Sarasota Bay Runner Trolley

Live more. Drive less.

Experience the new Sarasota Bay Runner Trolley!

ATTENTION: Route changes on Monday, May 29 due to Parade. Click here for more information.

Connecting Downtown, the bay, and the beach

The Bay Runner is a free trolley service that connects the best of Sarasota keys and Downtown, for an ultimate outdoor Florida experience. The goal of the Bay Runner is to provide an enjoyable experience that reduces travel time, congestion, and makes getting around easier for visitors, residents, and employees.

Gather your friends and family for a ride in this open-air trolley and enjoy the stunning scenic views and vistas!

Live more and drive less when you step aboard the Bay Runner! Park once and travel between the beach and downtown.

Whether for easy wheelchair access, or full paratransit services, the Bay Runner provides access at all levels of transportation need.

Leave the "getting there" to us

The Bay Runner invites you to take it easy, leaving the stress of “getting there” behind as you smoothly move from beach to shops to dining to cultural venues to a vibrant nightlife scene, free of worry about driving and parking. Where you go is up to you! The Bay Runner is here to make your journey enjoyable, convenient and safe.

Downtown Sarasota

Stroll down Main Street, take in a show, discover your new favorite restaurant, check out world-renowned art galleries, or pop over to the newly opened Legacy Trail for a scenic bike ride.

St. Armand's Circle

Enjoy fine dining, exceptional shopping, luxurious salons and spas all in an atmosphere of casual elegance.

Experience the natural beauty of one of Sarasota's most charming beaches, without having to worry about finding a parking space.

Longboat Key

Simply bike or drive to a convenient parking location in St. Armands, and catch the Bay Runner to Downtown. Returning to the key is a breeze because the Bay Runner operates 7 days a week.

trolley tours sarasota florida

How can I use the Bay Runner?

Connect to the legacy trail.

Go from Venice to St. Armands - by bike - when you take advantage of the connection to the new Legacy Trail Extension.

Commute to Work in Style

Whether you work Downtown or on the Island, the Bay Runner will help you save time and money getting to and from work - with bonus great views.

Make Getting to the Beach a Breeze

Bring along your beach gear - the Bay Runner has stops just steps from the beautiful white sands of Lido Beach.

trolley tours sarasota florida

Download The Bay Runner App

Download the Bay Runner app for the convenience of having everything you need to know about your trip – right at your fingertips!

Plan your adventure

Where will you go next? Use the Bay Runner app to plan your trip.

Track the Trolley in Real-time

Use the Bay Runner app to find out exactly when the next trolley will be making a stop near you.

trolley tours sarasota florida

Sarasota Suncoast Tours

  • Book Early to save your date!

Sightseeing Trolley Tour of Sarasota for Private Groups of 10 or more!

GREAT FOR REUNIONS, TEAM BUILDING OR CORPORATE EVENTS!

Quick Details

  • Hour Glass Duration: 1.5 Hours
  • When:  You schedule your group for your date!
  • Start Time:  You schedule your time!
  • Pickup/Drop-off: We are happy to work that out for your activity!
  • Duration: 1.5 – traffic flow may require timing adjustments
  • Includes: Driver, Tour Guide and tour are included in the ticket price.
  • If you enjoyed your tour, gratuities are accepted and greatly appreciated by our tour guides
  • Attire: Casual and comfortable
  • Water: Be sure to bring a bottle (or two!)
  • Weather:  We tour rain or shine so please dress appropriately for the weather

CALL 941-893-4664 to schedule your group of 10 guests or more!

Come discover the secrets of Sarasota with us on a 1.5 hr in-depth Sarasota adventure for private groups & corporate events!

From SRQ Airport to the quaint neighborhoods of Downtown Sarasota to the beautiful gulf views from Lido Key, our professional guides will share with you all that Sarasota has to offer.  As you ride along to see the various sites, you will hear details of what there is to see and do in the area, local history, interesting trivia and a few of the ‘Sins’ that happened here. Our air-conditioned trolley will take you to some of the hidden gems that even many locals don’t know about!

Please keep in mind, there are no opportunities to depart the trolley while on the tour.

Related Tours

  • Sarasota's #1 Walking Ghost Tour!
  • Hour Glass 1.25 Hours

Ghosts & Gruesomes

Wednesdays & Thursdays| A creepy walking tour in downtown Sarasota with stories of its ghosts & dark history.

  • Our most popular family tour! Treasures to Jewelry & family friendly lunch!
  • Hour Glass 3.5 Hours

Shark’s Teeth & More Family Adventure!

Wednesdays, Thursdays & Fridays| Perfect for families, homeschoolers, youth groups & birthday parties!

