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About Us

Trolley & Van Tours Around Sarasota, Florida

Discover Sarasota Tours offers fun, entertaining, interactive, and informative air-conditioned trolley and van tours of the most interesting places and stories that shaped Sarasota’s rich cultural past. We offer many different daytime, nighttime, or holiday trolley tours exploring the history, culture, and unique aspects of Sarasota.

If you are looking for a fun activity for your next group outing, look no further! Our tours are perfect for groups. Check out our private Group Tours page.

Our tours run year-round, but during our hottest months of the summer, we don’t run all tours every day, so please check the calendar. If there is a date not listed when you would like a tour, please email us at [email protected].

Our comfortable, air-conditioned trolley (or van) embarks from our Trolley Cottage, a charming 1930s bungalow at 1826 4th Street, with easy, FREE on-site parking behind the Breakfast House off Fruitville Road.

We offer City Sightseeing tours several times a day most days of the week, an Infamous Sarasota Happy Hour tour on Friday nights, twice a week Circus Secrets of Sarasota tours, and Friday night Haunted Sarasota tours. We also offer Public Art tours on Thursday afternoons, Psychic Sunday tours once or twice a month and Amish Experience tours run Thursday mornings at 10 AM. Our Tiki Trivia Trolley tour runs Sunday afternoons.

We also offer Holiday Tours: Holly Jolly Trolley for Christmas, Love Stories of Sarasota for Valentine’s week, and an Irish Hooley on the Trolley for Saint Patrick’s week!

Discover Sarasota Tours’ Vintage Sarasota Shop features curious collectibles and memorabilia curated to complement our trolley tour themes. The Trolley Cottage is also home to our groovy vintage 1979 ice cream truck, The ChillMobile, selling cool locally-produced ice cream, popsicles & novelty treats.

Please allow extra time for traffic and plan to arrive 30 minutes in advance of your tour. We leave the Trolley Cottage at the regularly scheduled tour times.

Join The Team

Currently seeking 3-4 Talented Performers for Saturday Night Interactive Trolley Tour Performances starting Feb 5, 2022 and running weekly.

See the casting notice here.

Our company is made up of a diverse, highly motivated team of Cast Members, most of whom are performers in local theaters. We are always looking for dependable, enthusiastic storytellers who love Sarasota and her amazing history.


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