Grinch's Merry Match Trolley Tour
Guests climb aboard a custom trolley made from Mt. Crumpit scraps for an interactive musical journey through downtown Whoville. Riders follow the unfolding holiday romance between Martha May Whovier and the Grinch alongside appearances by Thing 1, Thing 2, and the Mayor of Whoville. The trip features sing-alongs to holiday favorites including 'You're a Mean One Mr. Grinch' and 'Welcome Christmas.'
What to Expect
Hop aboard a custom trolley into a Whoville holiday love story.
Event Details
Ages
Recommended for ages 6 and up; children 24 months and younger are free in a parent's lap.
Neighborhood
Downtown Pensacola
Timed Entry
Yes
Organizer
Pensacola Winterfest
Local Insight & Ratings
Family Friendly
Best For
Families and fans of playful christmas trolley tours
Vibe
Whimsical and musical
Energy Level
Low
Budget
$$
Photo Friendly
Moderate
Weather Sensitivity
Moderate
Location
Know Before You Go
- Tickets: Kids/adults: Nov 20 and 22 $9/$15; Nov 27 $16/$24; Nov 28 $14/$19; Dec 4 $13/$16; Dec 5 and 11 $14/$19; Dec 18–20 $15/$20; Dec 21–22 $16/$22; Dec 23 $16/$24; Dec 24 $16/$22. – Get tickets
- Accessibility: ASL interpretation and advance scripts are available upon request, with accessible garage parking and curb ramps nearby.
Tips & Advice
- Dress the whole party as Whos, because every costumed member of the winning group gets a free Winterfest Express electric train ticket.
- Book by date, since ticket prices change from night to night across the season.
- Bring babies along without buying them a seat, since children 24 months or younger ride free on a parent's lap.
- On Nov 27, catch the daytime Elf Parade and still take an evening tour, since both run the same day.
- Brush up on You're a Mean One Mr. Grinch and Welcome Christmas, since riders sing along throughout the trip.
Special Events & Promotions
- New this year: the Grinch's brand-new trolley built from Mt. Crumpit garbage
- Grinch Award costume contest: every dressed-up Who in the winning party wins a Winterfest Express train ticket
- Opening night on Nov 27 falls on Elf Parade day, with the daytime parade and evening tours running the same day
Quick Actions
Frequently Asked Questions
What happens on the tour?
You ride the Grinch's new trolley and land in the middle of a love story between the Grinch and Martha May Whovier. Riders help decide whether she picks true love or politics.
Do we get to sing?
Yes. There are sing-alongs to classic Christmas songs like You're a Mean One Mr. Grinch and Welcome Christmas (Fah Who Foraze).
Who counts as a child or adult for tickets?
Kids are 10 or younger. Adults are 11 and up, parents included. Little ones 24 months or younger ride free on a parent's lap.
Is there a costume contest?
Yes, the Grinch Award. Dress in your Who best, and every costumed Who in the winning party gets a ticket for the Winterfest Express electric train.
What else is there to do at Winterfest?
Santa visits with kids in his sleigh every night of Winterfest. Snow falls in Plaza Wonderland, and you can ride the Winterfest Express electric train.
More Christmas Events Near Pensacola
More Christmas Events near Pensacola
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.