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About Us

Trolley Tours Near Sarasota, Florida

Discover Sarasota Tours offers fun, entertaining, interactive, and informative air-conditioned trolley 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 the 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

Our comfortable, air-conditioned Dolly The Trolley embarks from our Trolley Cottage Gift Shop, a charming 1930s bungalow at 1826 4th Street, with easy, FREE on-site parking behind the Breakfast House off of Fruitville Road.

See the All Tours page for a full listing of current offerings.

Our Trolley Cottage Gift 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

Our company is made up of a diverse, highly motivated team. We are always looking for dependable, enthusiastic storytellers who love Sarasota and her amazing history.

Currently seeking Tour Guides, Drivers & Front Desk Staff.


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