Holiday Tour of Lights - Tickets Now On Sale!

Reserve Your seats now!

2024 ticket sales now open, famous holiday tour of lights.

Each year these neighborhoods light up bigger and brighter, all for sharing in the Holiday Spirit. 

Home after home, 

Join us as we tour through to see this years light-up!

What a great time for Family and Friends to spend together.

Tours depart nightly at "2" different times for convenience, 6:15 PM and 8:15 PM

CHECK-IN time is 15 minutes prior to departure.

Please don't be late, we can't wait!

Guests are welcome to bring along a beverage and a snack.

We depart from the parking lot at the McDonald's at the corner of Cattlemen & Bee Ridge Rd. Look for us as we will be staged and ready to go.

Tickets are $20.00 per-person. Reservations required.

 Private tours are available, please call 941.346.3115 for pricing and special arrangements.

Copyright © 2024 Sarasota Trolley - All Rights Reserved.

Powered by GoDaddy

  • Privacy Policy
  • Terms and Conditions
  • HOLIDAY TOUR OF LIGHTS

Power Traveller

Sarasota Sunset Charter

Sarasota Sunset Charter offers an unparalleled opportunity to explore the stunning waters of Florida’s west coast. With three unique excursions to choose from, guests can enjoy the region’s natural wonders, from spotting playful dolphins and manatees to cruising along the Gulf of Mexico at exhilarating speeds. Led by a seasoned captain, this private boating experience promises an unforgettable adventure , culminating in breathtaking sunset views that will leave a lasting impression. For those seeking an extraordinary way to connect with the beauty of Sarasota, Sunset Charter’s offerings are a must-consider.

  • Private boating experience with sunset views in Sarasota, Florida, starting at €558.77 for a 3-hour charter.
  • Three unique cruise options: dolphin and manatee tour, nature exploration, and speed-focused excursion.
  • Flexible booking policy with online availability check and free cancellation up to 24 hours in advance.
  • Well-appointed vessel with onboard amenities like a Bluetooth stereo system and bathroom.
  • Led by a USCG Certified Master Captain with over 45 years of experience.

More tours and experiences nearby.

  • Sarasota Guided Mangrove Tunnel Kayak Tour
  • TreeUmph Adventure Course
  • Siesta Key Electric Bike Sunset Tour
  • City Sightseeing Trolley Tour of Sarasota

Charter Overview

The Sarasota Sunset Charter is a private boating experience that allows up to six guests to explore the scenic waterways around Sarasota, Florida.

Priced from €558.77 per group, this 3-hour charter offers a unique chance to discover the region’s natural beauty.

Led by Capt Pat, a USCG Certified Master Captain since 1975, the charter provides a choice of three types of trips: a dolphin and manatee tour around Sarasota Bay, a nature-focused exploration of mangrove islands and marine life, or a speed-focused excursion into the Gulf of Mexico, weather permitting.

Regardless of the chosen itinerary, each cruise culminates with a breathtaking sunset view .

Booking Information

Booking the Sarasota Sunset Charter is simple and convenient. Guests can check the charter’s availability online with ease.

The best part? They can reserve their spot now and pay later. There’s no need to worry about last-minute changes either, as the charter offers free cancellation up to 24 hours in advance for a full refund.

This flexible booking policy ensures a stress-free experience for all. Whether guests are looking for a dolphin and manatee tour, a nature-focused trip, or a speed-focused excursion, the Sarasota Sunset Charter has them covered.

With just a few clicks, they can secure their private charter for up to six people and start planning their unforgettable sunset cruise .

Experience Highlights

Captained by USCG Certified Master Captain Pat since 1975, the Sarasota Sunset Charter offers three distinct cruise experiences for guests.

The first is a dolphin and manatee tour around Sarasota Bay, where guests can observe the local marine life in their natural habitat.

The second is a nature-focused trip exploring the area’s mangrove islands and diverse ecosystems.

For those seeking a more thrilling adventure, the third option is a speed-focused trip into the Gulf of Mexico, weather permitting.

Regardless of the chosen experience, each cruise culminates with a breathtaking sunset view , providing a serene and unforgettable end to the outing.

Onboard Amenities

Aboard the Sarasota Sunset Charter, guests will find a host of onboard amenities to enhance their experience.

A huge cooler stocked with ice and bottled water ensures guests can stay refreshed throughout the trip. The galley kitchen sink provides a convenient spot for cleaning up, while the full bathroom offers added comfort.

To set the mood, the boat’s Bluetooth stereo system allows guests to play their own music. For safety, the charter is equipped with gear for both adults and children.

These thoughtful touches make the Sarasota Sunset Charter an exceptionally well-appointed vessel for a memorable sunset cruise.

