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

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

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'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

Climb up into the Safari truck, fasten your seatbelt and get ready for the Around the Island Safari Truck Tour! Your tour guide driver will be showing you historical sites, celebrity neighborhoods, mega mansions and more. We'll ju... More

Open-Air Trolley Tour with a Food Stop for the World's Best Cuban Sandwich See all the best parts of Miami in just 2 hours! We are Miami’s only American-owned, open-air trolley tour. Ride in style with a live, English-speaking ... 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

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

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

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

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

Explore the vibrant sights of Key West with the Old Town Trolley, Aquarium, and Shipwreck Museum package. This tour offers unlimited hop-on, hop-off access to 13 convenient trolley stops, allowing you to explore highlights like th... 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

Glide through the vibrant heart of Naples, Florida, on an exhilarating Segway tour! Feel the Gulf breeze as you effortlessly zip past stunning coastal vistas, explore historic landmarks, and immerse yourself in the lively energy o... 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

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