reviews) | 🕰 TOUR LENGTH : 9 hours | ✓ Book now

Embarking on the Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena unveils the richness of Tuscany’s prized Brunello wines over a span of 9 hours .

Guided by a connoisseur, participants are led through Montalcino’s picturesque vineyards and historic cellars , uncovering the secrets behind these acclaimed wines.

The journey includes stops at three distinct wineries , each presenting their signature takes on Brunello di Montalcino. Highlighting the experience is a traditional Tuscan lunch at a locally owned winery, marrying the region’s culinary delights with its stellar wines.

Further enriching the tour are visits to Montalcino’s inviting town and the serene Sant’Antimo Abbey , blending oenological exploration with cultural immersion.

Tailored for aficionados of fine wine, this excursion offers a comprehensive foray into the esteemed Brunello wine tradition.

Reviews: “The wine pairing lunch was phenomenal. Our hosts were exceptional. Driver, and guide–Keeko were professional and knowledgeable. Would definitely recommend this tour.” – Cindy_W, Nov 2023 Read more reviews here.

• Location: Departs from Piazza San Domenico, Siena
• Start Time: 9.30 am
• Size of Tour: Max 8 people
• Accessibility: Not wheelchair accessible, stroller accessible
• Included: Local guide, lunch, visits to wine cellars and wine tasting, air-conditioned vehicle

Val d’Orcia Brunello Wine Tour: Montalcino & Montepulciano from Florence

★ RATING : 4.5/5 Stars (180+ reviews) | 🕰 TOUR LENGTH : 10 hours 30 minutes | ✓ Book now

The Val d’Orcia Brunello Wine Tour from Florence takes you on a detailed voyage to Tuscany’s prestigious wine territories, Montalcino and Montepulciano, over 10.5 hours . 

It delves into the rich tapestry of the region’s wine culture, spotlighting the acclaimed Brunello di Montalcino and Nobile di Montepulciano wines.

Visits to Montalcino and Montepulciano are central to the experience, offering participants a chance to explore the vineyards and barrel cellars under expert guidance, enriching their understanding of the meticulous wine-making process.

A highlight of the tour is the superior lunch against the backdrop of breathtaking views , celebrating Tuscany’s gastronomic excellence. The itinerary also includes a stop at Pienza , celebrated for its Pecorino cheese and enchanting scenery.

With its semi-private format, limited to eight guests , this tour promises an intimate exploration of Tuscany’s vinicultural heritage , perfect for those desiring a deep dive into the world of Brunello and Nobile wines.

Reviews: “A Must For Tuscany Wine Tours. This was my favorite tour of the many I’ve taken all over Europe . Michele (Mike) was a superb host and driver, giving us a running basic history of what we were seeing throughout the drive from Florence to Montalcino, Pienza, and Montepulciano. The tour of Erolani winery was especially superb, and lunch was really tasty. Highly recommend!” – Kristin_H, Nov 2023 Read more reviews here.

• Location: Departs from Piazza degli Antinori in Florence
• Start Time: 8:00 am
• Duration: 10 hours 30 minutes
• Included: Premium van with A/C, English-speaking driver, superior lunch, 2 wine tastings, guided tours on vineyard and barrel cellar, local product food tasting during wine tasting in Montepulciano

Guided Winery Tour & Gourmet Tasting at Montalcino Winery

★ RATING : 4.8/5 Stars (100+ reviews) | 🕰 TOUR LENGTH : 2.5 hours | ✓ Book now

The Guided Winery Tour & Gourmet Tasting at Corte Pavone Winery provides a 2.5-hour exploration into the essence of Brunello wines, positioning itself as a highlight within our selection of top Brunello wine tours.

This experience invites guests to immerse themselves in biodynamic viticulture , offering insights into the sophisticated winemaking processes. The tour kicks off with a stroll through the vineyards, introducing the winery’s diverse soils and biodynamic farming practices.

Participants will then explore the cross-vaulted cellar , observing the ageing process in various types of barrels.

A standout feature is the gourmet tasting session , where attendees savour six distinct wines, each accompanied by a tailored gourmet pairing.

Featuring both the Dynamic Brunello Cru Tasting and the Signature Corte Pavone Tasting , this tour offers a rich overview of the winery’s portfolio. It’s an ideal pick for those keen on understanding the delicate balance between viticulture and culinary art.

Reviews: “The tour guide was amazing. Firstly, he explained in detail how the wine was produced, from the grapes to the wine we find in the bottle. We visited the grape fields and the cellars, and the tour ended in the restaurant, where we tasted six different wines.” – GetYourGuide traveler, Germany, October 20, 2023 Read more reviews here.

• Location: Località Corte Pavone, Montalcino
• Start Time: Options for 11:00 am or 3:00 pm
• Duration: 2.5 hours
• Size of group : max 18 travellers
• Included: Winery tour, 2 wine tasting options of 6 wines in total, 6 specially designed gourmet paired bites, food and wine pairing
• Accessibility: Information not provided
• Additional Info: Suitable for adults only, reservation required

Brunello Cooking Class with Vineyards View Winery in Montalcino

★ RATING : 4.6/5 Stars | 🕰 TOUR LENGTH : 4 hours | ✓ Book now

The Brunello Cooking Class at Vineyards View Winery offers a 4-hour escape into the scenic beauty of Tuscany, blending culinary skills with viniculture.

More than a cooking session, this tour immerses you in the vibrant heart of the region’s food and wine heritage . It kicks off with an enlightening winery tour, shedding light on the nuances of the winemaking process .

Participants dive into a hands-on cooking class , guided by culinary experts to craft traditional Tuscan cuisine, including various pasta dishes and regional delicacies, perfectly complemented by the renowned Brunello wines .

The adventure peaks with a lunch showcasing your culinary creations against the backdrop of the winery’s breathtaking landscapes.

Tailored for both families and gastronomy aficionados , this experience marries the art of Tuscan cooking with the pleasure of wine tasting, making it a standout choice for those eager to explore Tuscany’s culinary and oenological delights.

Reviews: “This was one of our favorite experiences in Italy! All of our children (ages 10-19) LOVED it! The food was delicious, the scenery beautiful and the wine magnificent! Don’t miss this experience…well worth it!” – Aimee_P, Jun 2023 Read more reviews here.

• Location: Castello Tricerchi, Località Altesi, Montalcino
• Start Time: 10:00 am
• Duration: 4 hours
• Size of tour : max 10 travellers
• Accessibility: Wheelchair accessible
• Included: 4-hour tour and hands-on cooking class, tour of the winery, pairing lunch with Brunello, gratuities
• Not Included: Hotel Pickup/Drop-off (available as an add-on service)

Best Montepulciano Wine Tours

Montepulciano, home to the esteemed Vino Nobile, is a jewel in Tuscany’s winemaking crown, offering a blend of rich flavours and a storied heritage.

Explore this tradition further with our guide to the best wine tours and tastings in Montepulciano , highlighting top experiences for wine enthusiasts.

As a celebrated hilltop town, Montepulciano is also featured in our best towns in Tuscany  post, making it an essential stop for those captivated by Tuscany’s scenic beauty and historical depth.

Here are my top three picks in terms of its wine tours.

Montepulciano Wine Tasting and Cellar Tour

★ RATING: 4.9/5 Stars | 🕰 TOUR LENGTH: 1 hour | ✓ Book now

The Montepulciano Wine Tasting and Cellar Tour presents a captivating exploration into the heart of Tuscany’s viniculture, focusing on the region’s celebrated Nobile di Montepulciano wines.

Participants gain access to the aging process within Slavonian oak and French wood barrels , showcasing the seamless blend of traditional methods and high-quality winemaking. The area’s unique sandy tufa soils , embedded with ancient fossils, highlight Montepulciano’s rich viticultural roots.

Tastings feature outstanding wines, each paired with local delicacies such as aged pecorino, bruschetta , and crostini , enriching the sensory experience.

This tour is highlighted for its comprehensive insight into Montepulciano’s wine heritage, making it a prime choice for those eager to immerse themselves in the intricacies of Tuscan wine.

A key experience for both wine aficionados and exploratory visitors, it stands as a cornerstone for those looking to uncover the authentic essence of Tuscan winemaking.

Reviews: “Splendid tour. The wine cellar was spectacular with so many various sizes of barrels. This ancient cellar was amazing. The wine tasting and exploration of each by our guide was excellent. Lasted 1.5 hours to 2 hours start to finish. Excellent local wine.” – GetYourGuide traveler Read more reviews here.

• Location: Via Ricci, 13, 53045 Montepulciano SI, Italy
• Start Time: 10:30 AM, 3:00 PM
• Duration: 1 hour
• Size of Tour: Small group
• Accessibility: Accessible only by foot; parking available at “Parking S. Donato” or “Parking P8.”
• Included: Guide, selection of pecorino cheeses, bruschetta with extra-virgin olive oil, typical crostini, five wines DOC and DOCG di Montepulciano.

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 5 hours | ✓ Book now

Explore Montepulciano’s breathtaking vistas with the Wine Tour Ebike Experience , a perfect fusion of active adventure and vinicultural discovery set within our best Montepulciano wine tours selection.

Spanning 5 hours , this excursion allows you to effortlessly traverse the Nobile wine route’s undulating landscapes on an electric bike, ensuring a smooth ride amidst the region’s stunning scenery.

You’ll journey past lush vineyards and idyllic hills , with stops at two esteemed wineries for memorable wine tastings that highlight the area’s celebrated wine heritage.

This tour is an excellent choice for those looking to blend light exercise with the pleasures of wine tasting , offering a distinctive way to experience the Tuscan countryside’s allure.

Ideal for those keen on an active exploration of Tuscany’s famed winemaking regions.

Reviews: “Amazing. Rolling hills, small bed-and-breakfasts, wineries, mountains with endless vines… it was out of a movie set. Both of our wine tasting experiences were phenomenal. Our guide Pierre was outstanding. Worth every penny.” – Georgina_M, Oct 2023 Read more reviews here.

• Location: Urban Bikery, Via Ricci, 2, 53045 Montepulciano SI, Italy
• Start Time: 10:30 AM – 06:30 PM
• Size of Tour: Private group
• Accessibility: Not wheelchair accessible, not recommended for travellers with back problems or pregnant travellers
• Included: Alcoholic Beverages, ebike, helmet, raincoat, lunch, guide.

Montepulciano: Wine Tasting & Lunch in a Typical Winery

★ RATING: 4.4/5 Stars | 🕰 TOUR LENGTH: 1.5 hours | ✓ Book now

Delve into the essence of Tuscan viticulture with a 1.5-hour wine tasting and lunch at a storied Montepulciano winery, a highlight among our best Montepulciano wine tours .

Guided by an expert sommelier, this experience unfolds in ancient cellars from the 14th century , offering a rare glimpse into the evolution of wine production.

Participants will enjoy tastings of four distinguished wines , including the celebrated Rosso di Montepulciano DOCG and Nobile di Montepulciano DOCG, complemented by traditional Tuscan appetisers.

Choose between two dining options : an appetizer and main course for a full immersion into Tuscan cuisine, or an appetizer followed by two courses for an extended culinary delight alongside your wine tastings.

This tour offers a perfect fusion of historical insight, gastronomic exploration, and wine education , ideal for those looking to connect with the deep-rooted wine and food culture against the picturesque backdrop of Montepulciano.

Reviews: “A really pleasant and interesting experience. In addition to the lunch and the tasting made with excellent products and wines, it was very interesting to learn about the history of the cellar and the winemaking characteristics. Congratulations to the whole team.” – GetYourGuide traveler – Italy, March 22, 2023 Read more reviews here.

• Location: Via Talosa, 8, 53045 Montepulciano SI, Italy
• Start Time: 1:00 PM
• Duration: 1.5 hours
• Size of Tour: Group
• Accessibility: Not suitable for people with mobility impairments or wheelchair users
• Included: Winery tour, sommelier, snacks, wine tasting, lunch (optional gratuities and hotel pickup/drop-off not included)

Best Bolgheri Wine Tours

Located along the Tuscan coast, Bolgheri wine, renowned for its Bordeaux-style blends, has gained prominence for its rich, full-bodied reds.

This region is attracting global attention, due to both its unique microclimate and innovative winemaking –  marking Bolgheri as a rising star in Italy’s viticultural scene.

★ RATING: 5/5 Stars | 🕰 TOUR LENGTH: 1 hour 15 minutes | ✓ Book now

At Terre del Marchesato, a jewel nestled just 5 km from Bolgheri’s village centre, a premium wine-tasting experience awaits.

This 75-minute tour delves into the heart of one of Tuscany’s most prestigious wine regions , offering an intimate exploration of its vineyards, wine cellar, and the art of monovarietal wine production.

Guests are treated to tastings of exceptional wines like TARABUSO (Cabernet Sauvignon) and MAURIZIO FUSELLI (Petit Verdot), each paired with traditional Tuscan bruschetta and extra virgin olive oil .

I find this tour particularly appealing for its focus on premium, single-varietal wines , providing a unique insight into the nuances of each grape type.

It’s perfect for wine enthusiasts seeking a deeper understanding of Bolgheri’s wine-making excellence and those who appreciate the finer details of viticulture.

Reviews: “Must Visit This Winery! This was a truly amazing experience. We had a very informative tour of the winery with the arborist who showed such passion for his work. The wines were fantastic and we had a food pairing as well that was delicious! Very worth the visit.” – Stacey_K, Oct 2023 Read more reviews here.

• Location: Farm Lands of the Marquis, Via Località Sant’Uberto, 164, 57022 Bolgheri LI, Italy
• Start Time: Multiple options from 10:00 AM to 5:30 PM
• Size of Tour: Maximum of 16 travelers
• Accessibility: Wheelchair accessible, stroller accessible, transportation is wheelchair accessible
• Included: Professional guide, wine tasting, alcoholic beverages

Bolgheri: Classic Wine Tasting with Winery Tour

★ RATING: 4.5/5 Stars | 🕰 TOUR LENGTH: 1 hour 15 minutes | ✓ Book now

Nestled just a short drive from the heart of Bolgheri, Terre del Marchesato offers an intimate glimpse into the world of Tuscan winemaking.

This 75-minute tour not only showcases the vineyard and cellar but also includes tastings of three distinct Bolgheri wines , each paired with traditional Tuscan bread and extra virgin olive oil .

From the crisp PAPEO Bolgheri Bianco to the robust MARCHESALE Bolgheri Superiore, visitors have the chance to savour the depth of Bolgheri’s wine offerings.

I recommend this tour for those looking to explore one of the oldest wineries in the region , offering great value for money and a personal insight into the production process.

It’s ideal for wine enthusiasts eager to understand the nuances of Bolgheri’s celebrated wines.

Reviews: “We booked this wine tour spontaneously; great value for money, nice winery, more detailed explanations of the production process and the aromas of the wines while tasting would have been appreciated.” – AshleyLivia_H Read more reviews here.

• Size of Tour: Maximum of 16 travellers
• Included: Wine tasting, professional guide, alcoholic beverages

What To Keep in Mind When Choosing a Winery Tour in Tuscany

Tuscany offers quite the mosaic of wine experiences, with each region presenting its signature varietals and winemaking traditions.

Whether you’re drawn to the robust Brunello di Montalcino, the classic Chianti, the noble Vino Nobile di Montepulciano, or the emerging Bolgheri wines, there are several key considerations to keep in mind that can help ensure your wine tour is both memorable and enlightening.

Understanding Regional Wine Profiles

• Brunello di Montalcino : Esteemed for its full-bodied, bold flavours with notes of dark cherry and leather, originating from the vineyards around the picturesque town of Montalcino.
• Chianti : Known for its Sangiovese-based wines, offering robust flavours, high acidity, and a tannic nature, embodying the ‘heart’ of Tuscany.
• Siena and Montepulciano : These areas offer a spectrum of experiences, from the structured elegance of Vino Nobile to more approachable Rosso di Montepulciano wines, characterised by their fruitier and softer profiles.
• Bolgheri : A newer region on the Tuscan wine map, gaining recognition for its high-quality Bordeaux-style blends, showcasing the versatility of the Tuscan terroir.

Tour Origin Points and Transportation

• Consider starting your tour from urban centres like Florence or Siena for convenience, especially if you prefer not to drive. Note that tours from Florence to regions like Montalcino require a full-day commitment due to the distance.
• Most of the tours that start in cities will also include transport; and for pretty much any tour that includes a multiple number of wineries the same can be said.
• Tours to individual wineries, you will likely need to find your own transport to and from.

Exclusivity and Group Size

• Tours vary from intimate, small-group settings offering a personalised experience to larger, more social group tours.
• Brunello tours, for example, cater to a more exclusive market, reflecting the prestige and price point of Brunello wines. You can expect these tours to be either small-group, or private in nature.

Food Pairings and Local Cuisine

• Many tours incorporate food pairings or meals, highlighting the synergy between Tuscan wines and the region’s rustic cuisine. Look for tours that celebrate this culinary harmony, and knock off two birds with one stone!

Physical Accessibility

• Assess the physical demands of each tour, especially if mobility is a concern. Some tours involve walking through vineyards or navigating historical cellars.

Customisation and Seasonal Considerations

• Customisation options can enhance your tour, especially if you have specific wineries or wine types in mind. Also, consider the season of your visit, as the landscape and tour offerings can vary throughout the year.

Practical Tips for Wine Tours

• Research : Delve into the wineries included on your tour to ensure they match your wine preferences. they’ll often be listed on the tour description.
• Dress Comfortably : Vineyard tours often involve walking, so comfortable footwear is essential, in my opinion.
• Stay Hydrated : Remember to drink water between tastings.
• Check Inclusions : Know what your tour includes, such as meals, transportation, and the number of tastings.
• Local Regulations : Adhere to local customs and regulations, particularly regarding drinking ages and health and safety measures.

Some Common Questions to Have

Are wine tours in tuscany suitable for beginners.

Absolutely, wine tours in Tuscany cater to everyone, from beginners to connoisseurs – so don’t let this put you off. If you’re new to wine, a tour can be a fantastic introduction. You’ll learn heaps about tasting techniques, grape varieties, and winemaking processes.

Plus, the guides are usually passionate about making wine accessible to all, so don’t be shy to ask any questions you have – no matter how basic they might seem.

Can I join a wine tour without a car?

Yes, you can – in fact wine tours in Tuscany seem to cater very well to this market! Many tours offer pickup services from major cities like Florence and Siena.

For those starting in more remote locations, some companies provide transport options as well. It’s always worth checking the tour details for transportation options, or you could reach out directly to the tour provider to arrange something that works for you.

What should I wear on a wine tour in Tuscany?

Comfort is key! You’ll likely be walking through vineyards and cellars, so wear comfortable shoes suitable for uneven terrain. The weather can be quite variable, too – hot during the day and cooler in the evenings – so layers are your friend. And don’t forget a hat and sunscreen if you’re visiting in the summer!

Is it possible to accommodate dietary restrictions on wine tours?

This typically shouldn’t be a problem. Many tours that include food are more than willing to accommodate different dietary needs. Just make sure to mention your requirements when you book to give them the heads up in advance and to make necessary preparations for you.

Whether you’re vegetarian, vegan, or have specific allergies, they can usually tailor the food to suit your needs. The local cuisine is delicious, and it’s worth experiencing alongside the fantastic wines.

How much wine will I be tasting?

This varies by tour, but generally, you can expect to taste anywhere from 3 to 6 different wines. It’s all about quality over quantity; you’ll be savouring each sip and learning about the characteristics of each wine. 

Are children allowed on wine tours?

