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

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

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

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

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

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

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, Rose Wilson, Marie Selby, and Bertha Palmer -- and telling the story of the Sarasota... More

The 2nd Annual Art Crawl Trolley tour runs Jan 10, Feb 14, Mar 14, & Apr 11, 2025. Book your boarding time (every 15 min) on one of 3 trolleys that visit 6 art district locations on a 45-min tour route in downtown Sarasota. Arts d... 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

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