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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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