This depends on the tour operator. Some tours are more family-friendly and can accommodate children with non-alcoholic beverages and even have activities for them. However, others might be more focused on the wine experience and set an age limit for participants. It’s best to check the tour details or contact the provider directly if you’re planning to bring along younger family members.

Can I buy wine directly from the vineyards?

Yes, and the wineries will love you for it – for them, tours are a great showcase of what they have to offer! Visiting the vineyards is a great opportunity to purchase wines directly from the source, often including limited editions or special vintages not widely available elsewhere. Plus, it’s a wonderful way to support the local winemakers.

Many wineries can even arrange shipping for you if you’re worried about luggage space. I’ve been ordering small shipments of Vino Nobile di Montepulciano from a winery I visited many years ago each year at Christmas – it’s great to have that connection into the future. 

What’s the best time of year to go on a wine tour in Tuscany?

Tuscany is beautiful year-round, but each season offers a different experience. Spring (April to June) and autumn (September to November) are particularly magical times to visit, with comfortable temperatures and the landscape either blooming or harvest-ready.

Summer can be quite hot but vibrant with tourists and full of life. Winter is quieter, which can be perfect if you’re looking for a more intimate experience, though some wineries may have reduced hours or tours.

Armed with this guide, you’re now ready to explore Tuscany’s premier wine regions.

From the rolling hills of Chianti to the esteemed vineyards of Montalcino and beyond, the perfect wine tour adventure is within reach. Choose wisely, drink responsibly(!!), and immerse yourself in the unparalleled beauty and taste of Tuscany!

Essential related reading if you are travelling to Tuscany

• TUSCANY ITINERARY | Tuscany Guide – How To Have A Very Memorable Tuscan Road Trip
• TUSCAN VILLAS WITH POOLS | 19 Beautiful Villas In Tuscany With Private Pools [2024]
• BEST TUSCAN TOWNS TO VISIT | 11 Best Towns In Tuscany That You Need To Visit At Least Once
• IS FLORENCE WORTH VISITING | Is Florence Worth Visiting? 19 Pros + 6 Cons to Help You Decide
• FLORENCE ITINERARY | How To Spend 2 Days In Florence – A Comprehensive Guide
• BEST CHIANTI WINE TOURS FROM FLORENCE | 15 Best Chianti Wine Tours From Florence: 2024 Curated Picks
• BEST BRUNELLO WINE TOURS | Best 15 Brunello Wine Tours: Curated Picks & Essential Tips
• LUXE FLORENCE VACATION RENTALS | Ultimate List Of The Best 17 Airbnbs In Florence Italy For Luxury Lovers
• LUXE SIENA VACATION RENTALS | The Best Airbnb Siena Italy – A Luxury List Of Siena’s Loveliest Listings
• BEST WINE TOURS IN SIENA | 10 Best Wine Tours in Siena [2024 Picks] + Tips to Maximise Your Experience
• SIENA CITY GUIDE |  The Perfect Way To Spend A Day In Siena, Italy
• BEST WINE TOURS IN MONTEPULCIANO | 11 Best Wine Tours in Montepulciano: 2024 Curated Picks
• BEST WINE TOURS IN TUSCANY | 15 Best Wine Tours in Tuscany (+ Tips For Choosing)
• ROME GUIDE | The Perfect 4-Day Rome Itinerary – Food, Culture & A Little Luxury

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Hi there! I'm Isabelle, aficionado of immersive travel experiences and unique, luxurious hotels. You'll most likely find me camera in hand, or nerding out on research in advance of my next trip. A major foodie, history and scenery lover, nothing makes me happier than soaking in the atmosphere and culture of the destination I'm visiting.

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8 Best Tuscany Wine Tours from Florence

By: Author Girl with the Passport

Posted on Last updated: November 21, 2023

Categories Europe

If you’re in Florence then you’re forbidden from leaving without taking a mega epic day trip to Tuscany.

I mean, not only is Tuscany SUPER close to Florence, but this region is home to rolling hills, medieval villages, incredible vineyards, and some of the best wine in Italy.

Now, sure, you can visit via train or hire a rental car in Tuscany . But, if you’re short on time – or just plan to drink like whoa – then book one of the best Tuscany wine tours from Florence instead.

Not only do these Tuscan wine tours from Florence make traveling a breeze, but they provide you with a stellar way of enjoying all of the area’s most epic highlights in a short amount of time.

Trust me, I have done tons of the best Chianti wine tours from Florence and 99.9% of them have been lovely. So much so that I’ve gone back and done even more wine tours.

So, if you love wine but want to quickly and easily see all that Tuscany has to offer then this post is for you.

This post may contain affiliate links. Please see my disclosure for more information. As an Amazon Associate, I earn a small commission from qualifying purchases.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour . It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence

1. from florence: tuscany wine & food tour with guide.

⭐️ Rating: 4.9/5.0 (688 Reviews) Price: $161.70 per person Duration: 8 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

Prepare for an epic day of fun during this Tuscany Wine and Food Tour with a guide .

See, this is one of the best Tuscany wine tours from Florence that will introduce you to three organic wineries where you can sample a wide variety of local wines.

So, start this small group tour with a scenic drive through the Tuscan countryside before learning all about wine-making at the very first vineyard you visit.

Explore the farm and tour the cellar before heading to a hilltop estate where you’ll meet a local wine expert before sitting down to lunch.

You’ll try delicious olive oil and amazing balsamic vinegar during your light meal before taking a walk through the idyllic village of Greve in Chianti.

“What a fantastic day! It was amazing being able to try 3 different wineries. Most were red wine (which I’m not a fan of, but actually very much enjoyed on this trip) but there were also a few white wines. Lunch was awesome. Personally, the trip was little long, so I would recommend doing the shorter trip (everyone started getting car sick to some degree with all of the hills). But, the tour guide did a great job and I would definitely recommend this activity.” Matalin ( read more reviews now )

Enjoy some free time in the main square before ending the tour at a historic family-owned villa.

You’ll take in stellar views of Florence and can explore one of the most gorgeous gardens in Tuscany before ending your Tuscany wine tour from Florence.

2. From Florence: Small Group Wine Tasting Tour to Tuscany

⭐️ Rating: 4.8/5.0 (1387 Reviews) Price: $96.39 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo Operator: Prestige Rent – Tours in Italy Details: Read more on Get Your Guide Now!

If you’re looking for one of the best Tuscany wine tours from Florence that won’t take the entire day then book this Small Group Wine Tasting Tour to Tuscany .

Now, after departing from Florence in an AC-filled minibus, you and your group will make their way towards Chianti Classico.

Along the way, your English-speaking driver/guide offers in-depth commentary before visiting two amazing wine estates.

Enjoy three wines and fresh olive oil at the first place as you learn all about unique vinicultural practices.

“It was sensational. Fantastic guide, very good and comfortable transport. Short journey (45min) to the first winery and then the second is very close. Winery 1. Cheeses and breads with wonderful vinegars and oils + 4 wines (just the bottom of the glass). Winery 2. Cheeses, cold cuts and sausages, and bread + 5 wines (just the bottom of the glass). Possibility to buy wines, oils and vinegars on the tour. I thought the amount of wine was good, enough to make me neither sober nor drunk. I recommend going at the beginning of the trip, because if you make friends, they can be company for the next few days.” Rodrigo ( read more reviews now )

Continue to the second winery and sample a variety of wines and olive oils that are perfectly paired with local cheese, bruschetta, salami, and more. Seriously yummy food to say the least.

Yup, I loved this tour and thought that Raffaele and Alessio were both great. They shared a ton of great info and you got to try lots of great wines, olive oils, and balsamic vinegar.

It was a great way to get a taste of Tuscany without becoming totally exhausted by a massively long day trip.

3. Florence: Chianti Wineries Tour with Food and Wine Tasting

⭐️ Rating: 4.5/5.0 (4563 Reviews) Price: $53.18 per person Duration: 4.5 hours 📍 Meeting Point: Piazzale Montelungo bus stop Operator: Ciaoflorence Tours & Travel Details: Read more on Get Your Guide Now!

During this most excellent Chianti Wineries Tour with Food and Wine Tasting , you’ll drive to the Chianti region and visit two different wineries.

At the first stop, you’ll embark on a guided tour of the vineyard and learn about what a “Chianti Classico” distinction requires before sampling four incredible wines during an on-site tasting.

Your expert guide will explain each of the wines you’re sampling, teach you how to properly taste each one, and even give you local bread, cheese, olive oil, and salami to enjoy.

“Excellent tour – learnt something about wine; but that’s not really the point – had an excellent guide in Nathan and loved all the wines which we were served. The best place for us was the smaller winery where the tastings were excellent. Would recommend and def come back.” Neel ( read more reviews now )

Next, stop at a scenic overlook so you can admire the Chanti Hills before learning about wine production at the second winery.

You’ll even go on a quick guided tour of the vineyards and then sit down to enjoy three unique wines before returning to Florence.

4. Florence: Pisa, Siena, San Gimignano, and Chianti Experience

⭐️ Rating: 4.4/5.0 (2895 Reviews) Price: $69.46 per person Duration: 12 hours 📍 Meeting Point: Sightseeing Experience Visitor Center Operator: Sightseeing Experience Details: Read more on Get Your Guide Now!

I love, love, LOVE this Pisa, Siena, San Gimignano, and Chianti Experience since it isn’t all about wine.

Yes, you’ll get to enjoy an amazing wine tasting. But, you’ll also get to see some of the top attractions in the region, making this one of the best Tuscany wine tours from Florence if you’re short on time.

So, your day will start with a lovely tour of Pisa. You’ll see the cathedral, the cemetery, the baptistery, and – DUH – the leaning tower before checking out a classic winery near San Gimignano.

Dig into an incredible Tuscan lunch and wine tasting before visiting the cobblestone streets, quaint squares, and local artisans of medieval San Gimignano.

“Barbara and Armando executed their roles admirably, ensuring seamless coordination throughout the tour. Navigating three major cities and historic sites was a pleasure, thanks to their competence. Barbara, our patient tour guide, adeptly managed the challenges posed by tardy and irresponsible attendees, displaying a commendable level of professionalism. Despite a few hiccups caused by irresponsible passengers, all individuals eventually boarded, and the return journey transpired without incident. The experience, albeit dramatic at times, was salvaged by Barbara’s unwavering professionalism. The driver’s exceptional skills contributed to a smooth and enjoyable ride. On the downside, the light lunch provided fell short of expectations. Regrettably, it resembled more of a simple snack with a sample wine tasting, and did not meet our culinary preferences. Nevertheless, the overall value derived from the expenditure was undeniably worthwhile.” Sam ( read more reviews now )

Afterward, stop to admire some panoramic views of Chianti before heading to Siena. Here, your guide will introduce you to Piazza del Campo and the cathedral.

You’ll then have free time to eat some panforte and shop for souvenirs before returning to Florence as the sun sets in the background.

So, all in all, this is one of the best Tuscan wine tours from Florence if you don’t feel like drinking wine all day but still want to see what this incredible region has to offer.

5. Tuscany by Vespa Full-Day Tour to Chianti Wine Region

⭐️ Rating: 4.7/5.0 (132 Reviews) Price: $161.70 per person Duration: 6 hours 📍 Meeting Point: Florencetown Booking Office Operator: Florencetown / Towns of Italy Details: Read more on Get Your Guide Now!

If you want to explore Tuscany in an entirely unique way – or just feel like channeling your inner Lizzie McGuire – then check out this Vespa Full Day Tour of the Chianti Region .

After all, you’ll start the day off with a quick pickup in a comfy, air-conditioned van that will take you to the beautiful, Chianti countryside.

Upon arrival, you’ll be briefed on how to use your 50cc original Piaggio Vespa safely before starting a magical ride through the scenic hills and charming country roads of Tuscany.

“An incredible day seeing the beautiful hills of the Chianti region outside of Florence. My husband drove the scooter and I got to take photos and experience all the magic of this wine country. Loved this trip!! Highly recommend. Tanya and Gracia were outstanding guides- friendly and knowledgeable.” Kelly ( read more reviews now )

You’ll cruise through enchanting medieval villages and stop at a villa from the 17th century to enjoy a traditional Tuscan meal.

You’ll even do a guided tour of the vineyard/cellars and take part in an iconic olive oil/wine tasting before heading back to Florence.

All in all, this is one of the best Chianti wine tours from Florence if you’re looking for a truly one-of-a-kind experience.

Pro Tip: I loved the fact that we got to drive through the town of Greve. We then got some nice sandwiches and 30 minutes of free time upon arrival.

We also got an excellent 3-course meal (apps, meat, cheese, and pasta) with wine.

6. Florence Wine Tasting and Tuscan Lunch in a Vintage Fiat 500

⭐️ Rating: 4.8/5.0 (93 Reviews) Price: $161.16 per person Duration: 4 hours 📍 Meeting Point: 500 Touring Club Operator: 500 Touring Club Details: Read more on Get Your Guide Now!

Stop what you’re doing and check out this mega epic wine-tasting and Tuscan lunch in a vintage Fiat 500 .

You’ll start your day with a crash course (pun intended) on using the Fiat 500. You’ll then drive as part of a vibrant group from Florence to the Tuscan hills.

“The Florence wine tasting and Tuscan lunch in a vintage fiat500 tour was brilliant!! Alessandro was our tour guide & he helped make the experience so memorable. Alessandro was very professional but very easy going, knowledgeable & friendly. During the tour, we made mutiple stops to enjoy the most beautiful scenery, Where Alessandro told us stories/facts etc. During the wine tasting, we were welcomed into a Tuscan families home, where they had prepared meats, cheeses and breads for us to taste with the wines. Alessandro was very informative with the wine pairing. We met 2 fantastic couples on the tour, who made the tour even more fantastic & enjoyable for us as we all shared stories and laughed from start to finish. We 10/10 would recommend this tour and we would absolutely come back to do it all over again Alessandeo, thank you so much for an unforgettable experience!” Michelle ( read more reviews now )

Next, step inside a historic, 15th-century, Renaissance villa where the owners will give you a tour of the grounds and vineyards before descending into the wine cellar for a tasting of their award-winning vinos.

Afterward, dig into a light lunch and sample a variety of local olive oils that will expertly complement your meal.

Just be aware of the fact that you will have to pay a fuel surcharge of €15 for using the car.

7. From Florence: Tuscany Day Trip with Lunch at Chianti Winery

⭐️ Rating: 4.8/5.0 (3043 Reviews) Price: $92.25 per person Duration: 12 hours 📍 Meeting Point: Santa Maria Novella train station Operator: Walkabout Tours Details: Read more on Get Your Guide Now!

If you’re looking for one of the more traditional Tuscany wine tours from Florence then have a look at this Tuscany Day Trip with Lunch at Chianti Winery .

Sure, it’s not a super unusual tour. But, you’ll get to see all of the area’s major attractions in just twelve hours.

Therefore, try to get a good night’s sleep so that you can meet your group early at Florence Central train station.

You’ll then head to Siena where you’ll enjoy a guided tour of this medieval city before taking some free time to walk around.

In total, you’ll visit for around 90 minutes to admire the stunning Gothic and Romanesque architecture of the area (specifically the main cathedral) before grabbing lunch in the Tuscan Hills.

“This was the best thing I have done the whole time in Italy! The absolute best thing to do when I’m Florence, our guide Noemi was amazing and so great. The lunch at the winery in Chianti was delicious and going up Pisa was also worth the stairs. Definitely recommend this trip, it was raining all day and we still had a really great time. Would do it again in a heartbeat!!” Marley ( read more reviews now )

This lunch is optional but HIGHLY recommended since you’ll eat a homemade, organic meal paired with four regional wines – all while admiring sweeping views of the area.

Afterward, continue to San Gimignano. It’s a fabulous, UNESCO World Heritage site where you can take in epic panoramas and see tower homes from the Middle Ages.

Explore the town for an hour and a half before ending your day in Pisa. You’ll see the Leaning Tower and will walk through the Piazza dei Miracoli before making your way back to Florence.

Just choose between a small group or a private tour and let the fun begin during one of the best Tuscany wine tours from Florence.

8. Florence: S. Gimignano, Siena, Chianti & Wine Tasting Lunch

⭐️ Rating: 4.5/5.0 (1178 Reviews) Price: $72.71 per person Duration: 11 hours 📍 Meeting Point: Varies Operator: CAF Tour & Travel Details: Read more on Get Your Guide Now!

Rounding out this list of the best Tuscany wine tours from Florence is this S. Gimignano, Siena, Chianti, and Wine Tasting Lunch .

During this epic experience, you’ll start off with a 70-minute scenic drive through Tuscany to San Gimignano.

You’ll then have around two hours to explore this ancient city on a hill before driving another 40 minutes to the Chianti Hills.

Upon arrival, relax at a local winery and sample three local wines, along with authentic balsamic vinegar.

“Just loved it all from start to finish just for me the walking was a bit much but that is because I hadn’t realised there would be quite so much..love the history of the area and learning more about the wine of the area and it was a nice small number of people on the tour.” Jayne ( read more review now )

Afterward, dig into a delicious three-course lunch and get a taste of authentic Chianti cuisine.

Menu highlights include things like bruschetta, penne with meat ragout, and a homemade tart for dessert.

Finally, end the day with a one-hour guided tour of Siena that is followed by an optional tour of the Cathedral.

You’ll then enjoy some free time where you can check out the Basilica of San Domenico before going back to Florence.

My #1 pick 🏆 for the best Tuscany wine tour from Florence is this small group wine-tasting tour. It’s well-priced, well-reviewed, includes delish wine 🍷, and isn’t HELLA long.

Best Tuscany Wine Tours from Florence FAQ

1. can you take a train from tuscany to florence.

Yes, you can take a train from Tuscany to Florence. That is because Livorno, Pisa, Siena, San Gimignano, and Lucca all have direct connections with Florence by train.

2. How Far is Tuscany from Florence?

Tuscany is very close to Florence and only about 9 kilometers away. Therefore, it could take you just twenty-five minutes to drive to Tuscany from Florence.

3. How to See Tuscany from Florence?

Some of the ways you could see Tuscany from Florence are by rental car, via one of the best Tuscany wine tours from Florence, or by train since two depart for Tuscany hourly.

One will take you to Siena directly while the other will take you to Empoli. Once in Empoli, you’ll have to change trains. However, one-way tickets for both trains usually cost just €6.80.

4. What to See in Tuscany in 3 Days?

With 3 days in Tuscany, you could spend your first day in Florence and see the Piazza Duomo, Giotto’s Bell Tower, and the Baptistery.

On day 2, make your way to Chianti and San Gimignano so that you can do some epic wine tastings and explore medieval architecture.

Finally, spend your third day in Siena where you can explore the Piazza del Campo, the Palazzo Comunale and Torre del Mangia, and the Duomo.

There you have it! That just about wraps up this guide to the best Tuscany wine tours from Florence.

Tell me, did your picks for the best tuscan wine tours from florence make the list if not then let me know., if you found this post helpful, sign up for our email list and join our facebook group for even more travel info..

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The Best Day Trips in Tuscany for a Wine-filled Adventure With Stunning Scenery

No matter which route you choose, you can expect delicious food, wine, and superb views.

Whether coastal or country, Tuscany is made for four wheels. The roads caress every dip and curve of the hilly, pastoral landscape and are banked like a racetrack at every turn. The smaller strade provinciali (country roads) rarely see traffic, and each one offers an enticing scene dreamier than the last: hilltop castles, ancient farmhouses, vineyards , fields of poppies and lavender, and more. It's worth investing in a great rental, like a vintage Fiat Spider convertible, though a Fiat 124 or souped-up SUV will do. And since this is Tuscany, you'll want to make time to take in the drive with picture-perfect pit stops. Without further ado, read on for some of the best day trips in Tuscany, and plan your route.

