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Top Florida Trolley Tours

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Experience your destination with peace of mind. Learn what steps operators are taking to keep you safe and search for activities with increased health and safety measures. Before you go, check local regulations for the latest information.

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29 Florida Trolley Tours  | All Florida Tours

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Key West Hop-On Hop-Off Trolley TourCity Packages

Key West Hop-On Hop-Off Trolley Tour

star-4.5
Explore the best that Key West has to offer on this narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions, with an expert guide who takes you through the history of the city. Select from an unlimited 1- or 2-day pass to suit your schedule.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$47.20
From
$47.20
Taking safety measures

City Sightseeing TourCity Packages

City Sightseeing Tour

star-5
Sarasota's BEST City Sightseeing Trolley Tour, a wonderful way to learn more about Sarasota's interesting past, whether you are a longtime resident, a newcomer, or a visitor.
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  • 1 hour 30 minutes
  • Taking safety measures
From
$43.08
From
$43.08
Taking safety measures

St. Augustine Hop-On Hop-Off Trolley TourDay Trips

St. Augustine Hop-On Hop-Off Trolley Tour

star-4.5
Explore the best of St Augustine on this narrated Old Town trolley tour. See more than 100 points of interest such as the Old Jail, Flagler College, and Spanish Colonial neighborhoods. Discover more about America’s oldest city, founded in 1565 by Pedro Menendez de Aviles, from your friendly and informative conductor who shares interesting narration about St. Augustine's history.
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  • 2 to 8 hours
  • Free Cancellation
  • Taking safety measures
From
$30.15
From
$30.15
Taking safety measures

Key West Shore Excursion: Key West Hop-On Hop-Off Trolley TourCity Packages

Key West Shore Excursion: Key West Hop-On Hop-Off Trolley Tour

star-4
When arriving at the Port of Key West, explore the best this island city has to offer on an independent, narrated, hop-on hop-off trolley tour. Visit more than 100 points of interest among Key West’s top attractions—like Mallory Square, Southernmost Point, and Key West Aquarium, to name a few. With this 1-day pass, board at any of the conveniently located stops and get to know the city in customized fashion, with live onboard commentary from a professional tour conductor.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$47.20
From
$47.20
Taking safety measures

Key West Ghost and Gravestone Trolley TourCity Packages

Key West Ghost and Gravestone Trolley Tour

star-4
Discover some of Key West’s deepest, darkest secrets on a 90-minute ghost-themed trolley tour. The Trolley of the Doomed explores the darker side of one of the most haunted cities in the country. Experience Key West’s frightening past while traveling down the narrow, dark streets of Old Town, lined with 19th-century wooden houses that still bear the secrets of their former inhabitants. This tour is narrated by a 17th-century gravedigger guide who’s almost as scary as the stories being shared.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$29.35
From
$29.35
Taking safety measures

Party Bike Pub Crawl in West Palm BeachMountain Bike Tours

Party Bike Pub Crawl in West Palm Beach

star-5
Pedal a 4-wheeled party bike through West Palm Beach's downtown during this lively activity. With your driver/guide and up to 15 passengers, stop your bike, also known as a pedibus, at local hot spots to sample some of the city's best libations. Listen to your guide's engaging commentary about the night life, culture and history of West Palm Beach as you ride.
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  • 2 hours
  • Free Cancellation
From
$43.08
From
$43.08

Discover St Augustine: Attractions Pass with Hop-On Hop-OffWine Tasting

Discover St Augustine: Attractions Pass with Hop-On Hop-Off

star-4.5
Explore the best that St Augustine has to offer with admission to three historic attractions plus a hop-on hop-off trolley tour of the city. Visit the Old Jail, the St Augustine History Museum and the Oldest Store Museum Experience, plus more than 100 other points of interest among the city’s top attractions. Board the trolley at any of the 22 stops. It's a great way to see everything St Augustine has to offer.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$50.36
From
$50.36
Taking safety measures

FMB Haunted Pub CrawlCity Packages

FMB Haunted Pub Crawl

star-5
This is a one of a kind historical haunted pub crawl. Although one may find haunted pub crawls all over the world, this one is unique as the guides use magic to enhance the presentation. A portion of all ticket sales go to the Estero Island( Ft. Myers Beach)Historic Society.
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  • 2 hours 30 minutes to 3 hours 30 minutes
  • Free Cancellation
From
$25.65
From
$25.65

