Relive the glory days of Sarasota’s sunny and scandalous 60s, 70s, and 80s with tour guide Jonny Mac! Hear stories of Sarasota’s growth boom, its legendary bars, and the fascinating people who lived here. Includes complimentary wine or beer before boarding.

Learn about Sarasota’s famous murders, haunted buildings, and unsolved crimes on this trolley tour. Don’t be surprised if your tour includes some surprise visitors. Includes complimentary wine or beer before boarding.

Learn about the Circus Side of Sarasota by visiting key landmarks and hearing stories of the colorful cast of circus characters, showmen, and performers who called Sarasota home.

Learn about the Circus Side of Sarasota by visiting key landmarks and hearing stories of the colorful cast of circus characters, showmen, and performers who called Sarasota home.

Learn about the Amish and Mennonite cultures here in Sarasota from Kendra Cross. End the tour with a stop at Der Dutchman Amish Kitchen Cooking Restaurant for some delicious pie!

Hop aboard our air- conditioned trolley to see more than 80 pieces of public art in downtown Sarasota on our Public Art Tour led by painter Jerome Chesley.

Learn about Sarasota’s rich sports history including major league baseball, golf & legendary water sports while visiting key landmarks and unique neighborhoods around the city. Includes complimentary beer or wine at Trolley Cottage Tiki Bar before boarding.

Relive the glory days of Sarasota’s sunny and scandalous 60s, 70s, and 80s with tour guide Jonny Mac! Hear stories of Sarasota’s growth boom, its legendary bars, and the fascinating people who lived here. Includes complimentary wine or beer before boarding.

Learn about Sarasota’s famous murders, haunted buildings, and unsolved crimes on this trolley tour. Don’t be surprised if your tour includes some surprise visitors. Includes complimentary wine or beer before boarding.