Grinch's Merry Match Trolley Tour
other

Artistic rendering โ€“ Event may differ

Grinch's Merry Match Trolley Tour

Hop aboard the Grinch's new trolley for a whimsical adventure and a love story for the ages! In this interactive tour, you'll help decide if Martha May Whovier chooses true love or politics. Sing along to beloved Christmas tunes and immerse yourself in the festive spirit of Whoville.

What to Expect

Interactive trolley tour with a Grinch-themed love story.

Know Before You Go

  • Tickets: $$ โ€“ Get tickets
  • Parking: Several public lots nearby and plenty of free on-street parking. The Old Courthouse Parking Garage at 25 W Intendencia Street is on the site of the event. Accessible parking is available in the on-site parking garage.
  • Accessibility: ASL interpretation available on request. Tours with specific accessibility services are marked during ticketing. Contact for additional accommodation needs.
  • Pets: No pets allowed (service animals welcome)

Other Christmas Events Near Pensacola

Local Insight & Ratings

Family Friendly

๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ ๐ŸŽ„ (5/5)

Best For

Families, couples, fans of the grinch

Vibe

Whimsical, festive, interactive, romantic

Energy Level

Low

Budget

$$

Photo Friendly

๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท ๐Ÿ“ท (4/5)

Weather Sensitivity

Moderate (polar express may use enclosed trolley in inclement weather)

Special Events & Promotions

  • Win train tickets by dressing in your 'Who best'.
  • Early booking discounts available before November 1.
  • Private tours can be arranged for large groups.

Tags

holiday entertainmentfamily friendlytheaterinteractive displaysSanta visitsseasonal activitiesholiday traditioncommunity celebrationfestive atmosphere

Featured Video

Location

Old County Courthouse
223 S Palafox Place
Pensacola, FL
32502

Event Details

Duration

Approximately 25 minutes

Ages

All ages (children 24 months and younger free with parent)

Neighborhood

Downtown Pensacola

Timed Entry

Yes

Organizer

Winterfest of Pensacola, Inc.

Food & Drink

Hot chocolate and cookies available at the Gingerbread House near the boarding area. Many downtown restaurants are open.

Quick Actions

Tips & Advice

  • Book tickets in advance, especially for popular dates, as tours often sell out. Consider booking before November 1 for the best prices.
  • Dress in your 'Who best' to potentially win train tickets for the Winterfest Express!
  • Arrive early to enjoy the pre-show performances and visits with Santa and the Grinch before your trolley departs.
  • If you have mobility concerns, look for tours marked with accessibility services during the ticketing process.
  • While the trolley tour is about 25 minutes, allow extra time to enjoy the festive atmosphere and nearby downtown restaurants.

Frequently Asked Questions

What is the Grinch's Merry Match tour?

It's an interactive trolley tour where you help decide the outcome of a love story between the Grinch and Martha May Whovier, while singing classic Christmas songs.

Are reservations required?

Reservations are strongly recommended as tours often sell out in advance. You can book online or call for assistance. Tickets may be available at the kiosk if seats remain.

What is the difference between the tours?

Each tour offers a unique experience: Polar Express is a tram ride with hot cocoa, Scrooge is a retelling of A Christmas Carol, and Grinch's Merry Match is an interactive trolley love story.

Is there food available?

Yes, hot chocolate and cookies are served at the Gingerbread House near the boarding area. Many downtown restaurants are also open.

How long does the tour last?

The tours run approximately 25 minutes from the opening show to arriving back at the courthouse.

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 29, 2025
Original Submitter: Sep 17, 2025 The Christmas Events Near Me editorial team

Follow us for updates and more events!