Haunted Trolley Tour of St AugustineCity Packages

Haunted Trolley Tour of St Augustine

star-3.5
St. Augustine’s original “frightseeing” tour is an evening of fear and fun. Board Ghosts and Gravestones' Trolley of the Doomed for a spooky ride through St. Augustine's sinister past. Listen to stories of the ghosts and ghouls believed to still wander the streets of the town as you pass haunted hot spots. Feel your blood run cold as you visit the Old Jail, the site of countless strange occurrences over the years, and keep an eye out for malicious spirits at the Old Drug Store. The frights continue at Potter’s Wax Museum’s Chamber of Horrors, where retellings of gruesome executions are sure to lead to shivers. Expect a tour so scary, it should come with a warning.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$30.15
From
$30.15
Taking safety measures

Key West Day Trip from Miami with Optional ActivitesDay Trips

Key West Day Trip from Miami with Optional Activites

star-4
Getting to Key West from Miami on your own can be such a hassle, but this nearby city has so much to offer. Don’t miss out—this day trip includes round-trip transport from your hotel, so you can enjoy a stress-free ride without worrying about navigating through a new area. Plus, you’ll have plenty of free time to plan solo explorations, and multiple upgrade options are available for add-on activities.
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  • 12 hours
  • Free Cancellation
  • Taking safety measures
From
$42.40
From
$42.40
Taking safety measures

Circus History TourCity Packages

Circus History Tour

star-5
The Greatest Show on Wheels! Our tour guide, circus historian Bob Collins, has loads of great stories about how the Big Top helped to shape Sarasota's quirky arts and culture scene.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$49.00
From
$49.00
Taking safety measures

Tiki Trivia Trolley TourCity Packages

Tiki Trivia Trolley Tour

Hop onboard our fun-filled Sarasota trivia tour, with local performer and guide Steve McAllister. Show off your love of Sarasota trivia, win bar and restaurant gift certificates during trivia games and sing along to your favorite Florida-inspired songs during the 90-minute air-conditioned tour. Enjoy a stop at the Bahi Hut, the oldest tiki bar in Sarasota, for samples of their world-famous Mai Tai that are sure to spice up your night. Includes free beer or wine at the Trolley Cottage Tiki Bar before boarding.
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$54.00
From
$54.00
Taking safety measures

Holly Jolly Trolley TourChristmas

Holly Jolly Trolley Tour

Step onboard our Holly Jolly Trolley with guide Jenny Claus for our special daytime holiday tour with cocoa, carols & Christmas stories of Sarasota. Visit city spots with Christmas story connections, hear about our Sarasota traditions during the holidays & sing along to your favorite Christmas songs. Includes FREE cocoa at the Trolley Cottage before the tour!
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$49.00
From
$49.00
Taking safety measures

Psychic Sunday TourCity Packages

Psychic Sunday Tour

star-4.5
See why Sarasota is often called "Sedona by the Sea," for its ley lines and unusual levels of psychic energy. Our tour guide, Michael Newton-Brown, offers personal Tarot readings following the tour, for an additional fee.
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  • 2 hours
  • Taking safety measures
From
$50.26
From
$50.26
Taking safety measures

Boutiques & BubblesCity Packages

Boutiques & Bubbles

star-5
Grab your girlfriends and join us for a personal shopping experience aboard our air-conditioned trolley. Sip on complimentary champagne while browsing through our cute Vintage Sarasota gift shop at the Trolley Cottage. Then enjoy a mini neighborhood tour, guided by Discover Sarasota Tours owner Tammy Hauser, a certified shopping expert, and stopping along the way at three local boutiques offering unique and beautiful clothes, purses and gifts, home decor, or unique vintage finds—plus wine and treats at each stop!
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$49.50
From
$49.50
Taking safety measures

Rainbows & Unicorns TourFull-day Tours

Rainbows & Unicorns Tour

Our Rainbows & Unicorns tour starts with cookies and lemonade at The Trolley Cottage before embarking on a 75-minute scavenger hunt tour looking for rainbows & unicorns in Sarasota’s magical places. Sing songs while you see the Children’s Garden, Marietta Museum of Art & Whimsy, the little people’s houses, and many other whimsical places with your guide, Princess Jenny. Prizes for best fairy costumes awarded on each tour! For families with kids ages 4 and up.
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  • 1 hour 15 minutes
  • Free Cancellation
  • Taking safety measures
From
$49.00
From
$49.00
Taking safety measures