A Tuscan Fairy Tale

Val d'Orcia is arguably the most visually impressive and romantic area of Tuscany. Listed as a UNESCO World Heritage site in 2004, the lush landscape of hill towns and rolling greens is the setting for a fairy tale. Starting in Pienza, travel south and then east to Monticchiello, a perfectly preserved 15th-century village. Continue on the serpentine route south for 30 minutes to Radicofani, another medieval town with a gorgeous fortress tower. Enjoy lunch at La Grotta , then head northwest to Bagni San Filippo to soak in the natural thermal baths. You'll be relaxed on your half-hour drive to Castiglione d'Orcia, where you can take in the Val d'Orcia landscape from the town tower. Then, it's on to San Quirico d'Orcia for more medieval Tuscany and great views. From here, you'll fall in love with a trail of towns: Take the old SP137 road northwest for 10 minutes to Torrenieri, then go northeast on SP14, a gorgeous ridge road that leads to Montisi. (Make sure to stop at San Giovanni d'Asso along the way). Meander the SP71 road south to Petroio and walk its corkscrew streets. On your way south to Montepulciano, stop in Montefollonico. Tip: You might want to break up the drive into a few days. Every town mentioned is perfect for an overnighter.

The Wine Route

Wine lovers who love a great drive, welcome to Brunello country. From Montalcino, it's a short 10-minute drive south to Castelnuovo dell'Abate, where you can visit the radiant travertine and alabaster church of Sant'Antimo and be enchanted by the haunting Gregorian chants at daily mass. About five minutes down the hill is Poggio di Sotto for an excellent Brunello experience. Or, check out Podere le Ripi , whose bonsai wines and farm-to-table Tuscan Garden Experience are a must. Get back in the car for a half-hour drive south to explore three equally delicious medieval hill towns: Seggiano, Castel del Piano, and Arcidosso, where you can have lunch at La Tagliola , a tiny restaurant with a menu dedicated to porcini mushrooms. Then, snake your way northeast on a lazy 30-minute drive, hopscotching from Monticello Amiata to Cinigiano to Porrona. For another taste of Brunello, break at Fonterenza , and then it's back to Montalcino just in time to catch the sunset.

Art With a Side of Vino in Chianti

What's better than a trip filled with art? A trip filled with art, great food, and delicious wine. Luckily, the Chianti countryside offers it all. From Florence, take the winding road to Antinori nel Chianti Classico in Bargino. With six centuries of wine production under its belt, Antinori is one of the most historic aziende (companies). It put Chianti Classico on the map and then redefined itself with an entirely new design — an architectural undulation that blends with the hills. Speaking of blends, the wines here are excellent (a tasting is a must), and the architecture is worthy of your Instagram feed. But you're here for Antinori Art Project , an ongoing and ever-growing collection of contemporary art installations, including pieces by Tomas Saraceno, Rosa Barba, and Jorge Peris. Hungry? Antinori has a rooftop restaurant — Rinuccio 1180 — overlooking the vineyards. If not, get back in the car and buckle up for a 50-minute ride south on some of Tuscany's prettiest strade provinciali to Castello di Ama . Installations by artists like Daniel Buren, Michelangelo Pistoletto, and Anish Kapoor can be seen throughout the winery and vineyards. You're also as likely to unknowingly walk across a Pascale Marthine Tayou as you are to stumble across a Louise Bourgeois.

Going Coastal

If you prefer the beach to hill towns, head to Bassa Maremma, about 25,000 acres of coastal paradise from Castiglione della Pescaia to Capalbio. Beyond the beautiful views, there's plenty to do here, too. Parco della Maremma is a 25-kilometer nature reserve with marshlands, pinewood forests, and pastures. Walk, run, hike, bird-watch, or simply enjoy the dunes. Further south lies Talamone, a picture-perfect medieval town on a wild promontory with a castle. Just south of the town, the natural landscape forms a baia (bay) perfect for wind sports, making Talmone Italy's top destination for kite and windsurfing. Or, drive 15 minutes south to Laguna di Orbetello , the most important lagoon in the Tyrrhenian Sea — it's a major migration stopover for thousands of birds and a World Wildlife Fund site. You can explore the oasis via trail and guided tours. For something a little offbeat, another 20-minute drive south and just five minutes inland will bring you to Il Giardino dei Tarocchi , a colorful, larger-than-life art installation from artist Niki de Saint Phalle in the middle of the Capalbio countryside. Not quite your speed? Slow down and drive back north (about 45 minutes) to Alberese, where you'll meet butteri (true Tuscan cowboys) at Il Bivacco , Italy's original Wild West show.

Island Adventure

Island lovers, take note: Tuscany has some of the most beautiful, wild, and elegant islands in Italy. Driving north or south on the E80, take the Orbetello Scalo exit. Not quite an island, and more like a land strip, Orbetello is a historic town oozing with charm from the moment you pass through the imposing Porta Nuova. Ancient walls, medieval ramparts, Renaissance-era fortifications, tiny streets, and charming boutiques make Orbetello the perfect spot for a stroll. From there, hop in the car and cross an artificial causeway to Monte Argentario, heading straight to the top for the lookout at Punta Telegraph. On a clear day, you can see Giglio, Montecristo, Elba, and Corsica, if you're lucky. On a rainy day, you'll be caught up in Monte Argentario's incredible nature. Take a hike around Capo d'Uomo or grab a bite to eat at Ristoro La Sorgente , a rustic eatery serving local delights underneath flourishing pines. Then, head down the mountain for a spectacular 30-minute coastal drive southeast to Porto Ercole, a tiny fishing village that's best known as an escape for the rich and famous, thanks to Hotel Il Pellicano . Fun fact: Porto Ercole is often considered to be Caravaggio's final resting place, though art historians still have this up for debate. Get back in the car, and drive north to the seaport town of Porto Santo Stefano, where the world's most beautiful yachts and sailboats are moored. You'll want to walk around the town and enjoy the pebbly beaches. Antsy? Park your car at the port (10 to 15 euro daily) and hop the traghetto (ferry) from Porto Santo Stefano to Giglio, 21 square kilometers of dunes, cliffs, and bays You can return to Porto Santo Stefano for a sundowner.

Wild Tuscany

Southern Tuscany is wild. Divided from the north by Monte Amiata, the rugged countryside has been almost untouched for centuries. Expect original country charm, amazing food, solitude, and vast vistas. From Montalcino, head toward Sant'Angelo in Colle and pass through Sant'Angelo Scalo for a side trip to Castello Banfi and its museum. Then, make your way to the medieval fortress town of Roccalbegna, which boasts a dramatic location at the foothills of a granite monolith. Have lunch at La Pietra , a family-run locanda that has wowed guests with homemade pasta and locally sourced produce and vegetables for six generations. Continue on to Cana, a medieval town that spans the lengthy crest of a hill, and take in its ancient military fortifications. Next, it's time for Stribugliano and the great views from Castiglioncello Bandini. For a wine break, visit the vineyards of Fonterenza (more Brunello), then end the day on the hill at Sant'Angelo in Colle for a stunning sunset.

Le Crete Senesi

Stark and haunting, Le Crete Senesi is a vast area in southeast Siena spanning to Arezzo. The landscape of lush rolling hills is at once dramatic and breathtaking. Take an adventurous 45-minute drive southeast from Siena via Taverne d'Arbia to Asciano and explore the town and 11th-century Basilica di Sant'Agata, which was constructed in beautiful travertine. From here, head south on SP451 to Chiusure for a glass of wine at Locanda Paradiso, a local hangout, and gaze at the endless hills. A short drive south on SP9 and you'll arrive in San Giovanni d'Asso, complete with a magical Romanesque church. Then, it's a 30-minute roundabout drive to Abbazia di Monte Oliveto Maggiore, a 14th-century Benedictine abbey with gorgeous library frescoes and glazed terra-cotta. Finally, head back to Asciano on the SP60 road. Stop when you're ready to take in the Val d'Asso and watch the sunset.

Home » Travel Guides » Italy » 15 Best Tuscany Wine Tours

15 Best Tuscany Wine Tours

Tuscany is one of Italy’s most evocative destinations. This region, home to rolling countryside and dotted with antique farmhouses, is famous for being the home of the Renaissance, the beautiful ornate cities of Florence and Siena, and, of course, beautiful art.

But there’s one thing Tuscany is famous for above all else – wine. The area is one of the world’s most notable wine regions, home to the Sangiovese grape, where world-class DOCG wines such as Brunello di Montalcino, Chianti Classico, and Vernaccia di San Gimignano, to name just a few, hail from.

The vineyards which line the hills are alive with activity and waiting for you to visit and discover more about this beautiful region and its delicious fine wines. We’ve put together a post of the 15 best Tuscany wine tours, not only to help you make the most of your trip but to tantalize your taste buds and educate your palette about some of the finest wines Europe has to offer.

1. From Florence: Full-Day Tuscan Wine Tour with Lunch

Enjoy round trip transportation from the beautiful Renaissance city of Florence to two Tuscan wine producers on this exciting 10-hour tour.

First, you’ll get a guided tour of the historical village of Montalcino, where Brunello is made. You’ll visit the cellars and see barrels full of wine that must remain casked for five years before they’re put on sale to the public. You’ll have the opportunity for a tasting too.

Then, it’s a delicious lunch before heading to the second winery of the day, this one in the beautiful Val d’Orcia. As well as wine, you’ll get a taste of locally grown olive oil, before being driven back to Florence.

2. Siena: Half-Day Vineyard Tour with Lunch

Don’t miss this incredible tour to the vineyards of Siena, a beautiful city where the historic center is a UNESCO World Heritage site.

You’ll visit a famous estate where Chianti Classico is produced and have the opportunity to wander through the vineyards and descend into the historical cellar.

Then, onto the best part: a traditional lunch made up of local and seasonal ingredients, accompanied by a tasting of four wines and four olive oils.

For foodies and wine buffs, this tour is an absolute must.

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3. Brunello di Montalcino Full-Day Wine Tour with Tastings

This eight-hour trip combines seeing the best of the gorgeous Tuscan countryside with tasting one of the most refined Tuscan wines – Brunello di Montalcino.

You’ll explore the hills of Montalcino, the village where one of Italy’s most prestigious wines was created from an experiment in the late 19th century. Throughout the day, you’ll visit three wineries, each one offering you a taste of their take on Brunello.

The history of the region will also be showcased on your tour; you’ll visit a Benedictine Abbey and have free time in Montalcino, where you can scale the fortress walls. All that wine tasting means you’ll need to line your stomach – luckily, there’s a traditional lunch at the second winery, where you’ll also have a chance to visit the family-run farm.

4. San Gimignano Private Dinner with Wine Tasting

If you see San Gimingano from afar and squint, you could be forgiven for thinking it’s New York. This extraordinary town is one of the most famous symbols of Tuscany; it’s four towers and medieval walls dominate the skyline of the rolling hills around it.

It also happens to be the perfect place to experience Tuscan gastronomy and wine. Your special dinner will be in a private room at one of the town’s wineries, where you’ll sample a traditional, seasonal menu prepared with the freshest ingredients, accompanied by carefully selected wine pairings.

You’ll be guided through the night by an excellent sommelier, who’ll be on hand to answer all your questions about the wine and food.

5. Sassicaia, Ornellaia and the Coastal Wines

Take full advantage of being picked up and dropped off on the doorstep of your accommodation in an air-conditioned minivan on this luxurious 10-hour tour, where you’ll have the opportunity to learn about and taste some of the finest wines of the Tyrrhenian coast, including Sassicaia, Ornellaia, and Masseto.

Your helpful and knowledgeable guide will lead the excursion, which sees you take a guided tour of the Fornacelle winery before stopping for a delicious lunch at the Enoteca Tognoni in Bolgheri.

After lunch, it’s time for another visit to a winery, complete with tasting, before heading back to your accommodation in complete comfort.

6. Montepulciano Wine Tasting and Cellar Tour

Not to be confused with Montepulciano d’Abruzzo – the name of a grape rather than a wine – Montepulciano is a medieval village in the province of Siena, where five different fine wines are produced.

You’ll get a chance to head down into the wine cellar, where you’ll see the quality wood which is used to age Montepulciano’s red wines.

Of course, you don’t have to enjoy the wine on its own. You’ll be presented with a plate of delicious local cheese, cold cuts of meat, and rustic bread, all ready to have locally produced olive oil drizzled over it.

7. Tuscan Hills 5-Hour Tasting Tour from Florence

This is an enjoyable tour which starts at the doorstep of your accommodation in Florence, where you’ll be picked up by an air-conditioned minivan and accompanied by an expert local guide who will answer any questions you have throughout the day.

On this informative and fun tour, your first stop will be the village of San Casciano, where you’ll try honey made by a local beekeeper, as well as extra virgin olive oil, and, of course, organic wine.

The afternoon will be a truly unforgettable experience; you’ll be welcomed like an old friend by a local farmer and taste the products that they produce and sell.

Round the day off with a comfortable journey back to your hotel.

8. Montalcino, Pienza & Montepulciano Food Tour from Siena

Siena is undeniably beautiful, but everyone needs a break from city life every once in a while. This tour is the perfect opportunity for that break, with a whole day in the Tuscan hills and the Val d’Orcia, strolling through the cobbled streets of quaint villages and tasting the delicious food and wine on offer.

In Montalcino, you’ll explore a wine cellar and see the medieval fortress before marveling at the architecture of Pienza, famed for its pecorino cheese. Your tour will end in Montepulciano, where you’ll have some time to yourself to discover the city before you head back to Siena.

9. Siena, S. Gimignano & Monteriggioni with Wine & Food Tasting

Any Assassin’s Creed fan will already be very familiar with San Gimignano and Monteriggioni, but for those who don’t spend their time gaming, they’ll still be enchanted by two of Italy’s best-preserved medieval towns.

You’ll have free time to explore San Gimignano and its famous towers in the morning, before heading to UNESCO World Heritage city Siena. You’ll have lunch in Siena, although it’s not included in the tour price. In the afternoon, you’ll continue to the village of Monteriggioni.

After some free time there, you’ll get to a winery in Chianti in the evening. An indulgent end to the day will see you sampling four different wines and balsamic vinegars.

10. Florence: Dinner and Wine Tasting in a Tuscan Villa

Pick up from your accommodation isn’t necessary for this tour, as it’s a stone’s throw away from the awe-inspiring renaissance center of Florence. It will feel miles away though, with a tranquil atmosphere and panoramic views of the city.

Settle down to a four-course meal of traditional Tuscan fare in the villa’s garden, complete with olive groves and vineyards.

Not only will you be able to enjoy a fine meal, but you’ll also learn about the process of making wine from a local producer, as well as sampling four different wines and visiting the cellars where they are produced.

11. San Quirico Winery: Traditional Winery Tour

A tour that’s kind on the pocket, this whirlwind 45-minute tour lets you get to know the San Gimignano winery as you wander through the vineyards, before or after being introduced to the process of vinification.

Of course, it wouldn’t be a wine tour without a tasting; the San Quirico tour gives you the chance to sample three of the winery’s organic offerings. Not only will you be presented with a glass of wine, it’ll be accompanied with a delicious side of organic bruschetta.

This tour is a great chance to learn more about a local wine producer. Don’t miss it.

12. Florence: 60-Minute Wine Tasting Tour

Yes, it’s great getting out of the city and seeing the Tuscan countryside, but sometimes you don’t want to spend a lot of time getting to and from places. If that’s you, this is the perfect tour – you don’t even need to leave Florence.

This hour-long tour is held in an Enoteca right in the center of Florence, bringing the best wines from the surrounding areas straight to you, as well as some local cheeses, cured meats, and olive oils thrown in for good measure.

No need to worry about crowds; this tour is limited to small groups so you’ll get the chance for plenty of interaction with your sommelier guide.

13. VIP Small-Group SuperTuscan Wine Tour from Florence

Super Tuscan wines are a relatively new type of wine (they originated in the 1930s), which consist of locally grown grapes like Sangiovese, which are blended with grapes from other wine producing regions across the world, creating tastes like no other.

Take an air-conditioned minivan from Florence to three Super Tuscan wineries in the Chianti region, where you’ll be led by an expert sommelier guide. You might think you’ve accidentally traveled through time; the first winery is contemporary, but the second will take you back to the middle ages. Take in the differences of the cellars, before heading to the third stop, a boutique winery.

At each stop, you’ll have a tasting. Your knowledgeable sommelier guide will teach you how to tell the difference between Chianti and Chianti Classico, and more importantly, the best wines to go with your favorite dishes.

14. Chianti Wine & Food Safari

Want to combine Tuscany’s beautiful landscapes, fine wine, and tasty food into one tour? This is the one for you. You’ll head off the beaten track on this ‘safari,’ with a 4WD vehicle taking you down the region’s backroads to get to the vineyards and farms that are just a little bit harder to access.

There will be food tastings throughout the day, including sheep’s cheeses and salami, as well as eight different wines. An exquisite traditional lunch also awaits you, where you can learn more about the food you’re tasting from your expert guide.

Away from the food, enjoy the panoramas of the Chianti hills and the cobbled streets in the picturesque town of Greve.

This trip is an unmissable opportunity to experience the best that Tuscany has to offer.

15. Tuscany: Helicopter Wine Tour

A real showstopper of a tour, this 3 ½ hour experience will see you get a bird’s eye view of Florence, its most famous monuments, and the Arno River.

After you’ve crossed the Chianti hills, you’ll touch down in the medieval town of San Gimignano, where it’s time for a spot of lunch. You’ll be welcomed at the Tenuta Torciano winery with a champagne reception and the chance to try some fine local wines.

This tour is undoubtedly one of the most unforgettable experiences you’ll have on any trip.

15 Best Tuscany Wine Tours:

• From Florence: Full-Day Tuscan Wine Tour with Lunch
• Siena: Half-Day Vineyard Tour with Lunch
• Brunello di Montalcino Full-Day Wine Tour with Tastings
• San Gimignano Private Dinner with Wine Tasting
• Sassicaia, Ornellaia and the Coastal Wines
• Montepulciano Wine Tasting and Cellar Tour
• Tuscan Hills 5-Hour Tasting Tour from Florence
• Montalcino, Pienza & Montepulciano Food Tour from Siena
• Siena, S. Gimignano & Monteriggioni with Wine & Food Tasting
• Florence: Dinner and Wine Tasting in a Tuscan Villa
• San Quirico Winery: Traditional Winery Tour
• Florence: 60-Minute Wine Tasting Tour
• VIP Small-Group SuperTuscan Wine Tour from Florence
• Chianti Wine & Food Safari
• Tuscany: Helicopter Wine Tour

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• Wine Tasting

Wine Tasting in Tuscany

Discover the flavors in the tuscan vineyards.

all of Tuscany has something special to offer

Tuscany provides several wonderful opportunities to discover why its wines are so good - through organized wine tours , cooking lessons, wine tasting and wine cellar tours. The true beauty is you can discover Tuscany and its wines on your own , wandering the many zones in the four corners of the region, to find the mix of grapes, the style of vinification or even just the “ look ” of the wine that best suits your taste buds .

Undoubtedly, Chianti classico and the neighboring area of Chianti, just south of Florence , is one of the best known valleys and wine producing areas. Offering a wide selection of labels, production styles and recipes that exalt the Sangiovese grape which date all the way back to 1716 and beyond.