Preparation and Meeting Point

Guests are recommended to bring several items to ensure a comfortable and enjoyable Sarasota Sunset Charter experience .

The charter recommends packing the following:

  • Sunglasses to shield eyes from the sun’s glare
  • A hat to provide additional sun protection
  • A light jacket in case the wind picks up during the cruise
  • Drinks and snacks to enjoy throughout the 3-hour excursion
  • Soft-soled shoes to wear onboard, as no heels are allowed

Guests should arrive no more than 10 minutes early and park to the left of the driveway behind the white/gray Chevy truck, where Captain Pat will meet them out front.

This ensures a seamless start to an unforgettable sunset charter adventure .

Sarasota Bay Dolphin and Manatee Tour

As Captain Pat expertly navigates the boat through the serene waters of Sarasota Bay, guests embark on a captivating journey to observe the local marine life up close.

The Sarasota Bay Dolphin and Manatee Tour offers an unparalleled opportunity to witness these beloved creatures in their natural habitat. Guests may spot playful dolphins surfacing for air or manatees gracefully gliding through the calm waters.

The tour’s intimate size and knowledgeable captain ensure a personalized experience , allowing visitors to enjoy the bay’s natural beauty and learn about the fascinating behaviors of its inhabitants.

Whether you’re a nature enthusiast or simply seeking a memorable encounter with Florida’s wildlife, this tour promises an unforgettable adventure .

Mangrove Islands and Marine Life Exploration

Beyond the tranquil waters of Sarasota Bay, the Sarasota Sunset Charter invites guests to explore the captivating mangrove islands and diverse marine life.

Captain Pat, a USCG Certified Master Captain since 1975, expertly navigates the waterways, revealing hidden coves and teeming ecosystems. Guests may spot playful dolphins, gentle manatees, and a vibrant array of birds and sea creatures.

The nature-focused trip offers a chance to:

  • Glide through the serene mangrove tunnels
  • Observe the intricate mangrove root systems
  • Discover unique flora and fauna within the protected habitats
  • Learn about the importance of these delicate ecosystems
  • Immerse in the tranquility and beauty of the natural world.

Gulf of Mexico Speed-Focused Trip

For those seeking a heart-pounding adventure, the speed-focused trip into the Gulf of Mexico provides an exhilarating escape. Capt Pat, a seasoned USCG Certified Master Captain, navigates the boat with precision, allowing guests to experience the thrill of cutting through the open water at high speeds. Depending on weather conditions, the boat can reach impressive velocities, offering a truly adrenaline-fueled journey. Onboard, guests can enjoy the full suite of amenities, including a Bluetooth stereo system and a spacious bathroom. Whether you’re looking to feel the wind in your hair or simply marvel at the vast expanse of the Gulf, this speed-focused trip is sure to leave a lasting impression.

Here's a few more nearby tours and experiences we think you'll like.

  • Sarasota Mangrove Tunnel Guided Kayak Adventure
  • Mangroves, Manatees, and a Hidden Beach: Kayak Tour
  • Amish Experience: Bridges to Understanding
  • 2 Hour Guided Segway Tour
  • 90-Minute Parasailing Adventure Above Anna Maria Island, FL
  • Half-Day Private Sarasota Charter Tour With Wildlife Watching

Frequently Asked Questions

Can i bring my own food and drinks on the charter.

Yes, guests are welcome to bring their own food and drinks on the charter. The boat has a galley kitchen sink and a large cooler with ice available for storing and serving personal items.

Is the Charter Suitable for Individuals With Mobility Challenges?

The charter is generally suitable for individuals with mobility challenges, as it provides a bathroom and safety gear onboard. However, given the nature of a boat trip, guests with significant mobility issues may find the experience challenging. It’s best to discuss any special needs with the operator.

Do I Need to Bring Any Specific Fishing or Snorkeling Gear?

No specific fishing or snorkeling gear is required for the Sarasota Sunset Charter. The charter provides all the necessary safety and amenity equipment for passengers to enjoy a relaxing and comfortable cruise experience.

Can I Request a Customized Itinerary for the Charter?

Yes, you can request a customized itinerary for the charter. The knowledgeable captain is happy to work with you to create a personalized experience that caters to your interests and preferences within the 3-hour timeframe.

Is There an Option to Extend the Duration of the Charter?

Yes, guests can request to extend the charter duration for an additional fee. The standard 3-hour charter can be extended up to 4 or 5 hours, based on availability and additional costs.

