IMPORTANT DETAILS: Reservations must be made by ROW – NOT BY PERSON. This is a private row that will accommodate a maximum of 4 people (1-4 people in your party, you only need to purchase the Qty of 1 Row/1 Traveler). Please ent... 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

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

Christmas Carol Trolley: Letters to Santa is a holiday tour of music and lights! This holiday favorite is a 75-minute family-friendly show filled with downtown lights, caroling down Main St., holiday stories, and heartfelt perform... More

Recently showcased by Misty Wells from Discovery Channel, this tour now carries a trusted stamp of approval. This is the only tour in St. Petersburg that takes you through 10 different districts in one trip, from historic neighbor... More

Experience one of the country’s most famous cemeteries at your own pace on this hop-on hop-off trolley tour of Arlington National Cemetery in Washington DC. Visit the most notable graves and memorials and learn about the cemeter... More

Please support small businesses and consider booking us directly, just use a web search to find us: Pineapple Ride and Tour ***Nights Of Lights Tours are available on our website ONLY*** Our Historical Tour is informative, comfo... 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

This interactive highly entertaining tour is the perfect way to celebrate date night, girls night out, birthdays, anniversaries or group events. Each tour offers guests the chance to sing their hearts out as a group led by talente... 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

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

Explore the vibrant spirit of Tampa on this 90-minute guided city tour. Travel through iconic districts like Ybor City and the Riverwalk, discovering both historical landmarks and contemporary cultural gems. From the city's rich c... More

2-Hours Private City tour with Live Tour Guide! Explore Miami Beach’s Art Deco District, Wynwood Walls, and Miami Design District. Food Stop at World Famous Sanguich Michelin rated cuban sandwich shop! We are Located Downtown N... 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

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

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

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

Join the only official mural tour curated by the SHINE Mural Festival organizers and Star Trolley, showcasing stunning murals by internationally renowned artists with over 2 million followers combined. This 2-hour tour on an open-... More