But the choices expand from here to include other zones in the south which are just as noteworthy for their award winning fragrance, colors and above all their flavour . Just think of Brunello around the small hamlet of Montalcino , a rich full-bodied wine with a distinct personality and longevity. Further east, one enters into the zone of Vino Nobile, which is produced near Montepulciano . The Orcia DOC , the newest addition to a long list of spectacular flavors, is nestled between the two above mentioned greats, working on establishing a reputation.

And it doesn’t stop here, travel the full length of Tuscany north to south, east to west and you will meet with several variations on a theme, where grapes are the theme and the variations include the wines of Morellino Scansano, Lucca and Montecarlo, Cortona and even along the coast in the area of Bolgheri . Many of these areas are well organized with itineraries mixing traditional flavors and wines with the " Strada del vino ".

Browse our articles below for some helpful ideas when planning your wine tasting itinerary while visiting Tuscany.

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15 Best Tuscany Wine Tours From Florence in 2024

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Home » 15 Best Tuscany Wine Tours From Florence in 2024

Have you been wondering about which Tuscany wine tour from Florence you should book? I’ve got you covered!

Tuscany is one of the most beautiful regions in Italy, and wine tours from Florence can be a fantastic way to experience the local culture and check out some of the country’s finest wineries.

🏆 BEST WINE TOUR FROM FLORENCE

Don’t have time to read the whole article? The best choice is this 1/2 day small-group tour: Small-Group Wine Tasting Experience in the Tuscan Countryside

As someone who has traveled to Italy three times, I can assure you that there is no shortage of amazing wines in Tuscany! I’ve spoken to travelers who want to visit Tuscany for wine tasting but are scared to book a tour – worried that it won’t be worth the money or have good wines on offer. Joining a tour is a must if you plan on wine tasting, as driving after may not be safe. Ensure a fun, worry-free experience by letting someone else do the driving while you indulge in all the wine you desire!

Here is a list of our top favorite Tuscany wine tours from Florence.

Quick Guide: Best Wine Tours From Florence to Tuscany

After a quick list of the top wine tours in Tuscany from Florence? Here are the best Tuscany wine tours.

Small-Group Chianti Wine Tour from Florence

• Half-Day Tour (Around 4 hours)
• Small Group Tour (Max 25 people)
• Visit 2 Chianti wine estates and taste 6 different wines
• Explore the cellars and discover the art of winemaking.

Chianti Safari

• Full-Day Tour (About 9 hours)
• Small Group Tour (Max of 26 travelers)
• Visit a wine estate and historic villa and taste 9 samples of wine
• Traditional Tuscan Lunch at a winery restaurant with breathtaking views

Vespa Wine Tour from Florence

• Half-Day Tour (Around 6 hours)
• Small group tour that is limited to 15 people
• Ride along the scenic hillside and visit two wineries while riding a Vespa
• Stop for a traditional Tuscan meal at a Farmhouse and taste the famous Chianti wines

Best 15 Tuscany Wine Tours From Florence

Here is your guide to the best Tuscany wine tours From Florence for travelers who would like to taste Italian wine during their Italian vacation. Your only task is to choose one!

1. Small-Group Chianti Tour from Florence

Tour Overview:

• Tour Type:  You’ll enjoy a more intimate Tuscan wine-tasting experience, as this smaller group-size tour of 25 allows for a familiar ambiance.
• Guest Rating: 5 Stars from over 2700+ travelers
• Tour Sights & Stops:  2 Different Chianti Wineries in the Tuscan Countryside
• Departure Point:  Piazzale Montelungo, Florence
• Length:  4 hours 45 minutes
• Check Tour Price on Viator

Tasting Italian wine in Tuscany is an experience unlike any other. Take this 4-hour small-group Wine Tasting Experience and explore two of the top-rated wineries in the Chianti Classico region.

Tour their cellars and learn how traditional methods are used to produce the best vintage.

Not only that, but you’ll also be able to sample 6 wines at both wineries, paired with local Tuscan specialties like cheese, salami, cured ham, and bruschetta.

Tuscan 1/2 day Wine Tasting We went on the 1/2 day tour to two vineyards. They were both amazing! The guide was friendly and informative. The view of the countryside and vineyards was breathtaking!!! I thought the tour was perfect, I as so happy we did it. Nancy_H   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note:

-Hotel pickup and dropoff is not included.

-The tour is only open to ages 12 and up, so no infants, please.

-Additionally, alcoholic beverages will only be served to those who are 18 and older.

Why You Will Love This Tour:

• This tour will have a maximum of 25 travelers, allowing for a more intimate and personalized experience.
• Vegetarians and those with gluten intolerances need not worry – special dietary requirements can easily be accommodated upon request in advance.
• You won’t just get to taste some fantastic reds typical of the Chianti region, like Chianti Classico Riserva Super Tuscans, Gran Selezione – your guide is also well versed in the history and culture of this beautiful area as well!

The small group Tuscany wine-tasting tour from Florence is the perfect way for travelers to get a taste of Italian wines without taking up a full day.

In just half a day, you will be able to tour some of the finest vineyards in Tuscany and enjoy 6 wine tastings of their carefully crafted wines.

So why not treat yourself to this unforgettable wine-tasting experience today?

2. Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence

• Tour Type:   Full-day wine and food tour travel through the Tuscan hills by a 4×4 off-road vehicle departing from Florence
• Guest Rating: 5 Stars from over 2300 travelers
• Tour Sights & Stops: Historic wine estate (Villa le Corti), with lunch at Tuscan winery restaurant (Località Rignana), and Chianti Classico vineyard (Poggio Torselli).
• Departure Point:  Front of Biblioteca Nazionale (National Library) in Piazza dei Cavalleggeri
• Length:  9 hours

Indulge in a perfect Italian wine-tasting experience on this Chianti Safari Tour . Explore Tuscan villas and vineyards, and relish a sumptuous 3-course meal paired with award-winning wine.

Taste your way through nine rich wine varieties, perfectly complimented with cured meats and premium-quality olive oils.

At the first stop, you’ll be taken to a splendid winery owned by one of the most prestigious Italian aristocratic families.

Afterward, let your taste buds tingle with a tantalizing 3-course meal and wine at the second stop.

Finally, head to the last stop, where you’ll be able to taste two of the finest wines available.

So much fun! Beautiful views! Wow! We loved this tour. All tastings were amazing and at the most beautiful places. Lavi was an amazing host and tour guide. Her knowledge of the region and of wine was exceptional. The truck/van/bus was super comfortable. Lunch was delicious and we got plenty of time at each place to hang out or visit the grounds. Very worth it. IVONNE_N   (Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop off are not included.

– The tour is open to ages 18 and up only.

– Vegetarian options are not available and cannot cater to other alternative dietary requirements.

– This tour is not recommended for pregnant women and travelers with back problems.

• Explore the stunning gems of Chianti by embarking on an exhilarating off-road tour in a robust 4×4 vehicle.
• Provide a more personalized and intimate experience as this tour has a maximum capacity of 26 travelers.
• Conveniently located within close proximity to public transportation.

Embark on a wine adventure like no other – an immersive, unforgettable journey of flavors and aromas that’s sure to carve lasting memories!

3. Half-Day Chianti Wineries Tour with Food and Wine Tasting

• Tour Type:  Take a delightful half-day tour starting from Florence to visit two beautiful, authentic wineries nestled within the Chianti Hills.
• Guest Rating: 4.5 Stars from over 2100 travelers
• Tour Sights & Stops:  During the tour, you will visit two wineries. The first one, a larger producer, features modern techniques, while the second one embraces traditional methods and has a smaller size.
• Departure Point:  Piazzale Montelungo bus stop
• Length:  5.5 hours
• Check Tour Price on Get Your Guide

Indulge in a tantalizing Tuscan experience with this Chianti Wineries tour that features food and wine tasting in the breathtaking Florence region.

This tour includes a visit to two authentic vineyards that proudly produce the finest Italian wines where you will discover and tastes 7 different wines and sample other local delicacies.

Hear captivating stories from the guide as you learn all about the winemaking process and the materials used to produce barrels and explore the rich history and fascinating culture of this charming area.

Our favourite thing we did in Florence! Both the wineries were amazing especially the second one. We had about 8 tastings of different wines and the chance to explore the venues. Our guide during the bus trip also made it very entertaining would highly recommend! GetYourGuide Traveller – Australia   (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included. Unfortunately, pets are prohibited. It is recommended to avoid carrying bulky bags and luggage.

• During the tour, you will have the opportunity to visit two wineries.
• You have the option of buying wine by the bottle or box at both wineries. You can either take your purchase home with you or have it shipped.
• Following each wine-tasting experience, take a moment to bask in the beauty of Tuscany.

The Florence Chianti Wineries tour acquaints travelers with Italian wines, without requiring an entire day amidst the vineyards.

This is one of the best half-day wine tours from Florence for those who don’t have enough time for a full-day experience.

This tour promises not only informative insight but also a delightful experience that will leave you with a lasting impression.

4. Small Group Tuscany by Vespa Wine Tour

• Tour Type:  This tour has a maximum capacity of 15 individuals, offering a close-knit experience. Designed for those who don’t want to drink too much as you will have to drive on your own scooter.
• Guest Rating: 4.5 Stars from over 600 travelers
• Tour Sights & Stops:  Chianti Road (Very Scenic), Fattoria di Bagnolo (for a cellar visit, wine tasting, and lunch), and Greve in Chianti
• Departure Point:  Piazza Mentana in Florence
• Length:  6 hours

Looking for a unique and thrilling way to experience Italian wine in Tuscany? Look no further than this small-group Tuscany by Vespa !

Not only will you get to tour the region in style, but you’ll also get to enjoy a traditional Tuscan meal at a castle.

Savor the taste of local olive oils and prestigious Chianti wines during a visit to one of the region’s most renowned wineries.

All the while, enjoy the stunning scenery and the thrill of zipping through the countryside on a Vespa. Don’t miss out on this unforgettable adventure!

This tour was definitely worth the money! We rode the Vespa’s for a long amount of time, the tour included a sandwich and then a full wine tasting and dinner at the end. The tour guides were great as well. Overall great day and would recommend it to anyone looking to experience the Chianti countryside! Philip_G   (Read More  Review on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Single- or double-seater Vespas are available. A valid driver’s license is required, but a motorcycle license is not. Passengers between 12 and 18 years old are permitted.

• Children from age 12+ can join this tour as a passenger on the Vespa.
• Experience the thrills of riding a single- or double-seater Vespa on a scenic hillside, with stops along the way for photo opportunities and a guided visit to one winery.
• A yummy typical Tuscan meal is included in the price of this tour.

Discover the alluring Tuscan countryside like never before with small group tours on Vespa!

Savor the essence of Italy and choose from a morning or afternoon tour to indulge in the aroma of world-renowned Tuscan wine.

Perfect for wine lovers and anyone seeking a unique Italian adventure!

5. Chianti Wine Tour with Tuscan Lunch, Visit to San Gimignano and Organic Wineries

• Tour Type:  Explore the beautiful Chianti wine cellar and vineyards on a day trip, with a guided visit to San Gimignano (for a group of max 16 travelers).
• Guest Rating: 5 Stars from over 500 travelers
• Tour Sights & Stops:  San Gimignano’s first winery, San Gimignano 1300 museum, second winery, and Piazzale Michelangelo
• Departure Point:  Curtatone Firenze
• Length: approx 8 hours

Take in the essence of Tuscany on a Chianti Wine Tour, savoring the world-renowned flavors of Italian wine.

The itinerary features organic wineries where you can enjoy tastings alongside a traditional Tuscan lunch.

Explore the charming medieval village of San Gimignano , with its stunning hilltop location and renowned museum, San Gimignano 1300. Stroll the quaint squares before journeying on to the second winery.

Lastly, visit Piazzale Michelangelo, where you can gaze at Michelangelo’s replica Statue of David as it stands proud at the plaza’s center.

We loved this trip! It was the perfect way to spend the day in Tuscany. Our guide, Christian, was wonderful! He was friendly and taught us so much about Florence/Tuscany. The two wineries we visited were outstanding, we enjoyed our visit to San Gimignano, and the lunch was delicious. Everywhere you looked there were breathtaking views. This is a must do in our opinion! Emma_L(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: Hotel pickup and drop-off are not included.

• The place offers accessibility for wheelchairs and strollers, as well as the availability of infant seats.
• A vegetarian option is available and can accommodate any specific dietary requirements travelers may have.
• A private tour can be arranged at request.

Indulge in Italian wine amidst the stunning hilltop medieval village of San Gimignano, through the Chianti Wine Tour with Tuscan Lunch.

Experience a world-champion gelato and relish the most breathtaking panoramic view of the surrounding landscape.

Perfect for travelers searching for an authentic Tuscan experience.

6. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery

• Tour Type:  This tour is more of a sightseeing tour, however, it does include lunch and wine tasting at a winery.
• Guest Rating: 5 Stars from over 11500 travelers
• Tour Sights & Stops:  Siena, San Gimignano, Pisa and Lunch at a Winery
• Departure Point:  Piazza della Stazione
• Length: approx 11-12 hours

Experience the allure of Tuscan wine country on a day trip from Florence!

Begin your adventure exploring the stunning medieval city of Siena and taking in its grand cathedral before basking in the serenity of the Chianti hills.

A sumptuous 3-course lunch, showcasing the finest in local Tuscan cuisine, awaits, along with an indulgent wine tasting in a Tuscan winery.

Your journey continues with a stroll through charming San Gimignano and culminates at Pisa’s Cathedral Square, a UNESCO World Heritage Site that boasts the iconic Leaning Tower of Pisa.

This day trip is an exceptional way to explore Tuscany’s beauty, history, and world-renowned culture.

Highly recommend this tour… The tour was a ton of fun, be prepared for some walking but each town you visit is so different in history and character that alone we would never have been able to learn or discover. The wine/lunch add-on is 100% worth it, we left with 6 bottles of wine and the food was delicious. The farm is such an extraordinary and beautiful place. We also did the Pisa tower add-on, the climb is doable and the view from the top is really something. We watched the sunset from the top and it was very memorable. VictoriaG(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-Hotel pickup and drop-off are not included. -There is an admission fee to enter the Siena Cathedral. -Wine tasting is only available on tours that include lunch. -Visitors looking to explore the Leaning Tower should book their tickets in advance to secure guaranteed entry -While visiting the Leaning Tower of Pisa, please note that children under 8 years of age are not admitted. -Unfortunately, due to uneven surfaces, individuals with walking disabilities or those using wheelchairs are discouraged.

• Indulge in a sumptuous farm-style lunch, with vegetarian and gluten-free options readily available.
• Operates regardless of the weather conditions.
• Explore two of the world’s most stunning and culturally significant UNESCO World Heritage Sites!

Embark on a wondrous day trip through the charming Tuscan wine region, where you’ll visit three enchanting locations.

The Tuscany Day Trip from Florence offers stops in the stunning cities of Siena, San Gimignano, and Pisa, with a delightful winery lunch for good measure.

Discover the heart of Italy’s wine country while tasting some of the finest vintages.

7. E-Bike Florence Tuscany Ride with Vineyard Visit

• Tour Type: Tour a vineyard on the outskirts of Florence conveniently and efficiently on an e-bike.
• Guest Rating: 5 Stars from over 480 travelers
• Tour Sights & Stops:  San Domenico Fiesole, Chiesa di Santa Maria Assunta, Agriturismo Poggiopiano, Piazzale Michelangelo
• Departure Point:  Via San Gallo
• Length: approx 4-7 hours

This E-bike Florence Tuscany ride with a vineyard visit is a must-do for travelers seeking a taste of Italian wine in Tuscany.

Immerse yourself in the experience as you ride an electric bike to a countryside vineyard in Fiesole, an ancient hill town above Florence.

Indulge in a wine-tasting session and purchase a picnic of authentic Tuscan products at a bespoke vineyard.

To top it off, relish in the romantic views of the city from the stunning Piazzale Michelangelo.

This journey promises a truly unforgettable experience.

Can’t beat this tour! Would recommend as your first tour in the area so you know your way around Florence. Awesome views with vineyard visit. Shipped some delicious wine back to the states… You won’t regret taking this tour!!! John was awesome. Eric_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Must know how to ride a bike.

– Not recommended for children aged 1 year and below.

– Children aged 7-12 are ineligible to participate in this activity while children weighing less than 22kg and aged between 1 to 7 years are required to ride in child seats.

• Explore your own pace with this self-guided tour! Rent an E-bike and receive a GPS device for your independent exploration.
• Experience the flavors of Chianti without embarking on a long day trip.
• Relish a glass of wine while purchasing a picnic basket filled with typical Tuscan delicacies at a charming boutique vineyard.

Discover the charming vineyards around Florence with the e-bike Florence Tuscany ride – now it’s easier than ever with e-bikes!

This allows easy exploration of Italian wine territory in picturesque Tuscany for an unforgettable experience!

8. Self-Drive Vintage Fiat 500 Tour from Florence: Tuscan Wine Experience

• Tour Type:  A self-drive wine-tasting experience in a group with a tour leader in his own Fiat – driving a vintage Fiat 500 from the 1960s.
• Guest Rating: 5 Stars from over 400 travelers
• Tour Sights & Stops:  15th-century Renaissance villa and wine estate in the heart of Tuscany
• Departure Point:  Via Corbinaie
• Length: approx 4 hours

Indulge in a once-in-a-lifetime experience while visiting Tuscany – explore the rolling hills, picturesque vineyards, and enchanting olive groves on a guided tour in a vintage Fiat 500!

Embark on a journey through the luscious Tuscan countryside as you drive from Florence to a 15th-century Renaissance villa & wine estate.

Experience a 1.5-hour tour of a prestigious Super Tuscan wine estate. Explore vineyards, cellars, and savor local wines.

Indulge in a light lunch in the wine cellar and unwind on the beautiful grounds.

We had an absolutely amazing time on this excursion. Bella and her father were wonderful hosts and clearly love their Fiat 500 family. The cars were so much fun to drive and we spent so much time driving through Tuscany that you felt like you were back in the old days of Italy. Everything was very relaxed, fun, energetic and as professional as it gets. The lunch and wine tasting was a blast. We learned so much history and tasted some great wines. We even left with a bottle of wine because it was that good… Do yourself a favor and book this excursion. If we ever make it back to Florence, I’m booking this again! Shawn_R(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

• The minimum age is 18 years to drive. Bring your driver’s license.
• Familiarity with operating manual gears is a must.
• Each booking must have a minimum of two people.
• We recommend that the designated driver in your group spits out the wine rather than swallowing it.
• There is a fuel surcharge
• Sit down in the wine cellar to enjoy a yummy light lunch of crostini, meats, and cheeses. 
• Discover the acclaimed Super Tuscan wines of the region during an immersive 1.5-hour tour at our esteemed wine estate.

Soak up the charm of this delightful Italian region, sample the incredible cuisine, and savor the sensations of a self-drive vintage Fiat 500 tour that will stay with you forever!

9. Florence Sunset Wine & Food Tour with Eating Europe

• Tour Type: For those who have limited time, but still want to taste some of the Chianti wines right in Florence.
• Tour Sights & Stops:  Florence
• Departure Point:  Piazza Santo Spirito
• Length: approx 3.5 hours

If you’re a traveler looking to taste some exquisite Italian wine while in Tuscany, the Florence sunset wine & food tour with Eating Europe is just what you need!

You’ll get to visit Florence’s Official Wine Windows, as well as a secret centuries-old wine cellar, where you’ll savor delicious artisanal cheese and freshly sliced cured meats made by local producers.