Not for you? Here's more of our most recent tour reviews happening neaby

  • Sarasota Florida Sport Fishing: Skyway Fishing Tours
  • Sarasota: Seabob Experience
  • E-Foil Lesson
  • Sarasota: Ultimate Adventure
  • Fly Above Water, Efoil Adventure in Sarasota
  • 4-Hour Private Inshore Fishing Trip in Sarasota
  • Electric Bike Rental
  • Public Art Tour
  • 90-Minute Christmas Carol Trolley in Sarasota
  • Sarasota Art Crawl Trolley Tour
  • Sharkeys Glass Bottom Fish Feeding LED Night Tour in Sarasota
  • Clear Kayak LED Night Glass Bottom Tour – Sarasota
  • Clear Kayak Glass Bottom Day Tour – Anna Maria Island
  • Signature Service at the Spa- Refreshment Bar, Access to Serenity Lounge

Sarasota Sunset Charter offers a premier boating experience , showcasing the natural wonders of Sarasota’s waterways. Captained by a USCG-certified expert , the charter provides intimate tours of diverse ecosystems, from tranquil mangrove islands to the exhilarating Gulf of Mexico. Whether seeking a leisurely dolphin and manatee encounter or a thrilling speed-focused excursion, guests are guaranteed an unforgettable adventure, capped by the breathtaking beauty of a Sarasota sunset.

Similar Posts

Alfa Romeo Museum, Private Guided Tour, From Milan

Alfa Romeo Museum, Private Guided Tour, From Milan

Icelandic Horseback Riding Tour From Reykjavik

Icelandic Horseback Riding Tour From Reykjavik

Loreto: Speedboat Tour With Swimming, Snorkeling and Picnic

Loreto: Speedboat Tour With Swimming, Snorkeling and Picnic

Queenstown: Guided Segway Tour

Queenstown: Guided Segway Tour

Dublin Live Guided Panoramic Open-Top Night Bus Tour

Dublin Live Guided Panoramic Open-Top Night Bus Tour

prague-old-town-and-jewish-quarter-walking-tour-tour-overview

Prague Old Town and Jewish Quarter Walking Tour

Buy $200 Gift Card for $150 w/Code XMAS24

Discover Sarasota Tours

Trolley Tours Near Sarasota, Florida

Discover Sarasota Tours offers fun, entertaining, interactive, and informative air-conditioned trolley tours of the most interesting places and stories that shaped Sarasota’s rich cultural past. We offer many different daytime, nighttime, or holiday trolley tours exploring the history, culture, and unique aspects of Sarasota.

If you are looking for a fun activity for your next group outing, look no further! Our tours are perfect for groups. Check out our private Group Tours page.

Our tours run year-round, but during the hottest months of the summer, we don’t run all tours every day, so please check the calendar. If there is a date not listed when you would like a tour, please email us at [email protected] .

Our comfortable, air-conditioned Dolly The Trolley embarks from our Trolley Cottage Gift Shop , a charming 1930s bungalow at 1826 4th Street, with easy, FREE on-site parking behind the Breakfast House off of Fruitville Road.

See the All Tours page for a full listing of current offerings.

Our   Trolley Cottage Gift Shop features curious collectibles and memorabilia curated to complement our trolley tour themes. The Trolley Cottage is also home to our groovy vintage 1979 ice cream truck, The ChillMobile , selling cool locally-produced ice cream, popsicles & novelty treats.

Please allow extra time for traffic and plan to arrive 30 minutes in advance of your tour. We leave the Trolley Cottage at the regularly scheduled tour times.

Discover Our Tours

Our charity donation partners, meet our tour guides, join the team.

Our company is made up of a diverse, highly motivated team. We are always looking for dependable, enthusiastic storytellers who love Sarasota and her amazing history.

Currently seeking Tour Guides, Drivers & Front Desk Staff.

IF YOU WOULD LIKE TO JOIN THE CAST OF DISCOVER SARASOTA TOURS, PLEASE APPLY BELOW!

  • Name (Required) First Last
  • Email (Required)
  • Trolley Driver (must have Commercial Drivers License)
  • Daytime Guide
  • Specialty Guide
  • Nighttime Guide / Performer
  • Comment or Message Tell us about your special skills or areas of expertise.
  • Resume - All Positions (Required) Accepted file types: docx, pdf, jpg, png, Max. file size: 2 GB.
  • Headshot - Performing Roles Only Accepted file types: jpg, jpeg, png, pdf, gif, Max. file size: 2 GB.
  • Video Clip - Performing Roles Only Accepted file types: mp4, mov, wmv, flv, avi, Max. file size: 2 GB.
  • Email This field is for validation purposes and should be left unchanged.
  • Search Please fill out this field.
  • Manage Your Subscription
  • Give a Gift Subscription
  • Newsletters
  • Sweepstakes

This Postcard-Worthy Florida Island Offers White Sand And Sparkling Gulf Waters

Plan a trip to Anna Maria Island and experience the quiet delights of this pristine Florida beach.

trolley tours sarasota florida

  • History of Anna Maria Island
  • Areas of Anna Maria Island

How To Get There

Where to stay.

