City Sightseeing Tour
$30 adults and children 12+ | $15 children 6-11

Perfect for Groups and Families!

Step onboard our Holly Jolly Trolley with guide Jenny Claus for our special daytime holiday tour with cocoa, carols & Christmas stories of Sarasota.

Visit city spots with Christmas story connections, hear about our Sarasota traditions during the holidays & sing along to your favorite Christmas songs.

Includes FREE cocoa at the Trolley Cottage before the tour!

In December — Wednesdays at 11 AM & Sundays at 2 PM.


START TIMES Holly Jolly Trolley Tours run from 11:00 AM-12:30 PM Wednesdays, and 2:00-3:30 PM Sundays in December. See the schedule above for availability.
DURATION 90 minutes in peak season.
DEPARTURE/RETURN LOCATION 1826 4th Street in Sarasota (behind The Breakfast House off Fruitville)
ARRIVING Please arrive at least 15 minutes before the tour leaves, to check in and visit our gift shop 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.
PARKING FREE shaded parking is available!
ACCESSIBILITY We have two trolleys that are wheelchair accessible but they may not always be available; if you need a wheelchair or are bringing a group of people who need a wheelchair lift or need to remain in their wheelchairs for the tour, please email
THINGS TO NOTE This is a non-stop tour and you should expect to be seated for the whole trip.
CANCELLATION Book with confidence! We run tours as scheduled rain or shine. If you cancel in advance  or miss your tour and are able to take a future tour, we will do our best to accommodate you based on available space. However, all sales are final and we do not provide refunds for no-shows/tours you booked and missed. If we must cancel a tour for any reason, we will give you as much notice as possible and try to move you to another tour date, provide a gift certificate for a future tour or refund your ticket.