But that’s not all! You’ll also learn to make a perfect Negroni, Florence’s most famous cocktail, and sip on the best Tuscan wines, from Chianti Classico to Super Tuscans.

As you end the day, indulge in a real gelato and learn the difference between the “fake” ones, all while being treated to great storytelling.

This was a great walking tour. Our guide was excellent. Good for adults of any age. There was plenty of wine and food. We thoroughly enjoyed ourselves! Cheryl_H(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

-A minimum of 2 guests is required for this activity. If this requirement is not met, it will be rescheduled or provide reimbursement.

• Discover the captivating tradition of wine windows in the charming city of Florence.
• Experience the marvels of Tuscan “cucina povera” – the exquisite craft of zero-waste cuisine, in perfect harmony with the sublime indulgence of Super Tuscan fine wine.
• Experience the charm of a historic Trattoria, where tradition meets innovation. Witness the master chef skillfully tossing and perfectly plating pasta, capturing the essence of culinary excellence.

This is one of the best Florence wine tours if you don’t have time for a full day trip.

You’ll be able to Visit Florence’s Official Wine Windows, sampling 14 different wines from 6 different tasting locations – after that, enjoy a Negroni cocktail demo and drinking session, all served with cheese and freshly sliced cured meats.

Book this tour today and let your adventure begin!

10. Full-Day Tuscany Wine & Food Tour with Guide

• Tour Type: Experience the authentic essence of the Tuscan wine region on a captivating small-group tour departing from Florence.
• Guest Rating: 4.9 Stars from over 400 travelers
• Tour Sights & Stops:  3 Wine Estates
• Departure Point:  Piazzale Montelungo

Discover the charm of Tuscany’s wine scene on this magnificent Tuscany Wine & Food Tour with Guide.

Indulge in an exquisite experience of visiting three remarkable organic wineries, where you’ll be treated to a delectable lunch paired with tantalizing local wines, balsamic vinegar, and olive oil.

Immerse yourself in the art of winemaking as you explore the farm and cellar, unveiling the secrets behind the wine’s creation.

To top off this enchanting journey, sit down to a delightful light lunch, featuring the winery’s own exceptional wines and delectable products.

Embark on this captivating adventure and let your senses be captivated by the enticing flavors of Tuscany’s renowned wines.

This tour was one of the highlights of our trip! 10/10 recommend. Sofia and Irene were wonderful guides. All three wineries were amazing and all very unique. The individuals at each winery were very knowledgeable. The wines were excellent! This tour far exceeded expectations. You will not regret doing it! GetYourGuide traveler – United States (Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Hotel pickup and drop-off are not included.

– Not suitable for children under 12 years – Pets are not allowed – Bring passport or valid ID

• Satisfy yourself with the flavors of locally produced wines, exquisite olive oil, and rich balsamic vinegar through tastings at three enchanting wineries.
• Enhance your experience with a small group tour, offering intimacy and engagement for an unforgettable journey.
• Explore Greve, renowned as the quintessential village that best embodies the essence of the region.

This remarkable small-group tour takes you on a journey from Florence, where you will discover three authentic wineries. This tour promises an exquisite taste of Italy’s finest!

11. Tuscany Wine Tour (For 18 – 39 Year Olds )

• Tour Type: This tour is specifically for young adults aged 18 to 39 years old.
• Guest Rating: 5 Stars from over 380 travelers
• Tour Sights & Stops:  2 Wine Estates plus San Gimignano
• Departure Point:  Parcheggio Oltrarno
• Length: approx 7 hours

Indulge in a captivating full-day social wine-tasting tour for 18 – 39 year olds , immersing yourself in the heart of the Tuscan countryside.

Explore 2 unique wineries, each offering a tantalizing array of regional varietals like the renowned Chianti Classico and the esteemed Super Tuscan.

Delve into the artistry of traditional winemaking methods, as knowledgeable guides illuminate the intricacies of each glass.

Don’t miss the opportunity to wander through the marvels of San Gimignano, a beautifully preserved medieval village that adds an extra touch of magic to your extraordinary wine-filled expedition.

A great day for wine tasting! The tour was very organized, nice bus to transport us, amazing views and great staff. Would definitely use the company again for other excursions in Europe. Carly_S(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

Important Note: :

– Hotel pickup and drop-off are not included

– Minimum age is 18 years old, kids are not allowed.

– This tour/activity can accommodate a maximum of 40 travelers. – Not recommended for pregnant travelers

• An enthusiastic wine producer will guide you in discerning distinct flavors and honing your palate.
• Indulge in the flavors of four distinct wine varieties, including the renowned Chianti Classico, Brunello of Montalcino, and Super Tuscan wines.
• San Gimignano boasts a splendid selection of shops that offer a diverse range of locally crafted goods and produce.

Experience the Tuscan Wine Tour, a delightful 1-day excursion that indulges travelers with a selection of seven exquisite Italian wines.

Perfect for younger wine enthusiasts seeking to discover and appreciate the essence of Italian winemaking.

12. Montalcino, Orcia Valley, Pienza, and Montepulciano – Wine- and Cheese-Tasting Guided Tour

• Tour Type: Full-day trip for those who want to combine a Brunello wine tour from Florence with a bit of sightseeing
• Guest Rating: 4.5 Stars from over 300 travelers
• Tour Sights & Stops:  Montalcino (visit to a wine cellar/museum), Pienza, Val d’Orcia, and Montepulciano plus a visit to a winery.
• Length: approx 11.5 hours

Join this sightseeing plus wine and cheese tasting tour , designed for travelers eager to savor the best of Italian wines in the scenic Tuscany region.

Delight in visits to the charming hill towns of Montalcino, Montepulciano, and the UNESCO World Heritage site of Pienza.

Indulge in the taste of renowned regional wine varietals, including the esteemed Brunello and Vino Nobile, accompanied by delectable local cheese.

This tour includes a visit to a wine cellar/museum in Montalcino, where you’ll explore the fascinating wine cellars and savor a delightful tasting of the world-famous Brunello wine.

The tour also includes a visit to a winery in Montepulciano with a tasting of the “Vino Nobile” and some tastings of Pienza’s pecorino cheese.

This tour was perfect for us because we wanted to experience the Tuscany region without renting a car or committing a few days. Our tour guide, Elisabeth, and driver, Sergio, were wonderful people… We had a wonderful time and highly recommend this to anyone looking to visit and experience several sights of Val d’Orcia in one long day-trip. Airi_W(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Please arrive at the tour departure location 20 minutes prior to the scheduled start time.

• Experience a delightful one-day tour aboard a comfortable coach bus.
• Embark on a journey to explore renowned filming locations that have become popular tourist destinations.
• Explore the charming hill towns of Montalcino, Montepulciano, and the World Heritage-listed Pienza, a delightful trio that promises a truly enchanting experience.

Experience the ultimate wine and cheese tasting adventure on the Montalcino, Orcia Valley, Pienza, and Montepulciano guided tour from Florence.

This one-day excursion offers round-trip transportation for added convenience, allowing travelers to indulge in the exquisite flavors of Italian wine in the beautiful region of Tuscany.

Experience the allure of Tuscany in an engaging and memorable way!

13. Val D’Orcia: Cheese and Wine Tasting Tour from Florence

• Tour Type: Visit the Val D’Orcia Valley on this day trip from Florence and explore the towns of Montalcino, Pienza, and Montepulciano on a round-trip bus tour.
• Guest Rating: 4.4 Stars from over 200 travelers
• Tour Sights & Stops:  Val D’Orcia, Pienza, Montalcino, Montepulciano with 2 wine tasting stops.
• Departure Point:  Piazzale Montelungo Bus Terminal 

Embark on a captivating Cheese and Wine Tasting Tour from Florence to the splendid Val D’Orcia region of Tuscany, a paradise for wine enthusiasts.

Indulge in a sensory journey as you visit a renowned wine estate in Montalcino, where you’ll be treated to an exclusive tour of the wine cellars and have the pleasure of savoring the world-famous Brunello.

Immerse yourself in the charm of Montepulciano as you explore a prestigious winery and delight in the distinctive flavors of the “Vino Nobile.”

To make your experience even more delightful, relish in enchanting tastings of Pienza’s exquisite pecorino cheese.

The experience was perfect! I was worried about how long the day would be, but it was such and easy day! Comfortable transportation and the winery’s were spectacular! Our guide was funny, easy going, and very knowledgeable! And our driver was stellar! I highly recommend this experience! GetYourGuide traveler – United States(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – Large or big bags are discouraged

• Experience the ultimate comfort of a roundtrip journey by GT Coach on a one-day tour.
• Indulge in a glass of wine as you explore the historic winery’s underground cellar, where the aged bottles rest beneath ancient walls.
• Free visit of Montalcino, Pienza, Montepulciano

This exceptional one-day roundtrip coach tour offers travelers the opportunity to indulge in the captivating beauty of Tuscany while savoring two splendid wine tastings.

Get ready to discover the essence of Italian wine in the heart of Tuscany, with free visits to explore Montalcino, Pienza, and Montepulciano.

14. Horseback ride, visit to S.Gimignano, Tuscan lunch, wine tasting, Chianti winery

• Tour Type: Join a small group full-day tour that includes one hour of horseback riding, a delightful lunch, wine tasting, and sightseeing in the picturesque town of San Gimignano.
• Guest Rating: 5 Stars from over 190 travelers
• Tour Sights & Stops:  San Gimignano + Chianti Winery
• Departure Point:  Via Curtatone

Embark on a captivating horseback ride through olive groves and picturesque Tuscan landscapes, immersing yourself in the charm of the region.

Traverse the stunning medieval village of San Gimignano, perched atop a hill, and delve into its rich history while visiting the renowned San Gimignano 1300 museum.

Satisfy yourself with an authentic Tuscan lunch, savoring the flavors of the region.

Then, elevate your wine knowledge with a guided tasting class, where you’ll learn about the nuances and complexities of Tuscan wines in an engaging and immersive environment.

An extraordinary journey that combines adventure, culture, and the exquisite taste of Italy’s finest wines awaits you in the heart of Chianti.

This was such an amazing experience! Small, lovely group, relaxed pace, friendly and knowledgeable guide – Michael. The town was charming and gorgeous. The wine tasting was excellent and the food was too. Views all along the way were some of the prettiest I’ve ever seen. My favorite part of our Italian vacation. Aimee_B(Read More  Reviews on Viator ) ⭐️⭐️⭐️⭐️⭐️

– Infants (0-6 yo) are not allowed to horse ride but can participate in the tour – Kids (older than 6 yo) are allowed to horse ride if they are taller than 1.10 meters – Not recommended for pregnant travelers

•  Experience a scenic one-hour horseback ride with abundant opportunities to capture stunning photos along the way.
• Indulge in an authentic Tuscan wine pairing lunch featuring three delightful courses at a picturesque winery in Chianti.
• Exploring the charming beauty of San Gimignano while enjoying world-champion gelato

Experience a delightful one-day tour in Tuscany, featuring a horseback ride, a visit to the charming S. Gimignano, a delectable Tuscan lunch, and an exquisite wine tasting at a renowned Chianti winery.

Indulge in the perfect blend of adventure, culinary delights, and a chance to savor authentic Italian wine amidst the picturesque beauty of Tuscany.

15. Wine Tasting and Dinner in the Vineyards of Chianti

• Tour Type: Embark on a delightful half-day tour, traveling in an air-conditioned coach or minivan with a cozy dinner capacity of 20-25 participants.
• Tour Sights & Stops:  Chianti Wine Estate
• Departure Point:  Villa Costanza
• Length: approx 5.5 hours

Experience the enchantment of wine tasting and dinner amidst the picturesque vineyards of Chianti, a must-do for travelers eager to delight in the essence of Italian wine in Tuscany.

Begin your journey by immersing yourself in the charming estate, relishing in its exquisite wines.

As you continue to explore the farm’s wineries, make sure you are carrying a glass with you and indulge in a variety of wine tastings along this charming wine route.

After the tastings venture into the serene vineyards, where a captivating evening awaits.

Under the gentle glow of candles and torches, serenaded by sublime music, indulge in a delightful array of local dishes, savoring the farm’s fresh products and pairing them with exquisite wine.

Let this extraordinary experience immerse you in the true essence of Tuscany’s culinary and viticultural heritage.

We were so glad we found and booked this experience. We only had 2 nights in Florence and this was well worth it. The scenery at the winery was spectacular. We loved the idea of eating in the vineyard and the experience as a whole was better than we even thought it would be. The food was fantastic and served feasting platter style for each table and was more than enough. We got to try a few reds and white’s from the winery as well as a desert wine to finish and these were all very good nice. Plus they were quite generous pours with the tastings. GetYourGuide traveler – Australia(Read More  Reviews on Get Your Guide ) ⭐️⭐️⭐️⭐️⭐️

– Pets are not allowed – This tour is not suitable for wheelchair users – If the weather turns inclement, dinner will be relocated to the restaurant within the estate.

• Bask in the warm glow of candles and torches while relishing farm-to-table cuisine in a charming open-air dinner setting. All are accompanied by a soft melodic backdrop, creating the perfect ambiance to delight your senses.
• A delightful journey of wine tasting at the exquisite wineries nestled on the estate, followed by a visit to the farm’s charming historic chapel.
• A vegetarian or celiac menu is available upon request

Embark on a mesmerizing half-day tour through the scenic vineyards of Chianti and engulf yourself in the delightful combination of wine tasting and dining.

Satisfy your senses with an array of delectable local dishes and fresh produce, paired elegantly with exquisite wines sourced directly from the farms of this captivating Italian region.

This enchanting journey is tailor-made for travelers yearning to discover the essence of Italian wine amidst the picturesque landscapes of Tuscany.

FAQs About Wine Tours of Tuscany From Florence

Here are some answers to some of the most commonly asked questions about the best wine tours of Tuscany from Florence.

The wine region of Chianti is an ideal day trip from Florence. It is a 30-kilometer (20 mile) drive to reach the rolling hills of the Tuscan countryside.

Chianti is an idyllic destination for wine enthusiasts, particularly if you choose to stay in Florence. Its allure as an Italian wine region makes it highly recommended for a memorable visit.

The easiest way to get around in Tuscany is either via rental car , bus, or by tour. If you love being more active you might like to explore the region on a bicycle.

They are not the same. Chianti is a stunning, mountainous area within the Tuscany region. It is located close to Florence.

Yes, it is not easy to get around without a car – you can easily rent a car in Tuscany . If you are doing wine-tasting we recommend a tour so you can enjoy as much wine as you want.

Final Thoughts on Florence Tuscany Wine Tours

Tuscany is one of the best places in Italy to experience great wine and beautiful scenery all in one place.

By taking a wine tour from Florence, travelers can taste the area’s delicious wines without having to worry about having to drive.

In addition to sampling amazing wines, travelers will also enjoy stunning views of iconic vineyards, charming castles, and olive groves as they journey through Tuscany.

Whether you’re a connoisseur or just looking for an incredible experience, a wine tour from Florence is sure to be an unforgettable adventure.

So get your Tuscan holiday started with a visit to one of the region’s many vineyards and make sure you raise a glass of local vino and soak up the Mediterranean beauty of it all!

Make sure to book your stay in one of the best neighborhoods in Florence for an unforgettable experience.

Hungry for some Florence authentic delicacies? Check out our recommended Florence cooking classes here.

If you’re headed to Florence with kids, find a list of things to do in Florence with kids here.

And if you are heading to other destinations in Italy, you will find our Italy blog posts helpful.

More Blog Posts About Tuscany:

• Family Tuscan Toad Trip Ideas
• Best Places to Visit in Tuscany
• Best Places to Visit in Northern Italy

Jolene Ejmont

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11 BEST Wine Tours in Tuscany from Florence in 2024

What are the best wine tours in Tuscany from Florence? How far is Tuscany wine region from Florence?

With my 100% Italian family still residing in the northern province of Cuneo (my maiden name!) and my grandfather’s homemade wine running through my veins, I can attest to Tuscany’s reputation as one of the best wine regions in Italy.

So, if you’re a wine lover visiting this iconic destination in Italy, you definitely don’t want to miss out on the region’s famous wines! From bold Chianti Classico to delicate Brunello di Montalcino, there are dozens of wine tours that will give you a taste of Tuscany’s impressive and diverse wine production that conveniently depart right from Florence.

But, in complete honesty… who wants to spend hours behind a computer researching the top wine tours from Florence trying to figure out which one is the perfect fit for their group? I do. And I did!

Don’t have time to read the whole post? No problem!

The Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence is easily the #1 tour on this list!

⭐ 2,800+ 5-Star Reviews ⭐ 9 Wine Samples & 2 Olive Oil Samples ⭐Traditional Tuscan Lunch

This post was created by vetting dozens of local companies running their business out of Florence, among other popular regions in Tuscany. I scoured reviews, made note of what the tours included, and found the top 11 that are deserving of a spot on your Italian vacation!

I’ve also gone ahead and broken it down into the best overall tours for your money, the top private wine tours, the leading luxury wine tours in Tuscany, and for those of you who are short on time, even the best half-day Tuscan wine tours.

I’ve also included ample information after these tours on the best time to take a wine tour in Tuscany, how much these tours typically cost, if it’s actually worth taking one of these Tuscan wine tours, what to pack, and more!

11 BEST Wine Tours in Tuscany from Florence

🍷1. chianti wineries tour with tuscan lunch and san gimignano.

Possibly the #1 tour on this list for those who want to learn about the winemaking process and indulge in numerous wine samplings across multiple Tuscan vineyards, the Chianti Wineries Tour with Tuscan Lunch and San Gimignano should be high on your radar!

Guests are not only treated to air-conditioned transportation (a dealbreaker in the summer heat of Tuscany), but also a multi-course Tuscan lunch to round off this full-day tour. Departing from the Florence city centre, this tour also makes a stop at the medieval village of San Gimignano, where guests have free time to wander or enjoy a guided visit if they please.

With expert knowledge from your guide on how wine is made and produced in Tuscany, it’s easy to see why this all-inclusive tour is one of the most popular in Florence!

🍷2. Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

Looking for one of the best full-day wine tours in Tuscany from Florence? Well, the Essence of Chianti Small Group Tour with Lunch was put at the top of this list for a reason! With visits to three exquisite wineries, a guided tour of the wine cellars (something not typically included!), and an incredible Tuscan lunch complete with numerous wine and olive oil tastings.

In addition to providing some time to discover the enchanting medieval village of Greve, situated on the outskirts of the iconic Chianti wine region in Tuscany, this full-day wine tour offers a comprehensive experience that is carefully paced and unquestionably worth every penny!

🍷3. Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery

As crazy as it is to say, this tour has over 12,000 5-star reviews . Honestly, that’s all I would need to hear to book it, but it’s also good to note that this 11-hour tour provides a guided tour of Siena with entry to the Gothic Cathedral, allows ample time for exploring the stunning towns of San Gimignano and Pisa, and even an authentic Tuscan lunch at one of the most scenic wine estates in the region.

Need I say more? Well, you also get four immaculate wine tastings, all-day transportation in an air-conditioned vehicle, and a professional English-speaking guide able to answer your questions for the entire day.

Probably in the top 5 wine tours in Tuscany, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa and Lunch at a Winery is an easy yes in my book!

Private Wine Tours from Florence

🍷4. chianti wine tour with tuscan lunch open top van max 6 pax.

What better way to experience to sun shining over the vineyards in Tuscany than with an open-top van? This Chianti Wine Tour is the perfect choice for those wanting a more intimate wine tasting experience, or for anyone looking for one of the most scenic ways of seeing Tuscany!

