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  • Sip and See Art!

Art Crawl Trolley

Quick Details

Adult Ages 21+ ONLY

Hop-on/Hop-off Art Crawl Trolley Tour

Tripadvisor Travelers' Choice Awards 2024

Enjoy a hop-on/hop-off Art Crawl Trolley experience on select Fridays during January, February, March & April!

Explore Sarasota’s vibrant art scene with guide and watercolor artist, Jerome Chesley. See Sarasota’s collection of public art and 20+ art galleries and studios! Along the way, enjoy hearing about the neighborhoods we’ll visit, Sarasota’s visual arts community and Sarasota’s public art collection.

Two trolleys run in rotation every 15 minutes from 4 PM – 8 PM and stop at several hub stop locations where you’ll find many galleries and studios to visit! The trolleys arrive every 15 minutes to each hub stop from 4 PM – 8 PM. If you are unable to catch one of the trolleys before 8 PM, you are welcome to take an Uber or walk back to the Trolley Cottage.

Before you board, browse our charming Trolley Cottage Gift Shop located in the heart of Gillespie Park.

Things to know before you arrive for your Art Crawl Trolley tour:

  • Please arrive for check-in at the Discover Sarasota Tours’ Trolley Cottage between 4 PM – 8 PM to begin the tour!
  • This tour includes hop-on/hop-off transportation to all art gallery & studio hub stop locations.
  • FREE onsite parking at the Trolley Cottage Gift Shop.
  • Complimentary beer or wine for guests 21+ at the Trolley Cottage Tiki Bar before boarding.

ALL guests must be 21+. Every guest must have a paid ticket in order to board.


Art Crawl Trolley
Last night we thoroughly enjoyed our trolley tour of three galleries! Jerry was our host for the tour and was informative and fun! Along with wine and nibbles available at each stop, the gallery owners and artists provided us with info on their artwork and collections. Between galleries we were introduced to many pieces of public art in Sarasota! All in all, it was a wonderful way to spend an evening and get to know more about the Sarasota Art Scene! — Kathy H.

Well worth the cost, try it… you too, will be very pleased.
Fun way to spend an evening. It ‘spotlighted’ several galleries we had not been to. Very helpful staff and it could not have been more easy to get around. It was a fun vibe with other guests as well. — Donna C.