Illustration of a generic other scene (Old Town Trolley Holiday Sights and Festive Nights Tour)
Other Christmas Activities

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.

What to Expect

Narrated trolley tour showcasing Key West's festive holiday lights competition.

Event Details

Duration

60 minutes.

Ages

Children (3-12): $22.95*, Ages 2 and under ride free. Must ride on parent’s lap.

Timed Entry

Yes

Organizer

Old Town Trolley Tours

Get Tickets

Local Insight & Ratings

Family Friendly

🎄 🎄 🎄 🎄 ⚪ (4/5)

Best For

Families and friends looking for a festive sightseeing outing

Vibe

Festive and relaxed

Energy Level

Low

Budget

$$

Photo Friendly

High

Weather Sensitivity

Moderate

Location

Mallory Square
Key West, FL

Know Before You Go

  • 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. – Get tickets

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.

Quick Actions

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.

Tags

holiday light displaysfamily friendlyseasonal activitiesholiday traditionfestive decorationscommunity celebrationguided tours

More Christmas Events Near Key West

More Christmas Events near Key West

Open the map around Key West →

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.

Contributors & Updates

Last Updated: Nov 4, 2026
Original Submitter: Sep 17, 2025 The Christmas Events Near Me editorial team