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

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

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

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

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

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

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

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

Elevate your group outing in St. Pete with your own private Trolley Pub. Step onto the Trolley Pub with your crew and embark on a 2-hour journey that combines the thrill of a moving party with the fun of exploring 3 different bar/... 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

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

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

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

Join us on Tuesdays January-April for our NEW Venice, FL Tours! Experience a full day of fun on our 10 AM Venice City Sightseeing Tour or our 1 PM Circus Secrets of Venice tour. Discover the history, landmarks, neighborhoods, n... 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

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

Hop aboard Discover Sarasota Tours’ air-conditioned Dolly the Trolley for our Sunset Cabaret music and craft beer tour with local tour guide, actor, songwriter and raconteur Steve McAllister. This engaging tour kicks off with f... 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