1826 4th Street

Visit three local art galleries to experience the vibrant Sarasota arts scene. Enjoy wine and appetizers at each gallery while you browse.

Explore a different cuisine on each tour by visiting three local restaurants for small bites and dessert with guide. Meet restaurant chefs and owners as you learn more about each cuisine.

A whimsical adventure through Sarasota’s magical places with tour guide Princess Jenny!

Grab your girlfriends and join us for a personal shopping experience aboard our air-conditioned trolley, visiting three local boutiques offering beautiful clothing, accessories & gifts, home decor, or unique vintage finds!

Celebrate Saint Patrick’s Day early! This festive tour leads to one of Sarasota’s lively Irish pubs for beer tasting and music, with jokes, songs, stories, and laughs along the way!

Throughout the month of May, our Veterans & Vigilantes tour where you will learn about the city’s military history, from early vigilantes to recent veterans.

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!

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 50 pieces of public art in downtown Sarasota on our Public Art Tour led by painter Jerome Chesley.

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.

Our Tiki Trivia Trolley Tour includes fun musical sing-alongs to favorite Florida tunes, a Sarasota trivia contest and 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.