THE CENTENNIAL TROLLEY TOUR

All aboard for a journey through Sarasota’s vibrant past! Our Centennial guided Trolley Tour is your ticket to the city’s most iconic landmarks, storied neighborhoods, and hidden gems—each stop telling a piece of Sarasota’s remarkable 100-year story.

Step back in time as usual marvel at the Mediterranean Revival splendor of Sarasota’s historic downtown, and imagine the boom days when artists, visionaries, and beachcombers flocked to these sun-drenched shores. You will have an interactive session with 4 places celebrating a centennial: Sarasota Memorial Hospital, the Opera House, the Arts Center and Sarasota Yacht Club. You will see the Circus magnate and visionary John Ringling plans for St. Armand’s actually come to life; you will hear other interesting historical stories about Sarasota 100 years ago,.

From the classic theaters on Main Street to the rich art history, the Centennial Trolley Tour weaves together Sarasota’s diverse history—art, architecture, nature, and a touch of old Florida glamour.

Whether you’re a first-time visitor or a lifelong resident, you’ll see Sarasota in a new light. Join us as we celebrate a century of stories, sunshine, and unforgettable places. This curated tour offers stories, prizes and momentos to take away..

Hop on. Explore. Celebrate Sarasota’s Centennial in style!

Attire: casual clothes and comfortable walking shoes.
Includes: If you enjoyed your tour, tips are accepted and greatly appreciated by our tour guides.
Weather: We tour rain or shine.
Start Time: 10 a.m. on Thursdays through February
Trolleys are air conditioned.
Meet here at Marina Jack Trail, Sarasota, FL 34236
Where to meet and Parking: Entrance to Bayfront / Island park in front of the roundabout where the trolley will pick you up, Parking is free around bayfront park for 3 hours. If the tour happens to run overtime, to avoid a ticket you may wish to park on the street metered parking spots on palm avenue or in the palm avenue parking garage.
Please note that all tours require a minimum of 15 people. This does not mean one party must book 15 individuals, but that our total headcount achieves the minimum. We will notify you if we have not reached this capacity and will always strive to accommodate our valued guests!

Please allow enough time for travel and parking before your tour time.