Trolley Tours in Florida
Top 10 Best Florida Trolley Tours
Found 28 Trolley Tours activities in Florida. Sort by Popularity.St. Augustine Hop-On Hop-Off Trolley Tour
Sit back as the talented Old Town Trolley conductors share the history, attractions and sights of America's oldest city. Founded by Pedro Menendez de Aviles in 1565, St. Augustine is a unique city filled with colonial Spanish neig... More

St. Augustine Hop-On Hop-Off Trolley Tour
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Florida
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Exellent3,339 reviews4.5
Sit back as the talented Old Town Trolley conductors share the history, attractions and sights of Am....
Key West Hop-On Hop-Off Trolley Tour
The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour guide turns back the pages of history to the days of Indians, pirates, wreckers and the Civi... More

Key West Hop-On Hop-Off Trolley Tour
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Florida
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Exellent1,307 reviews4.4
The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit ....
Haunted Trolley Tour of St Augustine
Explore the darker side of the Nation’s Oldest City and let our Ghost Host be your guide. Climb aboard our Trolley of the Doomed as we journey to St. Augustine’s most haunted locations. Be Warned! Experience a frightening stop... More

Haunted Trolley Tour of St Augustine
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Florida
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Exellent934 reviews4.1
Explore the darker side of the Nation’s Oldest City and let our Ghost Host be your guide. Climb ab....
Key West Ghosts and Gravestones Trolley Tour
Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker side! Take an evening trolley ride down the narrow, dark streets of Old Town and hear stories from your guide about the island’... More

Key West Ghosts and Gravestones Trolley Tour
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Florida
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Exellent1,050 reviews4.3
Join your gravedigger guide aboard the Trolley of the Doomed for a journey through Key West's darker....
City Sightseeing Trolley Tour of Sarasota
Sarasota's BEST City Sightseeing Tour, a wonderful way to learn where to eat, shop and visit, and about Sarasota's interesting past, whether you are a longtime resident, a newcomer, or a visitor. Guests will travel in our air-cond... More

City Sightseeing Trolley Tour of Sarasota
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Florida
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Superb896 reviews4.8
Sarasota's BEST City Sightseeing Tour, a wonderful way to learn where to eat, shop and visit, and ab....
1 Hour Historical Tour of Saint Augustine Florida & FREE Parking
Please support small businesses and consider booking us directly, just use the web to find us. Our Historical Tour is informative, comfortable, and convenient. Our expert tour guides will take the time to get to know you and sha... More

1 Hour Historical Tour of Saint Augustine Florida & FREE Parking
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Florida
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Superb162 reviews4.8
Please support small businesses and consider booking us directly, just use the web to find us. Our....
Key West Shore Excursion: Hop-On Hop-Off Trolley Tour
When you arrive in port in Key West, take an independent, hop-on hop-off trolley tour shore excursion for the best way to explore the island. While you’re off your cruise ship, simply sit back and relax while your expert tour gu... More

Key West Shore Excursion: Hop-On Hop-Off Trolley Tour
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Florida
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Exellent62 reviews4.1
When you arrive in port in Key West, take an independent, hop-on hop-off trolley tour shore excursio....
Trolley Pub Party Bike through St. Pete with Bar+Mural Stops
Experience the vibrant spirit of Downtown St. Petersburg like never before with our Mixer Tour. Jump aboard this unique, mobile pub and join a lively crowd for a 2-hour adventure that feels more like a parade through the heart of ... More

Trolley Pub Party Bike through St. Pete with Bar+Mural Stops
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Florida
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Superb86 reviews4.6
Experience the vibrant spirit of Downtown St. Petersburg like never before with our Mixer Tour. Jump....
Ft Lauderdale to Key West with Optional Activities
Take a day trip from Fort Lauderdale to Key West by bus and enjoy a fun Caribbean atmosphere, street artists, outdoor cafés and more. Key West’s leafy and lively streets have plenty to offer, bus transportation begins in Fort L... More

Ft Lauderdale to Key West with Optional Activities
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Florida
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Good90 reviews3.3
Take a day trip from Fort Lauderdale to Key West by bus and enjoy a fun Caribbean atmosphere, street....
Circus Secrets of Sarasota
Discover Circus City USA’s secret places and charming stories on this unforgettable tour! It is a tour of the circus history in Sarasota and provides a wonderful historical perspective of the impact the circus has had in our are... More

Circus Secrets of Sarasota
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Florida
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Superb73 reviews4.9
Discover Circus City USA’s secret places and charming stories on this unforgettable tour! It is a ....
Circus Secrets of Venice Trolley Tour
Led by guide, Bob Collins and focuses on the rich history of the Ringling Bros. and Barnum & Bailey Circus in Venice. On this 90-min trolley tour, you’ll explore the landmarks, stories, and key points of interest of Venice circu... More

