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.
Hop aboard our air-conditioned trolley to hear entertaining stories of fascinating people, interesting places, and intriguing events that shaped Sarasota’s rich culture on one of our many Daytime Sightseeing Tours or Nighttime Theatrical Shows.
Due to limited availability, advance reservations are highly encouraged! Our Trolley vehicle is enclosed and air-conditioned. We cannot accommodate wheelchairs.
Check our FULL CALENDAR for the tours offered each day.
Tours that are running are listed on our calendar. If a tour is not listed, it is not running on that day or time, is already sold out, or is booked for a private event. All available tours and seats are listed on the website. Our prices are the lowest and consistent here on our website ($48.99 daytime tours and $52.99 nighttime tours, plus tax and handling fees). Please book directly with us, your tour operator, for the best pricing available.
Private Group Daytime Tours generally run on Mondays; Private Group Evening Tours can run other days of the week.
The Trolley Cottage Gift Shop is open:
Mondays-Sundays 9 AM – 5 PM
Explore Sarasota’s vibrant public art downtown & neighborhood gallery locations. Hop on, hop off at (6) six art gallery and studio locations. Enjoy free beer/wine before boarding, and at galleries while you browse. Art Crawl with us every second Friday, January-April 2024, from 5-9 PM.
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.
Hop onboard Dolly The Trolley to enjoy downtown holiday music and lights tour for the whole family on the Christmas Carol Trolley: Letters To Santa tour. This fun-filled music and light tour features singing cast members: Christmas Carol, Candy Cane, Holly Jolly and Billy Holliday who celebrate the holidays with a Christmas carol sing-along down Main Street, holiday stories, letters to Santa, jokes and trivia, and a charming tour of Sarasota’s downtown neighborhood lights.