Actress and tour guide Kathryn Chesley specializes in donning period costumes and portraying Sarasota's most influential women -- Mable Ringling, Rose Wilson, Marie Selby, and Bertha Palmer -- and telling the story of the Sarasota... More

Sarasota has an outstanding collection of public art pieces. On this 90-minute tour aboard our enclosed, air-conditioned trolley, visit more than 50 of the city’s public art sculptures, monuments, and murals in charming neighbor... More

Join psychic and tarot reader, Deni Dreazen on a metaphysical exploration tour of Sarasota. Visit Pixie Dust gift shop, experience a sound bath at the Crocker Memorial Church with sound healer, Kaylene McCaw, and then walk the lab... More

Hop on board for a fun, family-friendly Halloween party on the trolley! Children and parents, join us for a 45-minute magical tour as WitchyPOO goes on a delightfully musical hunt for her dear missing Pumpkin all around downtown S... 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

See St. Pete's coolest landmarks and most interesting neighborhoods with popular local historian Monica Kile. Get an insider's view of the city as Monica shares her passion for historic architecture, urban design, and cultural his... 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 2.5-hour tour on an ope... 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

The Greatest Show on Wheels! The Circus Secrets of Venice tour will be led by guide, Bob Collins and focus on the rich history of the Ringling Brothers Barnum and Bailey Circus in Venice. The tour includes a stop at the Historic... 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

Experience St. Pete’s most dazzling holiday lights with our Family-Friendly Tour! Enjoy festive tunes, a fun Ugly Sweater contest, and a comedian guide, all while exploring the city’s best holiday displays. Pack your snacks an... More