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

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

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

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

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

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