Circus Secrets of Venice Trolley Tour
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Florida
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Superb2 reviews5
Led by guide, Bob Collins and focuses on the rich history of the Ringling Bros. and Barnum & Bailey ....
Haunted Sarasota Trolley: Ghost Stories, Mysteries, Spooky Fun
Step aboard the trolley for a thrilling and historical musical journey through Sarasota’s eerie past with Lady Melody & Mystery Spirits! Hear stories about famous murders, visit spirited buildings, and explore unsolved crimes du... More

Haunted Sarasota Trolley: Ghost Stories, Mysteries, Spooky Fun
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Florida
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Superb81 reviews4.6
Step aboard the trolley for a thrilling and historical musical journey through Sarasota’s eerie pa....
Psychic Sundays Tour
Get in touch with Sarasota’s metaphysical community on this interesting 90 minute “energy” tour. Learn why Sarasota is considered a psychic and spiritual energy center, sometimes called “Sedona by the Sea”. Join psychic ... More

Psychic Sundays Tour
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Florida
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Superb25 reviews4.9
Get in touch with Sarasota’s metaphysical community on this interesting 90 minute “energy” tou....
Ghosts of Pensacola: Haunted Trolley Tour
Step Aboard! This is no ordinary tour ride. Your spirited guide will captivate you with tales of ghostly encounters, mysterious happenings, and Pensacola’s haunted history as you visit iconic locations like The Kennedy House, Ol... More

Ghosts of Pensacola: Haunted Trolley Tour
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Florida
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Superb3 reviews5
Step Aboard! This is no ordinary tour ride. Your spirited guide will captivate you with tales of gho....
Sarasota Art Crawl Trolley Tour
The 2nd Annual Art Crawl Trolley tour runs Jan 10, Feb 14, Mar 14, & Apr 11, 2025. Book your boarding time (every 15 min) on one of 3 trolleys that visit 6 art district locations on a 45-min tour route in downtown Sarasota. Arts d... More

Sarasota Art Crawl Trolley Tour
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Florida
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Exellent30 reviews4.4
The 2nd Annual Art Crawl Trolley tour runs Jan 10, Feb 14, Mar 14, & Apr 11, 2025. Book your boardin....
Guided Tour of Naples on a Vintage Trolley (Hop on - Hop off)
Join us for a fascinating tour of the Naples area in one of our vintage trolleys. Hop-on/Hop-off all day and explore all Naples Florida has to offer. Enjoy our fully-narrated trolley tour covering more than 100 points of interest.... More

Guided Tour of Naples on a Vintage Trolley (Hop on - Hop off)
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Florida
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Superb93 reviews4.7
Join us for a fascinating tour of the Naples area in one of our vintage trolleys. Hop-on/Hop-off all....
Amish Experience Trolley Tour: Bridges to Understanding
Visit the only place in the world that the Amish and Mennonite communities come to vacation en masse and learn about their culture with your tour guide. On this tour, the goal is to create a “bridge of understanding” about the... More

Amish Experience Trolley Tour: Bridges to Understanding
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Florida
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Superb201 reviews4.9
Visit the only place in the world that the Amish and Mennonite communities come to vacation en masse....
Sarasota Architecture Tour
Sarasota is home to an amazing architectural legacy. On this 105-minute air-conditioned tour, guests will visit some outstanding examples of architecture and design, with tours featuring three of the city’s most distinctive styl... More

Sarasota Architecture Tour
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Florida
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Superb34 reviews4.9
Sarasota is home to an amazing architectural legacy. On this 105-minute air-conditioned tour, guests....
Party Bike Pub Crawl of Downtown Pensacola
Pedal through downtown Pensacola on a 2-hour pub crawl where you’ll get a taste of what’s new on one of “America’s Great Streets.” This eco-friendly adventure allows you to check out some of Pensacola’s most classic wa... More

Party Bike Pub Crawl of Downtown Pensacola
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Florida
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Superb87 reviews4.7
Pedal through downtown Pensacola on a 2-hour pub crawl where you’ll get a taste of what’s new on....
Murder Mystery Trolley: Who Killed The Circus Queen?
Fun, interactive murder mystery theater on the trolley! Someone has murdered the Circus Queen...and suspects abound among the circus folk on board. Everyone seems to have a motive. Wear a circus costume if you wish, find yourself ... More

Murder Mystery Trolley: Who Killed The Circus Queen?
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Florida
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Superb87 reviews4.8
Fun, interactive murder mystery theater on the trolley! Someone has murdered the Circus Queen...and ....