Your knowledgeable guide will take you to two different wineries and provide history, tastings of fine wine, and a delicious Tuscan lunch inside a local cellar. I’ve also heard that these tour guides are wonderful about making quick stops along the way if they see a good photo opportunity!

And with a maximum of six people per tour, this is the ideal option for small groups or couples looking for a very small-group experience. Just know that if you only book 5 or less spots, there is always a chance that somebody else joins your group.

🍷5. Semi Private Deep Wine Chianti and San Gimignano from Florence

Since there are extremely few options for fully private Tuscany wine tours that actually include wine tastings at the wine estates they’re bringing you to , I decided to include this “semi-private” tour instead.

This 8.5-hour tour has a group maximum of 8 people so you’ll still get that small group feel, and even includes a bottle of prosecco for your group in addition to your wine tasting, olive oil samples, and Tuscan lunch!

Plus, with free hotel pick-up and drop-off, this is a fantastic pick when it comes to private wine tours in Tuscany from Florence.

Luxury Wine Tours in Tuscany from Florence

🍷6. chianti safari: tuscan villas with vineyards, cheese, wine & lunch from florence.

Easily the #1 tour on this list (at least in my opinion), the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence has over 2,800 5-star reviews with a highlight of riding in a 4×4 minibus that allows you to go off-roading in the hills of Tuscany!

During this 9-hour tour, you’ll visit two stunning wine estates and be treated to numerous wine tastings (9 to be exact), extra virgin olive oil samplings, and local cheese tastings, as well as an impeccable 3-course Tuscan lunch.

Guests who opt for the Chianti Safari tour versus other tours on this list will get to see some off-the-beaten-path spots in Chianti that many other visitors miss, making it one of the most unique and authentic experiences you could book in Tuscany.

🍷7. Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting, Chianti Winery

When it comes to small group wine tours in Tuscany from Florence, the Horseback Ride, Visit to San Gimignano, Tuscan Lunch, Wine Tasting and Chianti Winery Tour is easily one of the top-rated and luxurious!

Not only do you get to explore the beautiful Tuscan countryside on horseback, but you’ll also enjoy an indulgent 3-course Tuscan lunch, some sightseeing time in San Gimignano, and a wine tasting at a local winery.

Definitely one of the best options on this list, it’s no wonder why this tour always books up months in advance!

🍷8. Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing

Winner of Viator’s Badge of Excellence, the Pisa, Siena and San Gimignano Day Trip with Lunch & Wine Pairing is a perfect option for those looking to visit multiple iconic Tuscan destinations in one day while still experiencing the region’s wine culture.

Departing from Florence, this full-day tour includes visits to the famous leaning tower of Pisa, the stunning medieval towns of Siena and San Gimignano, and a delicious Tuscan lunch complete with a wine pairing at a local wine estate.

Half Day Wine Tours from Florence

🍷9. small-group wine tasting experience in the tuscan countryside.

This small-group Tuscany wine tasting tour from Florence has over 3,400 5-star reviews and for good reason! At just shy of 5 hours in duration, your impressive tour guide will jam-pack as much into this tour as they can.

With visits to two different wineries, both including several wine and olive oil tastings, you’ll get a full picture of the Chianti wine region in Tuscany in just half a day. Plus, you’ll get to sample cheese, salami, cured ham and bruschetta at the second winery!

This tour also includes transportation to and from Florence, so all you have to do is show up and enjoy the wine! If you’re looking for a quick and hassle-free way to taste delicious wines in Tuscany, this is definitely the #1 half-day tour on this list.

🍷10. Chianti Wine Tour from Florence

One of the most affordable options on this trip, the Chianti Wine Tour from Florence is perfect for those on a budget but don’t want to miss out on experiencing Tuscan wine culture.

Lasting about 5 hours, this tour will take you to two different family-run wineries, where you’ll taste some of the region’s best wines including Chianti Classico. You’ll also get to enjoy a few tastings of traditional Tuscan food with stunning views of the countryside. Plus, transportation is included!

🍷11. Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting

Now, I know this one is a bit different than the other tours on this list, but if you’ve been dying to take a pasta-making class while in Italy… why not combine it with a wine pairing? At just 3.5 hours long, the Tuscan Castle and Cellars Small Group Tour with Pasta Making Class + Wine Tasting is the perfect addition to your Florence itinerary!

You’ll spend the morning or afternoon in a 900-year-old Tuscan castle while learning how to make pasta from a local master . Plus, you get to eat your work! Not to mention, you get to enjoy 3 amazing wine options right from Tuscany with your lunch.

If you’re short on time and want to combine your lunch and Tuscany wine tour, this is the #1 option!

FAQ: Wine Tours in Tuscany from Florence

In this last section, I’ll be answering some essential questions in regard to these Tuscany wine tours including the best time to go on a wine tour, average cost, what to pack, and more!

What is the Best Time to Take a Wine Tour in Tuscany?

The best time to take a wine tour in Tuscany is during the fall harvest season, from mid-September to early October .

This is when the grapes were most recently harvested at their ripest and most flavorful, making for an incredible wine-tasting experience! However, if you’re unable to visit during this time, don’t worry! Tuscany’s mild climate makes it a fantastic destination for wine tours year-round.

What is the Best Wine Tour in Tuscany from Florence?

The best wine tour in Tuscany from Florence, in our opinion, is the Chianti Safari: Tuscan Villas with vineyards, Cheese, Wine & Lunch from Florence tour .

This full-day tour offers a unique and authentic experience, taking you off the beaten path to explore historic Tuscan villas and estates, enjoy wine tastings accompanied by local cheeses, and indulge in a traditional lunch complete with additional extra virgin olive oil tastings and epic with panoramic views.

Plus, the 4×4 minibus transport allows for a more immersive journey in the Tuscan countryside that no other tour on this list offers!

Is it Worth Taking a Tuscan Wine Tour?

Tuscany wine tours are definitely worth taking if you’re interested in learning about the region’s famous wines, want to see a local wine cellar or vineyard, or even just are fond of wine tastings!

These tours offer a unique and authentic experience, and you’ll learn a lot more about the process of winemaking, the history behind it, and appreciate tasting the wines even more. Plus, you’ll get to visit stunning countryside landscapes and charming villages along the way!

How Far is Tuscany Wine Region from Florence?

Florence is actually the capital of the Tuscany wine region, so it’s quite close! The Chianti wine region near the city of Greve, one of the most popular areas for wine tours, is only about 40 minutes to an hour’s drive from Florence.

Can you Visit Wineries On Your Own in Tuscany?

While it is possible to visit wineries on your own in Tuscany, it’s highly recommended to go with a tour guide or organized tour. Many wineries require advanced reservations to enjoy their wine tastings and visits to their vineyards which is much easier to do if you have a local company take care of it for you.

Plus, thanks to the affordability of many of these tours, they don’t often cost much more than doing a self-guided tour! Furthermore, they include transportation, a local expert guide, advanced reservations at the local wineries, wine tastings, and many times even lunch or snacks!

Without a doubt, opting for one of these wine tours in Tuscany from Florence will be well worth the extra investment for the added convenience and expert knowledge.

What Should I Pack for a Wine Tour in Tuscany?

For a comfortable and enjoyable Florence wine tour experience, here is a list of things you should consider packing:

• Comfortable walking shoes : Girls, I know you want cute pics of your Insta-perfect winery outfit complete with heels and a sunhat, but many tours will include a lot of walking or exploring dirt-covered vineyards on foot.
• Sunscreen and a hat : Speaking of hats, be sure to bring along some sunscreen as well to protect you from the sun, especially if you’re touring during the summer months.
• Light jacket or sweater : Evenings in Tuscany and cool off significantly, plus it’s best to be prepared for rain or unexpected chilly weather.
• Water and snacks : You’re going to be doing a lot of drinking, so it’s good to stay hydrated. Plus, if your tour doesn’t include lunch, you’ll be happy to have something to hold you over until you find your next Italian meal!
• Camera or phone : You will want to capture the fun memories and beautiful scenery along the way!

Do You Need Reservations for Wine Tastings in Tuscany?

Yes, it is highly recommended to make reservations for wine tastings in Tuscany, especially during peak tourist seasons . This ensures that you have a spot reserved at the winery and can also allow for a more personalized experience with the winemakers or tour guides.

Fortunately, all the wine tours mentioned above come with prearranged reservations for the wineries they visit. By choosing one of these tours, your reservations are already taken care of!

What is the Closest Wine Region to Florence Italy?

The closest wine region to Florence is Chianti, located about 40 minutes to an hour’s drive from the city . Other popular wine regions close to Florence include Montalcino and Montepulciano, both within a 2-hour drive from the city.

No matter which region you choose to visit, you’ll be treated to stunning views of rolling hills, charming villages, and of course, delicious wines!

Is Florence Good for Wine Tasting?

Florence is an excellent destination for wine tasting, as it sits in the heart of Tuscany – one of Italy’s top wine regions ! From Florence, you can easily access some of the most famous and beautiful wineries in Tuscany, including those mentioned in this guide.

There are also plenty of wine shops and enotecas (wine bars) throughout Florence, making it easy to sample and purchase a variety of wines during your trip. Plus, some restaurants offer wine tastings as well, giving you the opportunity to try local wines with a local meal.

What are the Best Wines To Try in Florence Italy?

Some of the best and most famous wines to try in Florence, Italy include Chianti Classico, Brunello di Montalcino, Montepulciano d’Abruzzo, and Vino Nobile di Montepulciano . These wines are all from the Tuscany region and are produced using traditional methods that have been perfected over centuries.

However, don’t limit yourself to just these famous wines – be sure to try a variety and discover your own favorites! With so many delicious options, you can’t go wrong with any wine tasting experience in Florence.

Can You Get to Chianti from Florence by Train?

Yes, you can get to Chianti from Florence by train , but it will usually require at least one line change and often takes around 2 hours. If you don’t have a rental car, then the best way to travel between the two is via a guided tour with hotel pick-up and drop-off like the ones above.

Otherwise, you can take the local bus which usually costs about $10 one way.

How Much Do Wine Tours in Florence Cost?

Wine tours in Florence usually range from $50 to over $200 per person, depending on various factors such as the number of wineries visited, type of tour (group or private), duration, and inclusions like lunch or transportation.

The average cost for a group wine tour with transportation and visits to 2-3 wineries is around $100-$150 per person. Private tours, which offer more flexibility and personalization, tend to be more expensive, starting at around $150-$200 per person for a half-day tour.

Keep in mind that while these tours may seem pricey, they often include tasting fees, transportation, and sometimes even lunch or other food tastings, making them well worth the investment for a hassle-free wine tour experience.

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The best wine tours from Florence offer the perfect opportunity to explore Italy’s most famous wine region while simultaneously providing the chance to learn about the wine-making process with seemingly endless vineyards as the backdrop.

The best part about these tours is they take care of all the logistics associated with going on a wine tour in Tuscany without the stress of planning your own transportation and reservations! So don’t forget to pack comfortable shoes, water, sunscreen, and a camera before embarking on one of these top wine tours in Tuscany from Florence .

Hey there! I'm Emily Concannon, a seasoned globetrotter who has backpacked her way across over a dozen European countries, immersing myself in the diverse cultures, languages, and cuisines of the region.

My passion for travel transcends personal experiences; I've spent years learning how to transform my globetrotting knowledge into personalized itineraries for fellow travelers worldwide.

With a tally of 26 countries (and counting!) under my belt, my day job involves extensive research on different countries which often leads me to booking a new adventure every chance I get!

• Day Tours by car
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• Customize your Tour
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• Best Movies Shot in Tuscany
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Luxury Tuscany Wine Tour, 7 days

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A week-long Tuscany Wine Tour starting and finishing in Florence promises an immersive experience. Picture yourself wandering through picturesque vineyards, sipping on exquisite wines, and indulging in the rich flavors of the region. From renowned appellations to hidden gems, it’s a wine lover’s dream. The blend of culture, history, and, of course, delicious wine makes this journey truly unforgettable. Get ready for a week of Tuscany’s finest!

Day 1 – Private Art Guided Tour & Gourmet Dining – Your journey begins with a warm welcome from your English-speaking chauffeur at the FLR airport, whisking you to a luxurious hotel in Florence’s historical center. After settling in, your private art guide takes you on a captivating 2.5 hours walking tour tour. A welcome aperitif sets the tone for an exploration of Florence’s gems, including Ponte Vecchio and Piazza della Signoria. As you navigate the “Centro Storico,” hidden gourmet gems await, enhancing the charm of the cobblestone streets and lively atmosphere. The city’s rich artistic history unfolds, creating an enchanting backdrop. In the afternoon, savor a glass of wine on a stylish terrace or dive into shopping and sightseeing. The highlight? A culinary masterpiece at Cibreo, led by the poetic and wizard-like chef, as acclaimed by The New York Times. His culinary expertise makes this dining experience truly exceptional. Your time in Florence promises a perfect blend of sophistication and cultural richness.

Day 2 – Chianti Classico Wine Tasting (change of hotel)  – Your day begins with a sumptuous full breakfast at your hotel, setting the perfect tone for what lies ahead – a wine tasting extravaganza in the Chianti Classico region. Your chauffeur, your guide to the day’s adventures awaits at 9am to escort you through the enchanting Chiantigiana route, a journey into the heart of Sangiovese territory. After visiting a lovely medieval hilltown, stop at a top-rated family winery where a private tour unfolds. Explore the vineyard, cellar, and the nuances of winemaking before indulging in a tasting of their finest wines. But it doesn’t stop there – experience the depth of flavor with Balsamic Vinegars and Olive Oils, adding a unique touch to your palate. Your exuberant host guides you through the property and a great lunch! Each dish thoughtfully paired with the aforementioned wines, making it a culinary symphony. Post-lunch, the picturesque town of Siena beckons. Your personal art guide unveils the secrets of Siena through an “insider’s tour,” leading you to hidden corners of this enchanting town. Once your senses are filled with art and history, your castle hotel awaits by 4pm on the Chianti hilltops. The evening is yours to explore the hotel’s restaurant, promising a serene and charming retreat. A day intricately woven with wine, gastronomic delights, art, and the timeless beauty of Chianti – it’s not just a journey; it’s an immersive experience in the heart of Tuscany.

Day 3 – Montalcino & Montepulciano VIP Wine Tastings – What an extraordinary day awaits you! After a delightful breakfast, at 9am your chauffeur sets the stage for VIP Wine Tastings in Montalcino and Montepulciano. Montalcino, famed for Brunello di Montalcino wines, beckons with a VIP visit to the prestigious Poggio Antico estate. Before the winery, a quick stop at the 9th-century Abbazia di Sant’Antimo adds a touch of history. At Poggio Antico, explore barrel caves, installations, and relish breathtaking views. The tasting includes Brunello “Riservas” and Rosso di Montalcinos, a sensory journey into the heart of Sangiovese Grosso. Lunch at the winery’s restaurant promises a culinary treat. The journey continues to Montepulciano, an Etruscan gem perched on steep hills. Explore its charming streets, enotecas, and historic palaces. Visit a top estate like Valdpiatta or Avignonesi for a tasting of Vino Nobile wines, basking in the DOCG certification. As the afternoon unfolds, enjoy free time in Montepulciano before the transfer back to your castle hotel by 5pm. A day of exquisite wines, historical marvels, and the enchanting landscapes of Tuscany – it’s a journey for the senses!

Day 4 – To Maremma (change of hotel)  – Embarking at 9am on a captivating journey, today marks your venture southwest to the mystical Maremma, a somewhat undiscovered gem in Tuscany. Renowned locally for its glamorous Tyrrhenian sea beaches and the opulence of Porto Argentario’s millionaire’s yachts, Maremma has an intriguing facet that often surprises non-Italians – the ‘butteri’ or cowboys. In a legendary showdown in 1911, these butteri famously outperformed Buffalo Bill in a colt-breaking contest, adding a unique charm to the region’s cultural tapestry. For wine enthusiasts, the proximity to Bolgheri, home to renowned names like Ornellaia and Sassicaia, adds a layer of allure. However, today’s focus is on soaking up the rich culture of Maremma. Your exploration includes visits to Montemerano and Pitigliano, two charming towns with their own stories to tell. Lunch is a treat in Pitigliano, often referred to as Italy’s “Little Jerusalem” due to its significant Jewish heritage and an ancient synagogue that graces its streets. As the day unfolds, the journey leads you by 5pm to a country villa-style hotel, a former aristocratic hunting lodge that now stands as a luxurious five-star haven in Southern Tuscany. Here, culinary excellence takes center stage with Alain Ducasse, France’s most celebrated chef, serving as a consultant. His Tuscan-inspired creative menu adds a gourmet touch to your stay, promising a delightful fusion of history, culture, and luxury. In Maremma, each moment is an exploration, and this chapter of your Tuscan adventure promises a tapestry woven with tales of cowboys, beaches, and the exquisite flavors of the region.

Day 5 – To Bolgheri for VIP Wine Tastings at Petra & Ornellaia –  Embark at 9am on a day dedicated to the opulent world of Super Tuscans, where the last three decades have witnessed the rise of small “garage” style wineries producing some of the world’s most exceptional and, quite notably, expensive wines, reaching a staggering 400 euros a bottle! This extraordinary journey begins with a visit to Petra, a winery designed by the famed architect Mario Botta. Here, the convergence of art and wine creates an atmosphere that transcends the ordinary, elevating the tasting experience to a sublime level. The odyssey continues to Ornellaia, nestled in the castle-crowned village of Bolgheri, renowned as one of Italy’s premier cellars. Ornellaia’s wines are not just beverages; they are expressions of passion, craftsmanship, and the terroir. The symphony of flavors and aromas unfolds, leaving an indelible impression on your palate. Post-wine “breakfast,” a gastronomic haven awaits at Ombrone, a converted 13th-century olive oil mill. The hosts, radiating charm, treat you to an olive oil tasting before presenting a Tuscan-style lunch. Each dish tells a story, and the setting within this historic mill adds a layer of authenticity to the culinary journey. As the afternoon stretches before you, the choices are abundant. Perhaps a leisurely exploration of the beaches of Maremma, where the Tyrrhenian Sea meets the Tuscan shore, beckons. Alternatively, immerse yourself to the lap of luxury at your hotel, letting the day unfold at your pace. In Bolgheri, today isn’t just a destination; it’s a sensory voyage through the finest wines and flavors that Tuscany has to offer. A day to savor, appreciate, and create lasting memories in the heart of Super Tuscan territory

Day 6 – Return to Florence via San Gimignano – Start at 9am a perfect end to your Tuscany adventure awaits as you journey back to Florence, with a delightful stop in the captivating medieval village of San Gimignano. Often referred to as “the Manhattan of Tuscany” due to its many medieval towers, this picturesque gem is nestled amidst the rolling hills covered in vineyards, olive groves, and historic villages. As you drive northeast from the wild Maremma, San Gimignano emerges on the horizon. Take a leisurely break to explore this enchanting village at your own pace. Wander through cobblestoned streets adorned with ristoranti, wine shops, and charming ceramic boutiques. Explore medieval palaces and art museums, absorbing the rich history and culture that permeates the air. Before leaving, perch yourself on a terrace and indulge in the local white treasure, Vernaccia di San Gimignano. The panoramic views and the delightful flavor of the wine create a serene moment in this medieval haven. Upon your return to Florence by 4pm, settle back into the same lovely hotel that welcomed you on your first night. This evening is yours to enjoy the city’s charm one last time. For dinner, consider Enoteca Pinchiorri if you seek the expertise of a famed Michelin-starred chef or La Giostra for a charming and lively atmosphere. Alternatively, consult your driver for personalized recommendations and savor your final night in Florence. A perfect finale to an unforgettable Tuscan journey.

