Old Town Trolley Holiday Sights and Festive Nights Tour
Guests hop aboard the trolley for an island-style tour through the decorated streets of Key West. The ride showcases historic homes adorned in festive light displays as local residents compete in the annual holiday lights contest. Along the way, live narration highlights entertaining fun facts and history about the island.
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Plan Your Visit
Website / Tickets
When
Tickets
Adults: from $33.95; children ages 3–12: $22.95; ages 2 and under ride free and must ride on a parent’s lap. A 5% city fee is added to all tickets.
Ages
Children (3-12): $22.95*, Ages 2 and under ride free. Must ride on parent’s lap.
Going?
Location
Tips & Advice
- Buy your tickets online ahead of time, because they're only sold online and each trolley holds just 35 people.
- Get to the booth at Mallory Square 15 minutes before your tour to check in, because tours run on a reservation basis.
- Leave your VIP pass at home for this one, because VIP passes can't be used for the Holiday Sights and Festive Nights Tour.
- If you're booking for a large group, know that groups aren't guaranteed to sit together on the trolley.
- Add Trip Protection when you book if your plans might change, because tickets are otherwise non-refundable and can only be rescheduled up to 24 hours ahead.
Special Events & Promotions
- Optional Trip Protection add-on lets you cancel or reschedule up to your travel date.
Links & Contact
Run by Old Town Trolley Tours
Christmas Events Near Me is an independent guide, not the organizer of this event. For tickets, entries, vendor spots or questions, contact the organizer directly through their contact page.
Frequently Asked Questions
How long is the tour?
It lasts 60 minutes, with narration about Key West's history and fun facts as you ride past homes decorated with lights.
Where do I check in?
Tours leave from Mallory Square. Check in at the booth 15 minutes before your scheduled tour.
Can kids come along?
Yes. There's a child ticket, and children aged 2 and under ride free on a parent's lap.
Can I use my VIP pass or change my booking?
VIP passes aren't accepted on the Holiday Tours. Tickets are non-refundable, but you can reschedule up to 24 hours before your tour time if seats are available.
Can I enter my own house in the lights contest?
Yes. Key West homeowners can enter the 2026 Holiday Lights Contest, which is for bragging rights and a first-place prize.
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Always check the official website for the most current information.
We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly. Christmas Events Near Me is an independent guide and isn't affiliated with the events we list.