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Discover more about Sarasota with one of our many unique trolley tours. See all our entertaining tours below!
November-May, tours run Tuesdays-Sundays in the air-conditioned enclosed trolley.
Additional tours are offered in the high-top passenger van. The tour listing will show the vehicle used for the tour.
During low season (June-October) tours do not run every day. Check our full calendar for the tours offered each day.
The Trolley Cottage is open:
Tuesdays-Thursdays 9 AM – 3 PM | Fridays 9 AM – 9 PM | Saturdays 9 AM – 3 PM | Sundays 12 PM – 5 PM
We are closed Mondays for private tours.
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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 sample of delicious pie!
Visit three local art galleries to experience the vibrant Sarasota arts scene. Enjoy wine and appetizers at each gallery while you browse.
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.
On this classic City Sightseeing Tour, learn where to tour, shop, and dine! Get an entertaining overview of Sarasota’s rich history, culture, and neighborhoods.
Learn about Sarasota’s famous murders, haunted buildings, and unsolved crimes on this trolley tour. Keep an eye out for surprise guests along the way!!
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.
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.
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.
Enjoy a scenic City Tour at Happy Hour! See the BEST places to visit, shop, and dine in Sarasota’s funky and historic downtown neighborhoods as you watch the sun set on beautiful Sarasota Bay.
Our Tiki Trivia Trolley Tour includes a fun sing-along to favorite Florida tunes, Sarasota trivia contest & a stop at the Bahi Hut, Sarasota’s oldest tiki bar, for a sample of their world-famous tiki drinks.