Day 7 – Arrivederci…! – Your incredible wine tour of Tuscany comes to a close, filled with tastings in Chianti, Montalcino, Montepulciano, Super Tuscanand the enchanting San Gimignano. As you bid farewell, carry with you not just gourmet goodies but a profound appreciation for Tuscan wines, art, and architecture. Your driver is ready to transfer you to the airport, marking the end of a journey that blended the richness of local flavors with the timeless beauty of Tuscany. Until next time, may the memories of this extraordinary tour linger like the aftertaste of a fine Tuscan wine. Safe travels!

• All luxury Transportation and transfers for 7 days/ 6 nights by Mercedes-Benz with a/c
• English speaking driver & wine guide
• Local certified art guides in Florence and Siena
• All accommodation in luxury hotels (superior 4 and 5 stars) in superior rooms and junior suites
• 6 Full Breakfasts
• 3 wonderful wine country Lunches with wines, mineral water
• 1 spectacular welcome dinner with extra special wines selected
• Welcome aperitif cocktails
• Professional Wine Tasting Presentations with Winemakers/Owners/top staff
• All VIP Winery Visits and Wine Tastings: minimum 5 Boutique and Premium wineries incl. SuperTuscans, Brunello di Montalcino and Chianti Classico
• Bottled water & wifi available during the drives

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The 5 Best Tuscany Day Trips From Florence [2024 Reviews]

If you’re already going to be in Florence, you would be missing out if you didn’t take a dedicated trip to Tuscany.

While Florence certainly has its own beauty and fascinating history, Tuscany is a great way to escape the city and into a serene realm of wine, delicious food, and rolling countryside.

There are tons of Tuscany tours out there, which can make it hard to narrow them down and choose which is best for you.

We have done the “hard” part for you, ensuring that each one of these tours are worth your time and money. Without further ado, we present to you the top day trips to Tuscany from Florence!

Be sure to see our reviews of Full Day Tuscany Day Trips, Florence Wine Tours and Cinque Terre Tours.

Best Day Trips To Tuscany From Florence

Quick answer: the 5 best tuscany day trips from florence tours.

• Best Private Tour: Best of Tuscany Landscape and Wine Tour From Florence Private Day Trip
• Best Guided Tour: Tuscany Wine & Food Tour with Guide From Florence
• Best Full Day Tour: Tuscany Wine Tasting Full-Day Trip From Florence
• Best Value Tour: Private Tuscany tour: Siena, San Gimignano and Chianti. Day Trip from Florence
• Best Budget Tour: Tuscany Day Trip with Optional Lunch and Wine From Florence

Tuscany Day Trips From Florence Reviews

1. best private tour: best of tuscany landscape & wine tour private day trip.

• Duration: 8 hours
• Departure: Hotel pickup included
• Departure Time: 8:30 AM
• Includes: English-speaking driver/guide, Private transport by sedan or minivan, visit to Siena and San Gimignano

First up, we have another 8-hour tour full of fun on the Tuscan countryside. The Tuscany Private Day Trip from Florence is a great way to see some of the most beautiful parts of Italy with a private tour so you get to see more. Prepare for a day of knowledge, experiences, and a lot of fun as you’ll head to various cultural stops!

Start off in the morning being picked up by your driver where you will head to Siena. It feels like a part of this area never quite left the medieval ages, and is charming in its own way.

Here, we recommend you enjoy lunch in at the Pizzicheria de Miccolil. It’s half-butcher shop, half-bistro so you know your food is fresh. Did we mention it also includes a cheese and wine cellar?

Salamis and hams are abundant here, and try their delicious house-made pizza! Siena is definitely one of the most beautiful towns in Tuscany. That’s saying a lot, considering we are talking about the culture-rich Italian countryside.

Next onto the walled town of San Gimignano. One of the oldest villages in Chianti, some say it was even where Amerigo Vespucci was born. The fortified medieval hamlet is truly breathtaking with its scenery and architecture, and is known for its wine where you’ll try plenty.

Here you can go to the famous Guardastelle Vineyard where you can take a tour and taste some fine Italian wines. If your still hungry or even if your not, have some cheese and appetizers as well. Or go for a full lunch!

When you are ready for some exploring, we recommend checking out La Rocca di Montestaffoli. This 14th century fortress offers amazing views of the town.

Don’t miss the Torre Grossa. This is an ancient skyscraper, the ancients built them as well! When you climb to the top, you will be met by spectacular views of the town below.

More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience, search for other top rated florence experiences you may enjoy:, 2. best guided tour: tuscany wine & food tour with guide from florence.

• Departure:  Piazzale Montelungo
• Departure Time: Morning
• Includes:  T ransportation by air-conditioned vehicle,  Wi-Fi on board,  English-speaking driver/guide, g uided visit to 3 different wineries, w ine tasting, o live oil tasting, l unch, f ree time in Greve in Chianti

If you’re a wine lover or would simply like to explore more about this world, you’re on the right track. The From Florence: Tuscany Wine & Food Tour with Guide is a bit longer, clocking in at 8 hours.

However, you’ll have time to visit 3 different wine estates and get to try all kinds of wines, olive oil, and balsamic vinegar! Another massive bonus to this tour is that they operate with very small groups, only. This means that you won’t just be lost in the crowd.

You’ll have personalized attention and can ask your guide any questions you may have. Smaller groups also allow you to simply see more!

Start off your morning by meeting at Piazzale Montelungo, where you’ll be picked up by your air-conditioned vehicle.

With wi-fi on board, you never have to worry about being out of the loop. You can go “live” on your social media platforms, send videos and photos to friends and family, post about your tour, etc. without having to wait!

However, we’re sure you’ll want to live in the moment and enjoy the beautiful scenery around you, too. As you journey around, your driver/guide will tell you and your group all about the area’s history, wine production, and other interesting facts and anecdotes.

You’ll drive south from Florence and reach your first winery where you’ll enjoy some wine and a tasty traditional Tuscan lunch.

The second winery will teach you all about the winemaking process where you’ll visit their farm and learn about where their ingredients come from. Their wine expert won’t hesitate to share interesting facts and “secrets” about their products and will give you a full tour of the space.

Make sure to try their perfectly-sweet Vin Santo dessert wine while breathing in the fresh air of the undisturbed rolling hills. Then, head to Greve in Chianti, where you’ll have some time to walk around the lovely main square which has been significant in the local community for many years.

3. Best Full Day Tour: Tuscany Wine Tasting Full-Day Trip From Florence

• Duration: 7 hours
• Departure: Piazza della Calza
• Departure Time: 9:45 am
• Includes: T our guide, t ransport for activity duration, m ap

First off, we have the From Florence: Tuscany Wine Tasting Full-Day Trip . Designed for independent travelers between the ages of 18 and 35 years old, it’s a lot of fun and relaxation with beautiful scenery to set the scene! This tour includes visits to 2 different wineries, but you’ll be able to learn about and experience much more than that!

Meet at a central pickup spot (Piazza della Calza) in Florence with the rest of your group and hop on board a luxury van! This van is climate-controlled, with a nice amount of space and comfortable seats. You’ll set off at 9:45 am, which means you still have some time to sleep in and enjoy breakfast before starting your tour.

Your first stop is San Gimignano, located in the Chiani countryside, which is what this area is renowned for. When you first arrive, you and your group will have time to stroll around at your own pace.

This really is one of the best ways to see it, as you’ll be able to see this charming town up close and be able to really appreciate the details, the friendly locals, and different shops.

After this, you’ll head to a wine tasting school (which everyone should be educated on!). Here, you’ll try 4 different wines, including the notorious Chianti Classico D.O.C.G., a Super Tuscan wine, a 30-year-old balsamic vinegar, and lush truffle extra virgin olive oil.

As you taste, a professional wine producer will teach you how to spot the different flavor profiles and help develop your skills.

Next, head to another local winery facing the gorgeous tower of San Gimignano. The winemakers really treat you like family, sharing secrets about their wine and oil, along with the best wine and oil pairings to take full advantage of these flavors.

After tastings, you’ll have the chance to purchase their wines at an affordable cost to enjoy at home or share with your friends and family.

Then, you’ll have more free time to wander around the little alleyways of San Gimignano with some of their world-famous gelato in hand!

4. Best Value Tour: Private Tuscany Tour: Siena, San Gimignano & Chianti – Day Trip from Florence

• Departure: H otel pickup and drop-off included
• Departure Time: 9:00 am
• Includes:  Driver, hotel pickup and drop-off, private tour, transport by air-conditioned minivan

If you’re looking for a comprehensive, educational tour of Tuscany but are on a tight budget, then you may be feeling like you don’t have a lot of options. However, we’re here to prove that wrong with our next tour! The Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip from Florence is just the ticket for what you’re searching for!

Clocking in at 8 hours, they really manage to pack everything in for an adventure-filled day that will never leave you with a dull moment. You’ll head out to 2 of the most charming, well-preserved Tuscan villages that will make you want to come back for more.

These villages aren’t quite as tourist-heavy as Rome or Florence, so you won’t have to worry about crowds or noisiness. Start off by being picked up at your Florence hotel and hop aboard a deluxe minivan with comfortable seats and large windows to admire the hills as you head toward your first destination.

Siena is up first, which is an UNESCO World Heritage-listed town known for its captivating cathedral and Piazza del Campo. The latter allows only pedestrians to walk around, slowing things down and allowing you to really treasure the environment and experience.

After some leisure time, you’ll head to the hilltop village of San Gimignano which is famous with its 14 towers! Located along the renowned “via Francigena” road once operated by pilgrims, it’s known for producing the white wine of Vernaccia di Sangimignano and saffron. Don’t miss its Duomo “La Collegiata” which was built in 1200 and is still surprisingly well-preserved!

5. Best Budget Tour: Tuscany Day Trip with Optional Lunch and Wine From Florence

• Duration: 12 hours
• Departure:  Santa Maria Novella train station by the taxi stand
• Includes:  Expert guide, g uided walking tour of Siena, e ntry ticket to Siena Cathedral, f armhouse lunch at a winery estate in Chianti (if lunch option selected, w ine tasting of 4 regional wines (if lunch option selected)

Lastly, we have the longest tour on the list which is perfect for those who really want the longest experience possible for a day tour.

This 12-hour tour includes skip-the-line tickets and plenty of wine tastings to make for a wonderful experience! If that sounds like fun to you, sign up for the From Florence: Tuscany Day Trip with Optional Lunch and Wine !

Your morning starts bright and early, where you’ll meet up with your guide and the rest of the group at Florence’s central train station. Your guide will greet you and sit with you, informing you of interesting stories and historical accounts of the areas you pass by.

Your first stop will be Siena, which is known as the country’s most picturesque medieval city. We can’t deny that, as even before you get to the city center you can see just how well the locals have taken care of their centuries-old city.

Admire the iconic orange terracotta roofs, contrasting the majestic gothic and Romanesque architecture of the cathedral. You’ll then head up to San Gimagnano, the UNESCO-site sitting on a hilltop.

The tower houses were constructed in the Middle Ages, and you’ll have plenty of time at your own leisure to check them and the local palaces, churches, etc. out!

You can’t miss out on a trip to Pisa and its iconic tower where you have to get some photos! Then walk around the Piazza dei Miracoli and check out other notable landmarks! Be prepared for plenty of walking but you won’t even notice it with so much going on.

What Can I See in One Day in Tuscany? (With a Sample Itinerary)

Tuscany without question is one of the most beautiful and charming regions of Italy. Even is you only have one day to spend in Tuscany, you can still see some of its best attractions.

First thing to do is head out to the countryside, where the real charm of Tuscany is. Your first stop should be the medieval town of San Gimignano. With its imposing towers, narrow alleys, and beautiful churches, its a must see! Walk around town and enjoy the views of the town and surrounding countryside.

Now its time to check out the small town of Monteriggioni. Its surrounded by 13th-century walls and towers. It’s a perfect example of medieval Tuscany and is a must visit for history enthusiasts. Walk along the town walls, explore the castle and take in the views of the Tuscan countryside.

After exploring Monteriggioni head to Siena. I think this is Tuscany’s most beautiful town. Siena is a perfect example of Italian culture and art.  It also has a beautiful medieval center that is a UNESCO World Heritage Site .

Explore the city’s narrow streets and visit the Piazza del Campo which is a Cathedral. If you have time, stop at a local trattoria and try some of the delicious Tuscan specialties, such as pici pasta or the famous bistecca alla fiorentina.

Of course one day is not enough to see everything Tuscany has to offer but this one day itinerary is a great way to hit the highlights.

What is the Best Way to do a Day Trip to Tuscany from Florence?

Getting to Tuscany from Florence is a breeze and there are several ways get there.

Guided Tours : If you’re looking for the easy button, then taking a guided tour is your best bet to see Tuscany. There are several tour operators in Florence that have day trips to Tuscany where you can sit back, relax and enjoy the beauty of the Tuscan countryside without any of the stress of planning. We have highlighted our favorite options above .

Rent a Car: If you want to explore on your own, renting a car is your best bet to explore Tuscany. Florence is well connected to Tuscany’s major cities and towns with highways, making it easy to get around. Driving through Tuscany is worth the trip with stunning views of rolling hills, vineyards and ancient towns.

Public Transportation: If you’re looking for an inexpensive option, taking a train or bus will get you to several towns and cities in Tuscany. There are several trains and buses that run between Florence and major cities like Siena, Pisa, and Lucca, allowing you to explore the region for cheap.

However you choose to get to Tuscany, the journey there is sure to be just as awesome as the destination. The beauty of Tuscany is should not be rushed so you to take in the sights of this beautiful region of Italy.

Why You Should Take a Day Trip to Tuscany

Tuscany is a region that has captured the hearts of millions of travelers for centuries and for good reason!

• The Scenery : Tuscany has some of the most stunning scenery in the world. From rolling hills covered in vineyards and olive groves to ancient towns perched on hilltops. Every corner of Tuscany is a feast for the eyes and you’ll find yourself constantly stopping to take in the views and some pictures.
• The Food : If you love Italian food then you will be in paradise in Tuscany. There are hearty soups and stews to delicious steaks and fresh pasta. You will be spoiled when it comes to dining options in Tuscany. Let’s not forget the wine! Tuscany has to some of the world’s best wineries. If you have time, taking a tour of the wineries around Tuscany is a must do!! Enjoy wines like Chianti, Brunello di Montalcino, and Vernaccia di San Gimignano. See our reviews of Tuscan cooking classes if you have the time.
• The History : With ancient towns and cities that have been standing for centuries you are surrounded by history. From the iconic Leaning Tower of Pisa to the stunning Duomo in Florence. Tuscany has some of the world’s most famous landmarks. Don’t forget the countless museums, art galleries, and churches to be explored.

Tour Guides

The City Escape Tuscany Private Day Trip is our Editors Choice for the best Tuscany day trip from Florence.

Robert Baker

Related articles, the 5 best stonehenge tours from london [2024 reviews], the 5 best wine tours from florence [2024 reviews], the 7 best vatican tours ⛪ [2024 reviews], the 5 best seine river dinner cruises [2024 reviews].

Tuscany Day Trip from Rome with Winery Lunch & Medieval Towns

• Experience an all-inclusive Tuscany day trip from Rome, exploring this magical region with a small group for a more intimate experience.
• Visit picturesque Pienza and enjoy lunch with wine at a Montepulciano vineyard—all in one perfectly planned day.
• We’ve taken care of all the details from transport to lunch, so all you have to worry about is the souvenirs (cheese or wine?) and photos!

Tour description

Go beyond the eternal city on this rome to tuscany day trip..

Tuscany is a can't-miss stop on many visitors' Italian itineraries. But trying to make your way there on your own means spending more time worrying about logistics and less time enjoying yourself. On this Tuscany day trip from Rome, we'll handle all the details, including the itinerary and transportation, so you'll be all set for one of the most memorable experiences of your time in Italy.

Explore ancient Tuscan hill towns, both small and large.

Hop aboard your private bus and enjoy a comfortable and picturesque ride to Val D'Orcia, a region of Tuscany most famous for its impressive landscapes. Surrounded by the rolling green hills and twisting roads lined with cypress trees, it will feel like you're in a scene from the movie "Under the Tuscan Sun".

The first stop on our Tuscany day trip from Rome is the beautiful village of Monticchiello. This tiny town makes for the perfect once-in-a-lifetime photo op to kick off your unforgettable day.

From there, it's off to Pienza, which is bursting with artisanal food, wine, and craft stores. Taste the world-famous pecorino cheese at a small business, see beautiful ceramics, and start to learn about typical Tuscan delicacies and regional products.

Sample the best of Tuscany's famous food at a picturesque winery.

The next stop on your Rome to Tuscany day trip is a local family-run winery in Montepulciano. Stroll through the lush vineyards where the grapes are grown and then step into the breathtaking ancient wine cellar with tall arches like a cathedral. Learn about the winemaking process and how the cellar is engineered to maintain a constant temperature and humidity to age the wine. You'll also sit down to a sumptuous pasta lunch featuring seasonal delicacies and the best of what Tuscany has to offer. (And yes, that includes plenty of the region's incredible wine!)

Marvel at a masterpiece of the Italian Renaissance.

Tuscany is famous for its landscapes and architecture, and you'll experience both as you relish some free time to explore the historic town of Montepulciano on your own. Before heading back to Rome, you'll also stop outside the Temple of San Biagio, a gorgeous Renaissance church nestled among the hills just outside the town that will transport you back to the sixteenth century.

With so much to see in this incredible region, stating that we’ve found the best of Tuscany is a bold claim—but one we’re sure you’ll agree with after a delicious day of medieval villages, wine, food, and stunning landscapes. This Rome to Tuscany day trip offers an essential Italian experience that will leave you craving Tuscany long after you’ve returned home.

Sites visited

Verified guest reviews, oct 24, 2023.

This was one of the most scenic and informational tours I have experienced in Italy/Europe. The pace of the trip was very relaxing while also fitting in many different experiences. My highlights would be the cheese/vinegar tasting in Pienza as well as the lunch that follows. You also get the feeling that you’re having a unique Italian experience while supporting local businesses and culture. The best part of the tour was definitely our guide, Paris. She had information to share about every aspect of the experience, from the Roman roads and agriculture, as well particularities that make each experience special. She also delivered a considerable amount of information about the history of Tuscany and Italy in general in a very relatable way, which helps the factual and trivial knowledge really set in. I walked away feeling happily full of wine, cheese, and local delicacies AND being much smarter and understanding of general history. This tour was great to get a broad Tuscan experience!

Oct 13, 2023

This was a great tour!

Oct 12, 2023

Enjoyed our day tremendously, especially the pecorini cheese shop and our lunch hosts.

Oct 11, 2023

I thoroughly enjoyed this day trip to Tuscany. It was a welcome break from the bustle of Rome. Julio was an excellent guide. The scenery of Tuscany is all that it's advertised. What a great day of food, new friends and excellent experiences.

Oct 08, 2023

The tour was excellent. Everything was planned and went so smoothly. The tour guide Matio was just so nice and knowledgeable about everything.

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Similar tours, boat-hopping on the amalfi coast: day trip from rome, tuscany day trip from florence with chianti, siena & san gimignano, pompeii tour from rome with amalfi coast drive.

