Christmas Carol Trolley Tour in Sarasota, FL
Difficulty
easy
Duration
75 minutes
Fitness Level
No special physical fitness required, suitable for all ages including young children and seniors.
Overview
Enjoy a festive 75-minute trolley tour through Sarasota's holiday-lit downtown. Sing carols, hear magical stories, and see real Letters to Santa in a family-friendly experience everyone will love.
Christmas Carol Trolley: Letters to Santa Family Show
(+ tax/handling) • 75 minutes • Complimentary wine/beer • Ages 2-11, 12+
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Adventure Photos
About This Adventure
Experience the magic of the season on the Christmas Carol Trolley tour! This 75-minute adventure features festive music, enchanting holiday lights, and real Letters to Santa. Enjoy caroling, stories, and delightful performances as you explore Sarasota's downtown. Perfect for families, this unique tour promises unforgettable holiday memories!
Celebrate the Spirit of Christmas!
Duration
75 minutes
About
Hop on board Dolly the Trolley to enjoy music, stories, and magical holiday lights on the NEW Christmas Carol Trolley tour!
The Christmas Carol Trolley is a fun-filled music and light tour that revolves around real Letters to Santa. Enjoy a 90-minute holiday tour for the whole family with a Christmas carol sing-along, holiday stories, jokes and trivia, and a charming tour of Sarasota’s downtown neighborhood lights.
Stops include Sarasota Municipal Auditorium, Crocker Church, Main Street, Southside Village Cherokee Park, the Bayfront and Harbor Acres, where hear real Letters to Santa, and special holiday entertainers jump onboard during the tour to sing your favorite songs!
Kids can sip soft drinks while grownups enjoy wine/beer while browsing through our Trolley Cottage Gift Shop full of fun holiday gifts and other treasures before boarding.
Holiday outfits encouraged!
This show is intended for adults (12+) and Children (3-11). We cannot accommodate children under 3. Every guest must have a paid ticket in order to board the Trolley.
PLEASE NOTE: Video, audio and film recording of any performance by patrons is strictly prohibited.
Departure/Return Location
1826 4th Street in Sarasota (behind The Breakfast House off Fruitville)
Arriving
Please arrive at least 30 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 on-site parking is available!
Things to Note
- This is a non-stop tour and you should expect to be seated for the whole trip.
- Includes complimentary soft drinks for kids and wine/beer for guests 21+ at the Trolley Cottage before the tour.
- No coolers or personal alcohol are allowed on our tours. No alcoholic beverages are allowed on the trolley.
- Visit the Trolley Cottage Gift Shop, offering unique Sarasota merchandise while waiting to board.
- We also offer group tours of 20 or more for any regular tour—or let us create a custom tour for your group!
Adventure Tips
Arrive Early
Plan to arrive at least 15 minutes before departure to secure your seats and settle in comfortably.
Dress Warmly
Evenings in Sarasota can get chilly in winter, so bring layers to stay cozy during the trolley ride.
Best for Families
The tour is designed with kids in mind, so be prepared for an interactive and lively family atmosphere.
Accessibility
Check in advance for wheelchair accessibility options if required, as trolley space can be limited.
Local Insights
Wildlife
- Great Egrets commonly seen around city water bodies.
- Brightly colored Painted Buntings found in local parks and gardens.
History
Sarasota’s historic downtown blends early 20th-century architecture with vibrant holiday traditions celebrated for decades.
Conservation
Local organizations focus on preserving Sarasota's urban green spaces and sustainably managing holiday event impacts.
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Frequently Asked Questions
Recommended Gear
Warm Jacket
Keeps you comfortable during cooler evening rides.
winter specific
Camera or Smartphone
Capture festive lights and joyful moments throughout the tour.
Comfortable Footwear
Useful for walking short distances to and from the trolley boarding point.
Small Blanket
Adds warmth and comfort for children or chilly guests on the trolley.
fall|winter specific