1826 4th Street

Celebrate an early Saint Patrick’s Day with us! This festive party tour will lead you to Sarasota’s Irish pubs while enjoying jokes, songs, stories, and laughs along the way!

Throughout the month of May enjoy our Veterans & Vigilantes tour where you will learn about the city’s military history & ensuing conflicts.

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.

Celebrate Valentine’s Day with your sweetheart aboard our historic trolley!

During December join us for a special holiday trolley tour complete with cocoa, carols & Christmas stories about Sarasota!

Larn 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!

See the most popular outdoor sculptures, murals, and monuments in Sarasota on this art trolley tour. Learn about the city’s history of public art.

Learn about the history of psychics and mediums in Sarasota. Discover Pixie Dust Metaphysical Boutique, Siesta Key Beach, and a labyrinth. You can add a tarot card reading to your tour!

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.

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.

On our Tiki Trivia Trolley Tour, you have the chance to win gift certificates to local bars and restaurants. The tour includes a stop at Siesta Key Rum Distillery.

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.

On this air-conditioned City Sightseeing Trolley Tour, visit Sarasota’s historic neighborhoods. Circus lore, Amish culture, real estate developments, and colorful stories about Sarasota’s founders give visitors a true overview of Sarasota’s rich and amazing history.