  • Where to Eat
  • Where to Explore

Preserving the landscape and architecture of the past, Anna Maria Island resisted building high-rises like beaches to the north and south. This island's quiet delights attract new visitors while locals cherish its pristine scenery.

"What a Florida postcard!" developer Will Bean must have thought over 100 years ago, seeing this seahorse-shaped, 7-mile-long barrier island with white sands, surrounded by the sparkling Gulf of Mexico on the west and the deep blue bay waters to the east. It is an irresistible escape for winter-weary Northerners and anyone who wants a ticket to paradise any time of year.

History Of Anna Maria Island

Inheriting the land from his father (Anna Maria Island's first homesteader) in 1892, Will Bean worked with fellow promoter and developer Charles Roser to make the island an escape ready to appeal to investors. With a knack for publicity, he even purchased exotic seashells to secretly scatter along the beaches every night so tourists would find them—and write home boasting about this shell-seeking destination.

A cottage-lined main street led to a long pier, welcoming steamship-borne travelers. Later, tidy plats of cinder block-and-concrete houses for snowbirds and beach motels scattered Anna Maria Island as new properties developed along the gorgeous shore.

Areas Of Anna Maria Island

The island encompasses three quaint towns: Anna Maria in the north, Bradenton Beach in the south, and Holmes Beach in the middle. Each requires slow driving (25 mph in most cases) and displays its wares with ready ease. You won't find chain stores, fast-food restaurants, or high-rise hotels. Instead, enjoy charming boutiques, mom-and-pop eateries, and lots of local flavors that give a taste of old Florida hospitality.

Pine Avenue

Starting at the north end sits the city of Anna Maria anchored by Pine Avenue, Bean's original sand-and-seashell main street that bisects the island. Here, brightly painted restored homes and mercantile buildings from the original boom now hold charming markets, galleries, bakeries, museums, bike shops, restaurants, and (naturally) vacation-rental offices.

While Pine Avenue hums with the old and the new simultaneously, just up the road, the island's iconic circa-1950 Rod & Reel Pier holds onto its timeless, weathered dock leading to a double-decker building (with seafood above and a bar below),

Holmes Beach

In Anna Maria's slender midsection, the town of Holmes Beach is ground zero for ogling mid-century Florida homes, plying old-school souvenir shops and beach bars, and strolling along the pristine beaches' soft, powdery-white sand.

Bradenton Beach

Farther south, Bradenton Beach holds the short, fun-loving Bridge Street at its heart—a salty complement to Pine Avenue. A tiny miniature golf course, seafood joints, waterfront bars with thatched tiki perches, and a pier culminate in a fine oyster house with views up and down the bay.

Beach Access Options

With dozens of short public pathways to get to the Anna Maria beaches, the choices seem almost dizzying—and they're all fantastic. Pick the access closest to you, take an umbrella for shade, and occupy your slice of Gulf Coast paradise. Spend a day at Anna Maria's southern tip at Coquina Beach, famed for its vast stretches of sand and flanks of palms. Make a pilgrimage at dusk to Bean Point at the north tip of the island to watch the sun drop into the Gulf.

Historic Green Village

Anna Maria's Historic Green Village is a group of old buildings retrofitted with solar panels and rainwater cisterns to become a net-zero community. It's proof that you can live the Florida life—and even stay cool—without wasting resources.

  • Flying into this seaside community is easy. Tampa International Airport is about an hour's drive, while Sarasota-Bradenton International Airport is just 30 minutes away.
  • Driving: If you're planning to hit the road and drive south, at least a few miles on I-75 is likely in your future. The highway from Atlanta will drop you almost directly next to Anna Maria Island.

Get a Dose of Nostalgia at a Charming Motel or Cottage

In Holmes Beach, spend a few nights at Bamboo Apartments (which owner Alice Sutton's grandparents constructed in 1971) or the 1916 beachfront cottage on the property, and you instantly hear the whisper of Old Florida. "My grandmother had one phone for the whole place," Sutton says. "She'd run out to the beach to see if her guests wanted to take a call when it came in. They usually didn't!"

It's easy to see why. With a small knoll of sand and sea oats breaking into a wide beach infused with western breezes and rolling waves, it still feels like Sutton has the only phone on the island. And there's no need to take any calls, thank you.

