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

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

Our Private Historical Tour is informative, comfortable, and convenient. Our expert guides will take the time to get to know you and share their knowledge about the city they love. Our tours are conducted on an electric vehicle w... 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. Tours with fewer than 10 guests ... 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

it's a MAGICAL HISTORY TOUR!!! history, magic and of course the hauntings of this beautiful (and soon to be restored) island town. Stories of the mysterious Calusa Indians, the Koreshan "cult" and the ghosts of those that tragica... 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

Exploring the best this island city has to offer and the best way to get to know the city is on an Island Trolley Tours. Island Trolley Tours offers daily tours of Marathon, Florida. All of our tours have live onboard commentary b... 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

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

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

Hop on board our haunted trolley tour for a historical tour of Sarasota’s haunted past! Hear stories about famous murders, visit spirited buildings, and explore unsolved crimes during this 90-minute, air-conditioned nighttime to... More

Hop aboard our enclosed, air-conditioned van or trolley to learn about the vibrant Amish and Mennonite cultures here in Sarasota. Learn about the beliefs, traditions and differences between these two religious orders from our know... More

The Greatest Show on Wheels! Find out why Sarasota is called Circus City USA! Our tour guide, circus historian Bob Collins, provides the history of the circus in Sarasota by telling interesting stories about all the spots you w... More

The Christmas Carol Trolley: Letters to Santa is a 90-minute fun-filled downtown holiday music and lights tour for the whole family with a Christmas carol sing-along, holiday stories, jokes, and trivia, and a charming tour of Sara... More

Explore a different cuisine on each tour by visiting three local restaurants for small bites and dessert with your tour guide, a local Sarasota foodie and restaurant expert. Meet restaurant chefs and owners as you learn more about... 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

Enjoy a hop-on/hop-off Art Crawl experience on select Fridays, January-March, 2024! Dates for 2025 Art Crawl to be announced. Explore Sarasota’s vibrant art scene with guide & watercolor artist Jerome Chesley. See Sarasota’s... More