Trolley Tours of Sarasota & Venice

On this classic City Sightseeing Tour, learn where to tour, dine, shop or visit! Get an entertaining overview of Sarasota’s rich history, culture, and neighborhoods.

Step aboard the trolley for a thrilling and historical musical journey through Sarasota’s eerie past with Lady Melody & Mystery Spirits! Learn about Sarasota’s famous murders, haunted buildings, and unsolved crimes on this fun trolley tour. Keep an eye out for surprise guests along the way!

A fun, interactive musical adventure for kids of all ages, featuring WitchyPOO and her Pumpkin too!

Hop aboard Dolly The Trolley to enjoy our holiday music & lights tour — fun for the whole family! Christmas Carol Trolley: Letters To Santa is a musical, holiday adventure tour featuring our singing cast members, The Trolley Troubadours. 

On this 90-minute interactive tour, solve the mystery of the Circus Queen’s murder in a fun circus-themed theatrical show aboard the trolley.

Enjoy stories of Sarasota’s history, music, jokes, trivia, gorgeous setting sun driving by Lido Beach and a stop for craft beer at Sun King Sarasota brewery.

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

Hop aboard our air-conditioned trolley to learn about Sarasota’s distinctive architectural styles. Tours feature Mid-Century Modern, Art Deco, and Mediterranean Revival buildings, homes, and structures.

Learn about the psychic history of Sarasota. Discover Pixie Dust Metaphysical Boutique, have a sound healing immersive experience, and walk a labyrinth. Add a tarot card reading to your tour!

Hop aboard our air-conditioned trolley to see more than 50 pieces of public art in downtown Sarasota neighborhoods on our Public Art Tour led by painter Jerome Chesley.

Learn about Amish & Mennonite cultures in Sarasota from tour guide Kendra Cross. Stops at Alma Sue’s Quilt Shop, The Carlisle Inn & Der Dutchman Amish Kitchen Cooking Restaurant for a pie shooter.

An Historical City Trolley Tour led by one of Sarasota’s Founding Women: Rose Wilson, Mable Ringling, Marie Selby, and Bertha Palmer, as portrayed by actress and guide Kathryn Chesley.

Discover the history, landmarks, neighborhoods, natural beauty, and things to do in Venice, Florida on our Venice City Sightseeing Tour! Offered in partnership with Venice Florida Tours guides. Tours depart from the Venice Area Chamber of Commerce.

Join the Circus Secrets of Venice tour with Bob Collins, exploring Ringling Bros. history and the Historic Train Depot. Proceeds support the Venice Area Historical Society.

Explore Sarasota’s vibrant public art downtown & neighborhood gallery locations. Hop on, hop off at the art gallery and studio locations. Enjoy free beer/wine before boarding, and at galleries while you browse. Art Crawl with us on select Fridays, January-April.

Join us and hop through history on our annual,  week-long celebration of Sarasota County history! History Hop Trolley is brought to you in partnership with the Lemon Bay Historical Society (of Englewood), Venice Area Historical Society, and Sarasota County’s Historic Phillippi Creek Estate.

Hop aboard air-conditioned Dolly The Trolley to discover Sarasota’s best food, flavors, and history with local chef and tour guide.