It's an Old Florida treasure on the sand and steps away from the island's free trolley stop. Done up with vintage-style rattan and wicker, all five units are delights. The original 1916 duplex cottage lined in heart pine (including the ceiling and floors) is nostalgic perfection. Other motels bursting with charm include Cedar Cove Resort & Cottages, Haley's Motel , and Bungalow Beach Resort.

Enjoy the Comforts of an Amenity-Packed Resort 

For a resort experience, opt for a luxurious stay at the Waterline Villas & Marina in Holmes Beach. The two-bedroom villa-condo units feature a full kitchen and a large, comfy living room, and plenty of things to do to keep guests entertained. Complimentary bicycles for island cruising, sunset yoga sessions overlooking the marina, artist-led watercolor classes, a resort-style pool, and an on-site restaurant make a case for never leaving the property. 

Where To Eat

After the first glance, this beautifully old-fashioned place offers some of the most decidedly modern spots.

Start With a Made-From-Scratch Breakfast

A breakfast, or any time of day, treat is the wild original topping combinations at The Donut Experiment. Some featured donuts include Key Lime and Sriracha made with peanut butter, peanuts, and a sriracha drizzle. The Pine Avenue shop will layer your cakey confection with various frostings and wild toppings (including Fruity Pebbles).

There's no better breakfast on the island than at Ginny's & Jane E's , an eye-popping, warmhearted restaurant and marketplace. The food, cooked from scratch, is outmatched only by the legendary oversized cinnamon rolls.

For small takeaway plates, try The Waffle Press . This breakfast spot tops its breakfast creations with a variety of sweet and savory options.

Seek Seafood and Views for Lunch

For lunch, visit Anna Maria Oyster Bar on the Historic Bridge Street Pier for heavenly coconut shrimp, tuna poke, and calamari while watching the boats bobbing past, or snag a table overlooking the Manatee River at the elegant Pier 22 in Bradenton, which hosts a full sushi bar opposite an enormous aquarium.

Belly Up to a Beach Bar

At happy hour, The Waterfront Restaurant near City Pier mixes the island's best cocktails. For beach-bar-style fun, head straight for the Bridge Tender Inn in Bradenton Beach or The Ugly Grouper in Holmes Beach.

Savor All the Dinner Options

There are plenty of local eats to discover after a long day at the beach. Dinner at the Sandbar restaurant is a revelation. It's a toes-in-the-sand spot with a stunning sunset view of the Gulf and locally sourced seafood. (Its sister location, Beach House Restaurant in Bradenton Beach, offers similar delights.) The Mexican-inspired restaurant, Poppo's Taqueria , makes tortillas by hand for fresh tacos, quesadillas, and burritos and has local kombucha and beer on draft. Vinny's Italian Kitchen offers melt-in-your-mouth eggplant and chicken parmigiana along with an extensive list of pastas, pizzas, and sandwiches. And for an upscale experience, dine at the Waterline resort's restaurant, Chateau Anna Maria , for fresh seafood and prime cuts.

Shop Pine Avenue’s Unique Stores

You can spend a day (at least) mining the goods in and around Pine Avenue. Look for Spartina 449 tunics at The Egret's Nest and Lilly Pulitzer resort wear at The Island Cabana.

Pop into artists' studios like Emerson Quillin's shop, whose whimsical brand of humor hits the mark, or the Studio at Gulf and Pine, which has beautiful and affordable options to explore from local artists.

Sample flavored oils and freshly baked bread at Anna Maria Olive Oil Outpost while the Anna Maria General Store is an ideal spot to stock up on treats from the area.

Explore the town's colorful, creative past at the free Anna Maria Island Historical Society museum—the gift shop sells artisan crafts like hand-woven baskets crafted from palmetto fronds.

Dive Into a Favorite Outdoor Activity

Morning yoga is offered year-round on Saturdays and Sundays at the Pine Avenue public beach access (voluntary contribution) and is a beautiful way to greet the day. Rent bikes, kayaks, paddle boards, and more gear for the week in Anna Maria at Beach Bums Island Attitude and Lazy Turtle Beach Rentals.

Tour the Waterways on a Captained Boat

In the Historic Bridge Street area, board a 90-minute tour courtesy of Paradise Boat Tours for wildlife trivia and local history while navigating through the Intracoastal Waterway, you may just spot dolphins and egrets along the way. 

Soak Up the Stars at The Bishop Museum 

Visit The Bishop Museum of Science and Nature for an up-close look at its rescued manatees that will soon be released back into the wild. This well-maintained museum, located in downtown Bradenton, features two floors of exhibits dipping into South Florida's past, plus an impressive planetarium.

Discover the Tropics at Palma Sola Botanical Park

Explore subtropical flora and fauna at the Palma Sola Botanical Park , a 10-acre preserve in northwest Bradenton with a frost-free microclimate. Be sure to see the collection of rare and exotic fruit trees.

