Old Town Trolley's Holiday Sights and Festive Nights Tour
holiday_light_displays

Artistic rendering โ€“ Event may differ

Old Town Trolley's Holiday Sights and Festive Nights Tour

Experience the magic of the holidays in Key West with Old Town Trolley's Festive Nights Tour. Locals go all out decorating their historic homes in a dazzling display of lights and creative touches for a friendly competition. This narrated 60-minute tour offers a unique way to enjoy the island's festive spirit, sharing fun facts and historical anecdotes along the way. Make this charming island holiday tradition your own.

What to Expect

Island-style holiday lights tour on a trolley

Know Before You Go

  • Tickets: $$ โ€“ Get tickets
  • Parking: Parking on the island can be difficult. Tour stops are conveniently located near major hotels and attractions.
  • Accessibility: Collapsible wheelchairs can be accommodated. Some trolleys are equipped with hydraulic lifts for non-ambulatory guests or those with non-collapsible chairs/scooters, available at specific stops with advance notice. Strollers must be folded and stored.
  • Pets: Service animals only

Other Christmas Events Near Key West

Local Insight & Ratings

Family Friendly

๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ (5/5)

Best For

Families, couples, holiday enthusiasts

Vibe

Festive, cheerful, informative

Energy Level

Low

Budget

$$

Photo Friendly

๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท (4/5)

Weather Sensitivity

Low

Special Events & Promotions

  • Annual Key West Holiday Lights Contest with a $500 First Place prize.
  • Limited capacity with reservation-based tickets.
  • VIP passes are not accepted for Holiday Tours.

Tags

holiday light displaysfamily friendlyseasonal activitiesholiday traditionguided toursfestive decorationscommunity celebrationholiday cheer

Location

Mallory Square
Key West, FL

Event Details

Duration

60 minutes

Ages

All ages

Timed Entry

Yes

Organizer

Old Town Trolley Tours

Food & Drink

Food and drinks are allowed, but alcoholic beverages are prohibited.

Quick Actions

Tips & Advice

  • Book tickets in advance as capacity is limited to 35 seats per trolley.
  • Arrive at Mallory Square at least 15 minutes prior to your scheduled tour time for check-in.
  • While food and non-alcoholic drinks are permitted, consider eating beforehand as the tour is only 60 minutes.
  • Reschedule your tour up to 24 hours in advance if needed, but note that tickets are non-refundable.
  • Check the tour updates link for any potential route or stop changes on the day of your tour.

Frequently Asked Questions

What is the duration of the Holiday Sights and Festive Nights Tour?

The tour lasts approximately 60 minutes.

Where does the tour depart from?

Tours depart from Mallory Square.

Are alcoholic beverages allowed on the trolley?

No, alcoholic beverages are not allowed on board for the safety and comfort of all guests.

Can I reschedule my tour if I can't make it?

Yes, you may reschedule up to 24 hours in advance of your tour time, provided seats are available. Tickets are non-refundable.

Is the trolley accessible for guests with wheelchairs or scooters?

Collapsible wheelchairs can be accommodated. Some trolleys have lifts for scooters/wheelchairs at specific stops, but advance notice is required.

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.

Contributors & Updates

Last Updated: Oct 30, 2025
Original Submitter: Sep 17, 2025 The Christmas Events Near Me editorial team

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