Hopcycles Pedal Bus Beach Street 2 Hr. TourWine Tasting

Hopcycles Pedal Bus Beach Street 2 Hr. Tour

star-5
Pedal your way to seeing Daytona's most historic pubs and bars while enjoying the company of friends. Our tours offer a unique experience to learn some history and drinks some brews in an open air pedal bike. Great for birthday parties, bachelorette/bachelor parties, team building, group tours and more.
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  • 2 hours
  • Free Cancellation
From
$54.03
per group
From
$54.03
per group

City Packages

"Infamous Sarasota" Happy Hour City Tour

star-4.5
Tour guide, bon vivant and raconteur Jonny Mac has loads of juicy first-hand stories about visiting Hollywood stars and the Sarasota literati set.
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  • 1 hour 45 minutes
  • Taking safety measures
From
$54.00
From
$54.00
Taking safety measures

Public Art TourCity Packages

Public Art Tour

star-5
Sarasota has an outstanding collection of public art pieces. Our tour gives a wonderful overview of the sculptures and murals that make the city a true arts mecca.
More
  • 1 hour 30 minutes
  • Taking safety measures
From
$49.00
From
$49.00
Taking safety measures

Hopcycles Pedal Bus 2 Hour South TourWine Tasting

Hopcycles Pedal Bus 2 Hour South Tour

Looking for a fun and unique way to tour Daytona Beach? Get a group together and hop on the Hopcycle! This two hour pedal bus tour travels to 2-4 local pubs while giving a historical tour of Daytona Beach. Guests will receive a beer or wine included at our first stop and can purchase additional drinks at other stops (drink specials available at most stops for Hopcycle guests). Our pub crawling tour is a great way to see the town and learn about our heritage. Stops may change or vary per tour based on traffic. Minimum 8 participants, maximum 15.
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  • 2 hours
  • Free Cancellation
From
$54.03
per group
From
$54.03
per group

Sky High Zip Line TourCity Packages

Sky High Zip Line Tour

star-5
The highest heights in Florida can be found on this high-flying aerial adventure that takes you soaring through our Sky High Canyon! This newest addition to our park packs huge thrills into a small budget. All three zip lines on this tour tower above our other lines! The longest line stretches out across the entire Sky High Canyon at a staggering 1,150 feet long and 155 feet off the ground! The final zip of this tour will have you soaring over Gator Lake at an incredible speed!
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  • 1 hour 10 minutes
From
$52.59
From
$52.59

Art Crawl TrolleyCity Packages

Art Crawl Trolley

star-5
Hop on board our air-conditioned trolley to visit three local art galleries during your 90-minute tour. Each gallery will provide wine and appetizers while you browse. Each tour has a specific art medium or style focus, so book all four to experience all that Sarasota galleries have to offer! In between gallery stops, enjoy a public art neighborhood tour with artist and guide Jerome Chesley. Tour includes complimentary beer or wine at the Trolley Cottage Tiki Bar before boarding!
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$50.65
From
$50.65
Taking safety measures

Love Stories of SarasotaValentine's Day

Love Stories of Sarasota

Guests will enjoy complimentary prosecco and chocolate upon arrival in our Trolley Cottage Tiki Bar while browsing through our Vintage Sarasota Gift Shop full of fun old-time treasures. Then they will board the trolley to travel around Sarasota hearing about the legendary love stories of John and Mable Ringling, William and Marie Selby, the Unconditional Surrender statue icons, Owen Burns and his wife Vernona, and many more. A selection of romantic songs, performed on the trolley by Lilian Moore and Richard Caldwell, completes the night of love!
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  • 1 hour 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$54.00
From
$54.00
Taking safety measures

Haunted Sarasota: Mummies, Murder & Mayhem!City Packages

Haunted Sarasota: Mummies, Murder & Mayhem!

star-4.5
Hop on board for a spellbinding narrated adventure! Hear stories of Sarasota’s famous murders, haunted buildings, and unsolved crimes from your ghost guide and surprise visitors!
More
  • 1 hour 30 minutes
  • Taking safety measures
From
$54.00
From
$54.00
Taking safety measures

Experiences Types

Frequently Asked Questions

The answers provided below are based on answers previously given by the tour provider to customers’ questions.
Q:
What are the best Trolley Tours in Florida?
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