Take in the Views at Bayfront Park

At Anna Maria Bayfront Park, catch stunning views of Tampa Bay and the iconic Sunshine Skyway Bridge. 

Related Articles

IMAGES

  1. Center For Architecture Sarasota Trolley Tours

    trolley tours sarasota florida

  2. Discover Sarasota Tours

    trolley tours sarasota florida

  3. Sarasota Trolley

    trolley tours sarasota florida

  4. City Sightseeing Trolley Tour of Sarasota

    trolley tours sarasota florida

  5. Sights & Sins of Sarasota Trolley Tour

    trolley tours sarasota florida

  6. Home

    trolley tours sarasota florida

COMMENTS

  1. Discover Sarasota Tours

    Discover Sarasota Tours is a locally-owned tour company offering many entertaining, interactive, and informative air-conditioned trolley tours about the most interesting people, intriguing places, and amazing stories that have shaped Sarasota & Venice's rich cultural past. If you are looking for a fun activity for your next group outing, look ...

  2. THE TOP 10 Sarasota Trolley Tours (Prices from $15)

    90-Minute Christmas Carol Trolley in Sarasota. 6. The Christmas Carol Trolley: Letters to Santa is a 90-minute fun-filled downtown holiday music and lights tour for the whole family with a Christmas carol sing-along, holiday stories, jokes, and trivia, and a charming tour of Sarasota's downtown neighborhood lights.

  3. Sarasota Sightseeing & Trolley Tours

    On this air-conditioned 90-minute City Sightseeing Tour, meander through Sarasota's historic downtown neighborhoods of Gillespie Park, Burns Court, Indian Beach, and the Rosemary Design District while visiting historic spots and hearing stories about the Ringling family, Bertha Palmer, John Hamilton Gillespie and many more founders and ...

  4. All Tours in Sarasota, FL & Venice, FL

    Daytime private Group Tours generally run on Mondays. Evening private Group Tours can run other day of the week. SUMMER HOURS (May-September)*. Sunday, Tuesday, Wednesday 9 AM - 1 PM. Thursday, Friday, Saturday 5:30 PM - 9 PM. *The Trolley Cottage Gift Shop is generally open when tours are running.

  5. City Sightseeing Trolley Tour of Sarasota

    Discover the best of Sarasota, Florida as you embark on a sightseeing tour of the city. Climb aboard your air-conditioned vehicle and see several points of interest including the Ringling Museum and College, Selby Library, and the Sarasota Opera House. ... City Sightseeing Trolley Tour of Sarasota. 821. 1 hour 30 minutes. Free Cancellation ...

  6. City Sightseeing Trolley Tour of Sarasota

    Trolley Tour of Sarasota. Mar 2020 • Couples. Terrific tour around Sarasota. Siggie and Steve gave a very fun and informative overview of the sites and locations. Steve, being a lifelong Sarasotan gave an insider's perspective of the city with humor and knowledge only a local would know.

  7. City Sightseeing Trolley Tour of Sarasota

    City Sightseeing Trolley Tour of Sarasota. By Discover Sarasota Tours. 657 reviews. Recommended by 95% of travelers. 126. About. from. $69.00. per adult.

  8. Sarasota Suncoast Tours

    Enjoy a variety of tour experiences in Sarasota, St Armands, Venice and Anna Maria with Sarasota Suncoast Tours. Choose from sightseeing, food, ghost, wild women and more tours for families, groups and private events.

  9. City Sightseeing Trolley Tour of Sarasota

    1826 4th St, Sarasota, FL 34236, USA. Off Fruitville, behind the Breakfast House. End: This activity ends back at the meeting point. Accessibility. ... Sarasota Trolley Tour. Feb 2023. Our tour guide, Pat (the Irishman), was a non stop fountain of fascinating information and facts. Covered a lot of ground in a limited amount of time.

  10. Sarasota Trolley

    Famous Holiday Light Tours. Throughout the month of December you can join us for an evening of fun and holiday cheer on Sarasota Trolley's Famous Holiday Light Tour. Tours depart at 6:15 PM and 8:15 pm from the McDonald's parking lot at the corner of Cattleman & Bee Ridge Rd. near I75. Call 941.346.3115 to charter a trolley for your own group.

  11. City Sightseeing Trolley Tour of Sarasota

    London Natural History Museum. San Diego Zoo Safari Park. British Museum. Xcaret. Aquarium of the Pacific. Antelope Canyon. " />. 2024 Cultural & Theme Tours in Sarasota: Check out 809 reviews and photos of the City Sightseeing Trolley Tour of Sarasota. Book now from $69!