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Tuscany Day Trip from Rome with 3-Course Lunch and Wine Tasting Included

Experience the Best of Tuscany in a Day: Visit Montepulciano, Pienza, and a Renowned Vineyard for a 3-Course Lunch & Wine Tasting . Enjoy the simplicity of Tuscan life with a local guide, see the Renaissance Church of St. Biagio, savor lunch with locally sourced products at a vineyard famous for Brunello di Montalcino, and end your day in Pienza for Pecorino cheese and stunning views. Includes an expert English-speaking local guide, private air-conditioned coach, and a lifetime of memories.

• Escape the city for the day and visit the most picturesque region of the Italian countryside, Tuscany , where you will see that postcards still cannot show you the true beauty of the region. With the medieval towns of Montepulciano and Pienza , you get to experience the true simplicity of Tuscan life.
• Follow a local guide in Montepulciano, then travel to the  Renaissance Church  of St. Biagio. Lunch is served using all locally sourced products at a vineyard producing one of the most important wines in Italy, Brunello di Montalcino . Finish the day with a leisurely visit to the town of Pienza, famous for its Pecorino cheese and spectacular views of the Tuscan countryside.
• With an expert English-speaking local guide, a delicious lunch and private air-conditioned coach , we guarantee an experience in Tuscany that will last a lifetime.

Tuscany Day Trip from Rome

What's included.

• Gourmet lunch and wine at an authentic Tuscan winery
• Expert tour leader providing commentary throughout the day
• Locally guided tour of Montepulciano
• Visit to St. Biagio Church and hill town of Pienza, famous for its food products
• Round-trip transportation by private air-conditioned coach
• Dedicated audio headsets so you don't miss a thing

Sites Visited

• Montepulciano
• Piazza Grande and Duomo
• Torre di Pulcinella
• Etruscan wells/Medieval wine cellars carved out under the city
• St. Biagio Church
• Typical Tuscan vineyard

For many visitors, Tuscany embodies the Italian ideal but organizing a visit on your own can prove difficult. That is why we take care of everything by providing round-trip transportation and guiding you into the heart of this UNESCO World Cultural Landscape.

Wander through Car-Free Montepulciano

You’ll leave Rome aboard a comfortable air-conditioned coach. As you drive through the Tuscan hills, your English-speaking tour leader will fill you in on the rich culture which originated in the pre-Roman Etruscan civilization.

Our first stop is the hilltop town of Montepulciano , for a walking tour with a local guide. You’ll discover narrow streets, theatrical clock towers and ancient wine cellars in this car-free town.

Immerse yourself in the architecture of St. Biagio's Church

This temple is the result of an exceptional synthesis between the artistic language of the Renaissance and the beauty of the Tuscan landscape, due to its peculiar location in the midst of a breath-taking landscape overlooking the Tuscan hills. The church, an example of a Renaissance Greek cross central plan, was used for the original design by Bramante and Michelangelo for St. Peter's Basilica in Rome.

Feast on delicious Tuscan food and wines

Having worked up an appetite, you'll have lunch with your group surrounded by vineyards. You’ll discover why Tuscany is Italy’s most renowned wine region as you enjoy a traditional 3-course lunch, with a local wine pairing including the world-famous Brunello di Montalcino wines.

Explore the ideas of the Renaissance

You can buy a signature wine here or wait until Pienza – the UNESCO World Heritage village which was completely redesigned by Pope Pius in the 15th century. It became the template for Renaissance towns in Europe. You have just the right amount of time to explore Pienza and shop for local food and wines, take photographs and eat gelato. Check out the rest of our selected day trips from Rome .

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Important Notes

• Please be advised that in the case of events beyond our control, we may need to adjust our itinerary to ensure the safety, quality, and satisfaction of your travel experience.
• While our day trips are typically of a fixed duration, external factors may occasionally extend tour times slightly. We appreciate your understanding and planning as we strive to provide you with the best possible experience.

Cancelation Policy

This tour is subject to a 24-hour cancelation policy. If you wish to cancel or amend your booking, you can do so without charge by contacting us up to 24 hours in advance of your expected departure time.

Yes, if you have a special requirement regarding food, please inform us upon reservation or email us at your earliest convenience. Also inform your guide at the beginning of the tour.

Please arrive at least 20 minutes before the start time of the tour.

Our City Wonders guides will be holding a sign or a flag with the name City Wonders written on it at the meeting point.

• Book with Confidence: Free cancellations up to 24 hours before the experience begins (local time).
• Multilingual Customer Service: Talk to us, we are here to help.
• No Hidden Costs: All taxes and fees included.

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Colosseum tours, get to know city wonders.

A City Wonders tour is the product of meticulous research, detailed planning, and a passion for providing customers with travel experiences they will cherish forever.

With City Wonders it's not just facts, our passionate guides tell you the stories that bring the sights to life.

• All of our guides are experts in their field
• We only hire fluent English-speakers so nothing is ever lost in translation
• We focus on the little details and anecdotes that make City Wonders so special

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Tuscany Wine Tours

Best tuscany wine tours & day trips.

Half Day Chianti Wine Tour from Florence €50

Get away from the crowded city and head to the peaceful Tuscan countryside on this half-day tour. Perfect for those wanting to see this beautiful part of Italy, but with limited time to do so, you will have the chance to taste some of the most amazing wines from two Tuscan wineries that specialise in the Sangiovese grape. While there, feast on some crostini toscani, a delicious Tuscan antipasto and hear from the locals on what it takes to become a sommelier.

Tuscany Day Tour – Siena, San Gimignano, Pisa and Chianti Winery Lunch €105

Join us on this 1 day Tuscany Tour to see the best that Tuscany has to offer. Visit the historic town of Siena and see top sights such as the Berenberg Bank and Siena's Duomo, the small hilltop town of San Gimignano where we will see its series of 13 immaculately preserved towers, the gorgeous Chianti wine region for lunch and wine and the famous Pisa where we will visit the Leaning Tower of Pisa. Perfect for those wanting to see Tuscany but have limited time to do so, this tour includes visits to UNESCO World Heritage Sites, a delicious lunch with wine tastings, the opportunity to see the gorgeous rolling hills of the Tuscan countryside and much more!

Tuscan Wine Making and Dinner Experience €129

Enjoy a gastronomic experience that will delight your senses on this Tuscan Wine Making and Dinner Experience. Start the evening by enjoying a relaxing drive through the Tuscan hills, watching the sun go down. After the drive we arrive at a boutique winery in the Chianti wine region for an evening full of delicious delights. We will hear about the tricks of the trade when it comes to wine-making and then you will have the opportunity to create your own bottle of wine. Afterwards, we move onto the food, a five-course seasonal dinner offering a variety of different Tuscan delicacies paired with some of the best wines Chianti has to offer.

Tuscany Vespa Morning Tour from Florence €135

Wanting to see Tuscany from a different perspective? Why not try our 1 day Vespa Tour? Enjoy a fun filled ride on a Vespa through the Tuscan Countryside, soaking up the picturesque surroundings and sampling local treats. Learn how to ride a scooter with an English-speaking professional who will ensure that you can operate a Vespa safely before taking to the roads of the Tuscan hills driving past vineyards, olive trees and medieval villages. With plenty of stops to take photos, plus winery visits to taste world renowned Chianti wine and try delicious Tuscan delicacies, this day will be one to remember.

Tuscany Vespa Afternoon Tour from Florence €135

Spend the day riding your very own Vespa through the Tuscan countryside. You will get away from the hustle and bustle of the city as you wind your way through the heart the region. There are plenty of spectacular sights to admire in between exciting stops to vineyards, medieval villages, and olive oil tastings. Spend the afternoon basking in the gorgeous Tuscan countryside on this unforgettable Vespa tour!

1 Day Tuscany Bike Tour €85

Explore the charming Tuscan countryside on this 1-day tour. Travelling over a variety of terrain, from downhill to uphill and everything in between, this tour will give you a range of different experiences and views of Tuscany. With a minivan to assist you through any difficulties, this tour is perfect for most levels of fitness. Along the journey, we will roll out the picnic rug and have some Tuscan delicacies to fuel up for the scenic ride. Pedalling on, we will stop at two different wineries for a guided tour and tastings. We conclude the tour with a Tuscan style lunch, where your guide will show you how to pair food and wine to help make your eating experience a memorable one.

Florence Tours

Explore a treasure trove of art in the city that is Florence, with nearly a third of the world’s Renaissance art treasures residing in this remarkable city. Visit the Ponte Vecchio to cross the oldest bridge in Italy, the Cathedral of Santa Maria Del Fiore to see the iconic red dome and the Uffizi Gallery, with over 45 halls of artwork and one of the largest collections of Renaissance art in the world. With multiple museum tours and city tours showcasing the fascinating art, history and culture that Florence has to offer, Sightseeing Tours Italy is your one stop shop for Florence Tours.

No trip to Italy would be complete without a visit to Pisa. Rich with history and famous landmarks, Pisa is a must-see Italian destination. The leaning tower is truly the highlight of Pisa, but that is not all that this historic town has to offer. Some other notable sights to see include the Duomo, the Baptistry and the Campo Santo, all located in the Square of Miracles. Here at Sightseeing Tours Italy we have a variety of Pisa tours, from shorter tours departing from Pisa to full day tours departing from Florence, all showcasing the leaning tower of Pisa and the Square of Miracles. If you want to make your Italy trip a memorable one, check out or Pisa tours today.

Venice Tours

Venice is arguably one of the most picturesque cities in all of Italy. Also known as the “City of Canals” or ‘The Floating City” Venice is world famous for its canals, which are built on over 100 small islands in a shallow lagoon. No trip to Italy would be complete without a visit to this remarkable city and our local licenced guides will show you the best that Venice has to offer. Head out on a gondola tour and relax as you are taken down some of the most amazing waterways in the world, or enjoy a tour out to the Islands of Murano, Burano & Torcello to marvel at the colourful houses and see an expert glassblower at work. Book online today!

Best Places to Visit in Tuscany

J oin EuropeUpClose as we take a journey to some of the best places to visit in Tuscany. We will begin in Florence, then drive to San Gimignano with a stop at the fabulous Antinori nel Chianti Classico Winery. From San Gimignano we venture to the compelling town of Siena with its fantastic cathedral and famous horse races in the Palio. Another hour south and we’ll stop at Caparzo Winery near Montalcino before heading east to the beautiful hilltop walled city of Montepulciano.

Also read these articles on Tuscany:

• Best Tuscany Wine Tours
• Where to Stay in Tuscany
• Tuscany Holiday Planning
• Tuscany Itinerary

Visit Florence

Florence is a natural starting point to begin your journey to the best places to visit in Tuscany. Known for the imposing red-roofed Duomo and Michelangelo’s David in the Accademia, Florence is a mecca for art, food, architecture, and history. You don’t want to miss the Uffizi Museum, the Central Market, and Ponte Vecchio, the bridge across the Arno River filled with shops displaying jewelry, crafts, and other fun products.

Also, read these articles on Florence:

• Where to stay in Florence
• Best Florence Walking Tours
• Best things to do in Florence
• Best Day Trips from Florence

Florentine Bisteca

And, of course, if you are in Florence, you must try the famous Florentine Bisteca. It is often referred to as some of the best steak in the world. We were lucky to have reservations at Trattoria dall’Oste Chianineria on  Via dei Cerchi. Just a few minutes south of the Duomo, this iconic restaurant is well known for their Bisteca and other fine cuts of meat.

Florentines do like their steak rare, so be aware. You can order yours medium or medium rare, and it will most likely still come out very pink. One thing I liked about Trattoria dall’Oste Chianineria is that they brought out a hot plate along with the steak. That way, anyone who wanted their steak more done could cook it a bit more right at the table. Most of us ate it like it came, but there were a few in our party who preferred their steak more done. Sides included roasted potatoes, pasta with thinly sliced truffles, and some tasty bruschetta. For dessert, we completed our meal with a glass of Vin Santo served with tasty biscotti.

Wine Tasting and Lunch at Antinori Winery

With options of several great Antinori locations, we chose to tour the Antinori nel Chianti Classico vineyards just 20 minutes south of Florence. In a country where wine is a way of life, for twenty-six generations, the name Antinori has stood out.

We booked the special CRU Tour. This included a tour of the winery, a wine tasting of seven great wines, followed by a delicious lunch. This fully immersive experience featuring the wine-making philosophy of Marchesi Antinori following years of family tradition. Led by our outstanding sommelier, our tasting was held inside the fabulous wine cellar. Then we enjoyed lunch on the outdoor patio at the Rinuccio 1180 restaurant. This modernistic rooftop restaurant overlooks the gently rolling hills of the scenic Tuscan countryside.

Some of our favorite wines included a crisp Cervaro Della Sala Blend of Chardonnay and Grechetto and a Tignanello red blend of Sangiovese, Cabernet Sauvignon, and Cabernet Franc. The crowd favorite was the outstanding Brunello di Montalcino Pian Dellevigne Sangiovese. The following lunch on the beautiful outside terrance at Rinuccio made for a most pleasant day. This special vineyard among special vineyards in Tuscany is certainly worth a visit.

Explore the Hilltop Walled-Town of San Gimignano

After being totally wowed by Antinori nel Chianti Classico, we headed south to nearby San Gimignano. This was our third visit to this iconic Tuscan town – and we will be back again. No article about best places to visit in Tuscany would be complete without this idyllic town.

We stayed at the cozy Orto di Emma at Piazza delle erbe 4 . The location is conveniently in the middle of this walled city. Restaurants, spectacular views, and attractions are just a few steps away. Without any train station in town, most visitors come via personal car or with a tour group. There is a bus that comes from the closest train station (~ five miles away), but check the schedules.

Eat at Fuoriluogo Ristorante

Fuoriluogo Ristorante is a wonderful family restaurant just a two-minute walk outside the walls. In addition to having wonderful food, the service, the artwork, and the friendliness of Mauro, Davide, Enrica, Christian, and the rest of the staff are all top-notch. It’s no wonder Fuoriluogo is one of the highest-rated restaurants in San Gimignano.

Mauro was gone for important meetings with Barolo. He continues to work on the fine wines the restaurant offers to diners. In his absence, the rest of the staff did a superb job of welcoming us and making us feel so special. Our outstanding waiter, Rafael, kindly suggested a recommended menu along with wine pairings, and we were so glad we agreed to take his advice. Julie and I enjoyed a fantastic meal with just the right wines paired with each dish.

Favorites included the Wild Boar Ravioli with citrus fruits in a saffron cream sauce, and a delectable Soft Organic Egg with sausage, red peppers, and gorgovino mousse. We also both loved the pizza, some of the best I’ve ever tasted. The light, tender crust had just the right flavors to complement the fresh tomatoes, cheeses, and fresh herbs. For dessert, we could not resist the tempting tiramisu.  

In addition to the fantastic food and service, the artwork and ambiance of Fuoriluogo is superb. Davide is a wonderful artist and painted much of the beautiful artwork in the restaurant. The friendly staff, elegant but comfortable ambiance and outstanding food and drink make Fuoriluogo one of the top restaurants in San Gimignano.

Check Out Intriguing Siena

It was hard to leave San Gimignano, but we had Siena waiting for us. The charming walled city of Siena is famous for its beautiful cathedral and for the exciting Palio di Siena Horse Races held twice a year in the large central Piazza del Campo. We unfortunately just missed this exciting event. It normally takes place twice a year on July 2 and August 16 every year. Preliminary events take place the three days before the official race. Since this is a very popular event, plan early if you want to attend during the races.

Following lunch on the lovely outdoor terrace at ViVace Ristorante and Wine Bar , we walked the short 10 minutes to the beautiful gothic Siena Cathedral. This impressive structure was built between 1215 and 1267 and features artwork from artists like Michelangelo, Donatello, and Pisano. With its iconic greenish-black and white stripes, this historic icon is striking inside and out. Other great attractions in and around the cathedral include the Piccolomini Library, the Museo dell ‘Opera, Baptistery, Crypt, Oratory of San Bernardino, and Diocesan Museum of Sacred Art.

Drink Brunello Wines at Caparzo Winery in Montalcino 

With so many outstanding wineries around Montalcino, we picked Caparzo Winery to have a tasting and to explore. My new daughter-in-law became acquainted with Caparzo while watching the fun Letters to Juliet movie from 2010. There are some scenes in the movie from one of the many Caparzo winery locations in Tuscany. We thoroughly enjoyed our tour and tasting at Caparzo Winery, especially their world-famous Brunello di Montalcino. An added bonus was the spectacular scenery on our road trip from Montepulciano to Caparzo. Located in the picturesque hills of Montalcino, with fields of red poppies next to golden fields of wheat blowing in the breeze. 

Eat and Drink your Way through Montepulciano

So, after visiting the walled cities of San Gimignano and Siena, we had another walled hilltop city on our itinerary: Montepulciano. Our return to this fantastic village was equally full of great food, wines, views, history, and special people of the town. This very walkable small town is anchored by the Grand Piazza, and is famous for its Vino Nobile red wines . Another notable landmark includes the Torre di Pulcinella. This clock tower is topped by the whimsical figure of the Pulcinella, a classical comedic character. 

We also found the “underground city” of this hill town fascinating. Miles of tunnels, rooms, and cellars have been carved into the rock underneath Montepulciano, making for a fun and educational tour. We went to the popular Cantina Ercolani for a tour and wine tasting. Other popular wineries in Montepulciano include Cantucci Winery and Cantina de‘Ricci. 

Eat at L’Altro Cantuccio Ristorante

L’Altro Cantuccio Ristorante is a fabulous family-run restaurant just a few minutes’ walk from where we stayed at the lovely Montepulciano Bed & Breakfast at Via Di Gracciano. Chef Mattia Putzulu and his lovely wife, Monica, a Sommelier, have created one of the best dining experiences in Montepulciano. L’Altro Cantuccio exudes old-world charm. Modern appointments along with the historic stone, wood, and brick is the perfect blend of old and new. 

Mattia and Monica graciously hosted us for an extremely memorable evening. For starters, we enjoyed an outstanding Tuscan and Cinta Senese salami, Pecorino cheese of Pienza, and a selection of homemade fruit mostarda. Our server also brought a stuffed golden tomato held by a sculpted hand along with an excellent 100% Sangiovese wine. 

For my main course, I had the Cheek of Chianani Beef cooked for 50 hours, with spicy vegetables, citrus fruits, and dill. The beef cheek was extremely tender and flavorful. It was one of my favorite dishes during our three-week visit to Europe. My wife had the equally excellent grilled Chianani flank steak. Other enticing mains on the menu included the Lamb with ember, coconut, mint, and radish, and a crispy salt cod with artichokes and burrata cheese.

Dessert was the amazing Underworld, an artistic and decadent concoction of chocolate mushrooms, acorns, and undergrowth – a true masterpiece! Each bite brought out the intense flavors of chocolate, cream, and nuts. I would loved to have brought one back to the states to share with family and friends, but I don’t think it would travel well (plus, I would probably eat it all before our return!).

L’Altro Cantuccio has deservedly earned its reputation as one of the top restaurants in Montepulciano. Do yourself a favor, and let Mattia and Monica treat you to a fantastic dining experience in their lovely hilltop restaurant.

Discover Top Places in Tuscany For Yourself

Obviously, there are so many great places to visit in Tuscany that no one article can capture them all. Many are relatively unknown and just waiting for you to discover them. We hope by introducing you to just a few of the many options you will be inspired to come visit for yourself. Tuscany is indeed one of Italy’s treasures and should not be missed on any Italy itinerary .

Best Places to visit in Tuscany was written and photographed by Scott Kendall for EuropeUpClose. Thanks to our gracious hosts, including Fuoriluogo Ristorante and L’Altro Cantuccio. All opinions are those of the author.

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