Frequently Asked Questions

Cancellation Policy

We run tours as scheduled rain or shine. If you cancel in advance or miss your tour, we will do our best to move you to another tour based on available space. However, ALL SALES ARE FINAL and we do not provide refunds for no-shows/tours you booked and missed.

Tours with fewer than 10 guests will travel in our comfortably air-conditioned high-top van.

If your tour is not able to run, we will move you to another tour of your choice or provide a credit for you to use in future at your discretion. These credits do not expire. If you purchase tour insurance, you will receive a refund within 30 days of your tour.

To accommodate COVID-19 requirements, DST is working with SRQ Trolleys on cleaning and sanitizing the trolley. Our 9-passenger high-top van is sanitized between tours as well. We are currently selling 75% capacity to follow COVID-19 protocols.

In addition, staff and guests will have their temperatures taken when they arrive. Anyone with a fever will be asked to leave and have their tickets refunded. All guests must wear masks and use the disposable hand sanitizer packets offered at no charge. For guests who do not have them, masks are sold at the Vintage Sarasota Gift Shop.

Tour Guides and Reservation Staff will wear masks while greeting guests. Once trolleys are boarded, tour guides wear plastic face shields to deliver their tours so you are able to see their faces.

All tours depart from and return to our Trolley Cottage, 1826 4th Street in Sarasota (behind The Breakfast House off Fruitville & Osprey).

We have a cute Vintage Sarasota Gift Shop where you can browse for souvenirs before boarding.

Please arrive at least 30 minutes before the tour leaves to check in and check out our Vintage Sarasota gift shop or The ChillMobile, our vintage ice cream truck, while you wait to board.

Trolleys leave at your scheduled time. If you don’t arrive within 5 minutes of departure time, we reserve the right to resell your ticket.

Easy FREE on-site parking is available right around the Trolley Cottage!

We have some tours that are specifically designed for kids and families: Rainbows & Unicorns and the Holly Jolly Trolley cater to kids 3-11 and bigger people 12+.

Several of our tours are open to older children ages 7-11: Amish Experience, Circus Secrets of Sarasota, City Sightseeing, and the Public Art Tour. Young people 12-20 may join the Psychic Sunday tour with a parent or guardian, and all our evening tours, which include beer and wine are 21+ only.

Please note that strollers and car seats are not permitted on any trolley or van tours.

All tickets must be paid at time of booking.

We do not allow any coolers or personal alcohol on the tours.

We have a variety of options to book a trolley tour for a group! See our group tours page for more information on how to book a group tour.

The handling fee added to each ticket covers a bottle of chilled water, your program and map, and it helps us maintain our public restroom. It is part of the ticket price whether you book online or in person.

Our tours run year-round, but during our hottest months of the summer, we don’t run all tours every day, so please check the activity calendars. If there is a date not listed, please email us at [email protected]

Max, our DST mascot and greeter!

Small dogs (under 20 pounds) in carriers are welcome. Please note that many smaller groups travel in our high-top van and there isn’t a lot of room.

Our cute Vintage Sarasota Gift Shop features curious collectibles and memorabilia curated to complement our eighteen trolley tour themes.

We carry Ringling Brothers Circus, Ghost, Psychic, Sports, and Public Art items as well as a bevy of Old Florida/Old Sarasota books, cards, t-shirts, magnets, flamingos, pins, art boards, drinkware, candles, tablecloths, tea towels, soaps, food items & vintage memorabilia.

The ChillMobile is our groovy vintage 1979 ice cream truck, which sells cool locally-produced ice cream, popsicles & novelty treats!