  12. Discover Sarasota Tours

    Discover Sarasota Tours. Visit Website. 1826 4th St, Sarasota, FL 34236 941-260-9818 [email protected]. Voted BEST Local Tour Company 3 Years In A Row! Hop aboard Dolly The Trolley to experience entertaining and informative 90-min narrated tours of Sarasota or Venice. We offer 17 different award-winning tours that run year-round ...

  13. Sarasota Tours

    Our "Key Culinary Tours" division is the #1 rated food tour company in the Sarasota area with over 5000 happy guests! Locally owned & operated since 2015! Learn more now! Tours fill quickly! Tours. Guided walking tours and private group air conditioned trolley or mini-bus tours in the Sarasota area. Food, history, ghosts, infamous deaths ...

  14. Home

    Connecting Downtown,the bay, and the beach. The Bay Runner is a free trolley service that connects the best of Sarasota keys and Downtown, for an ultimate outdoor Florida experience. The goal of the Bay Runner is to provide an enjoyable experience that reduces travel time, congestion, and makes getting around easier for visitors, residents, and ...

  15. Art Crawl Gallery Tour

    Please arrive for check-in at the Discover Sarasota Tours' Trolley Cottage between 4 PM - 8 PM to begin the tour! This tour includes hop-on/hop-off transportation to all art gallery & studio hub stop locations. FREE onsite parking at the Trolley Cottage Gift Shop. Complimentary beer or wine for guests 21+ at the Trolley Cottage Tiki Bar ...

  16. Sights & Sins of Sarasota Trolley Tour

    Water: Be sure to bring a bottle (or two!) CALL 941-893-4664 to schedule your group of 10 guests or more! Come discover the secrets of Sarasota with us on a 1.5 hr in-depth Sarasota adventure for private groups & corporate events! From SRQ Airport to the quaint neighborhoods of Downtown Sarasota to the beautiful gulf views from Lido Key, our ...

  17. HOLIDAY TOUR OF LIGHTS

    Tickets are $20.00 per-person. Reservations required. Private tours are available, please call 941.346.3115 for pricing and special arrangements. A Trolley full of holiday spirit, along with holiday music, the Holiday Tour of Lights tours Sarasota's brightest and best Holiday neighborhoods. Fun for Family and Friends.

  18. The BEST Sarasota Trolley tours 2024

    Book the most popular Trolley tours in Sarasota. Best price and money back guarantee! Read the reviews of your fellow travelers.

  19. SRQ Trolley of Sarasota, FL

    We pride ourselves on our exceptional service, professional drivers, and punctuality. Contact us anytime with questions at 941-538-1414 or email us at [email protected]. Choose SRQ Trolley for reliable, flexible, and stylish event transportation. Request a Quote.

  20. Top Sarasota Trolley Tours

    Check out reviews & photos of Sarasota Trolley Tours with increased safety measures & flexible booking.

  21. Holiday Tour of Lights

    Annual Holiday Tour of Lights! We have 4 different size trolleys, so gather your friends and family and fill up an entire trolley! Sizes are 20, 27, 32 & 35 passenger. If you're looking to book an entire trolley, please email us with your request at [email protected] , and we are happy to book it. Costs: $20 per ticket.

  22. History Hop Trolley

    SARASOTA HISTORY TOUR on March 5, 2025 at 1 PM led by Kathryn Chesley, depart from Discover Sarasota Tours' Trolley Cottage (1826 4th Street in Sarasota) with a stop at Phillippi Creek Estate. ... 1826 4th St, Sarasota, FL 34236. Buy A Gift Certificate Plan your journey to ...

  23. Sarasota Sunset Charter

    Charter Overview. The Sarasota Sunset Charter is a private boating experience that allows up to six guests to explore the scenic waterways around Sarasota, Florida.. Priced from €558.77 per group, this 3-hour charter offers a unique chance to discover the region's natural beauty. Led by Capt Pat, a USCG Certified Master Captain since 1975, the charter provides a choice of three types of ...

  24. About Us

    Trolley Tours Near Sarasota, Florida. Discover Sarasota Tours offers fun, entertaining, interactive, and informative air-conditioned trolley tours of the most interesting places and stories that shaped Sarasota's rich cultural past. We offer many different daytime, nighttime, or holiday trolley tours exploring the history, culture, and unique ...

  25. The Best Things To Do On Anna Maria Island

    It's an Old Florida treasure on the sand and steps away from the island's free trolley stop. Done up with vintage-style rattan and wicker, all five units are delights. ... board a 90-minute tour courtesy of Paradise Boat Tours for wildlife trivia and local history while navigating through the ... The 15 Best Things To Do In Sarasota, Florida ...