Pensacola Winterfest (Elf Parade & Themed Trolley Tours)
10 and up depending on age and tour
Winterfest of Pensacola, Inc.
+12 more dates — see below
Month-long holiday festival: free opening-day Elf Parade (lineup at Government & Palafox), plus ticketed costumed trolley tours (Polar Express, Peanuts/Snoopy, Grinch's Merry Match, Scrooge & Marley) with artificial snow, Santa/Grinch photos nightly in December, and a Plaza Wonderland hub on Palafox Place. Opening day (Nov 27) also features a standalone "Wonderland Market" vendor market (12:00–6:00 PM) and, new in 2026, a live "Winterfest Christmas Special" performance. Separately, ticketed public ice skating ($12–$15) is expected to run at the Pensacola Bay Center through the season; exact 2026 dates not yet published.
Imported from Claude research tracker.
- Dates: Nov 27 – Dec 24, 2026 (opening Elf Parade Nov 27; ticketed tours Nov 20–Dec 24; Scrooge & Marley tour Dec 19–24)
- Time: Elf Parade 2:00 PM; evening trolley tours ~5:30 PM onward (varies by tour) - unknown
- Address: Downtown Pensacola, Historic Seville District to Palafox Business District; office at 226 E. Intendencia St, Pensacola, FL 32502
- November: 20, 22, 27, 28
- December: 4, 5, 11, 13, 18, 19, 20, 21, 22, 23, 24
What are the tours?
All four tours are family-friendly and run about 25 minutes from opening show to drop-off back at the courthouse.
🚂 The Polar Express Tour — All aboard!
Sip hot cocoa as tap-dancing servers kick off a musical show on the courthouse steps. Then climb aboard our open-air tram for a 20-minute ride packed with songs, lights, and magical surprises along the way.
🎄 The Grinch's Merry Match
Meet Thing 1 and Thing 2, the Mayor of Whoville, Martha May Whovier, and the Grinch himself! The Whoville Fire Department is standing by with an emergency exit slide, just in case something goes wrong. The Grinch Tour is best for kids 6 and up and those who love a little thrill.
🐶 Cheer Up, It's Christmas Charlie Brown
Join Charlie Brown and the Peanuts gang as they search for the perfect Christmas tree! You'll travel through festive forests and snowy streets and discover what makes Christmas the happiest time of the year.
👻 Scrooge — A Christmas Carol (Christmas week only)
Step into the classic tale and meet stingy Ebenezer Scrooge, his ghostly business partner Jacob Marley, and the spirits of Christmas past, present, and future. Best for ages 6 and up — there are ghosts and a few spooky moments.
Remind Me
All Dates
- Nov 20, 2026 5:00 PM – 8:00 PM
- Nov 22, 2026 5:00 PM – 8:00 PM
- Nov 27, 2026 5:00 PM – 8:00 PM
- Nov 28, 2026 5:00 PM – 8:00 PM
- Dec 04, 2026 5:00 PM – 8:00 PM
- Dec 05, 2026 5:00 PM – 8:00 PM
- Dec 11, 2026 5:00 PM – 8:00 PM
- Dec 13, 2026 5:00 AM – 8:00 PM
- Dec 18, 2026 5:00 PM – 8:00 PM
- Dec 19, 2026 5:00 PM – 8:00 PM
- Dec 20, 2026 5:00 PM – 8:00 PM
- Dec 21, 2026 5:00 PM – 8:00 PM
- Dec 22, 2026 5:00 PM – 8:00 PM
- Dec 23, 2026 5:00 PM – 8:00 PM
- Dec 24, 2026 5:00 PM – 8:00 PM


