December 14, 2025

Pensacola Winterfest

Pensacola's historic downtown streets—lit up during the holidays with more than half a million white lights—form a magical backdrop for Winterfest, an iconic celebration that kicks off on Black Friday with the Winterfest Elf Parade and ends on Christmas Eve, offering up a daily supply of live performances, holiday trolley tours, cascades of "snow," Santa and and a cast of holiday characters and more. When the conductor calls your name, it's "All Aboard" for the most magical journey you'll take this holiday season!

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This year's offerings include....Performance Tours!!

The Grinch’s Merry Match  

Feel your heart grow 3 sizes larger when you join the Grinch’s Merry Match! Hop on the Grinch’s new trolley as you find yourself in the middle of a love story for the ages! Will Martha May Whovier choose true love or politics? You decide!

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The Polar Express

Get your tickets punched and your hot cocoa poured as you wait to hear the Conductor say “All Aboard!” for a Christmas unlike any before. Discover the power of friendship and belief as you embark on a journey to the North Pole aboard the magical Polar Express!

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Cheer Up, Charlie Brown!

Join Charlie Brown and the Peanuts gang, as they search for the perfect Christmas tree! As you journey through festive forests and snowy streets, you’ll discover plenty of Christmas cheer and adventure here. Perhaps you and even Charlie Brown too will find out what makes Christmas the “happiest” time of the year!

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Mistletoe Magic Tour (4 nights only)

Embark on a dazzling musical tour as you are led by your guide, Bing Crosby into a world of holiday hits! Cozy up next to someone special, as you are serenaded by seasonal sensations such as Elvis Presley, Eartha Kitt, Nat King Cole, Brenda Lee and more! So hold your mistletoe high and sing along to all of your favorite Christmas songs!

A Christmas Carol (4 nights only)

Hop aboard an old Victorian trolley, to witness the redemption of everyone's favorite cold hearted miser, Ebenezar Scrooge, as he is confronted by the spirits of Christmas past, present, and future. Will Scrooge see the error of his ways and save his soul by the time the clock strikes twelve? Get tickets now to find out for yourself!

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...and Photos!!

Santa Photos

Every night of our tours, Santa Claus will be waiting for you in his sleigh in Downtown Pensacola. Santa's sleigh has been redesigned for your whole family! Large groups can sit on presents outside of Santa's sleigh for the perfect photo. Only one reservation is needed per photo group.

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Grinch Photos

Santa’s favorite nemesis, The Grinch, will allow you to intrude upon his presence for a photo or two. Just like for Santa, guests can reserve their time online or in person at Winterfest and the Grinch's domain has room for a whole family to be in the photo. You will be led to the Grinch’s throne, located behind Santa’s sleigh. While he LOATHES visitors, the Grinch will reluctantly allow you to intrude upon his solitude and sit on top of a few trashcan seats for a photo.

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Upcoming Dates

  • Sunday, December 14
  • Friday, December 19
  • Saturday, December 20
  • Sunday, December 21
  • Monday, December 22
  • Tuesday, December 23
  • Wednesday, December 24
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