Pensacola Holiday Events

Pensacola SantaCon 2025

Pensacola 13 Dec 2025

Craft & Vintage HOLIDAY MARKET at Odd Colony

Odd Colony Brewing Co. 14 Dec 2025

Pensacola Ugly Sweater Bar Crawl

Pensacola 20 Dec 2025

A Night of Light

Pensacola Blue Wahoos Stadium 23 Dec 2025

Santa Paws at Wisteria Tavern

3808 N 12th Ave, Pensacola, FL 32503-3162, United States 14 Dec 2025

Perdido Key Christmas Market

Warrior Beer Company 11 Dec 2025

A Thottie Christmas [open stage]

Jitterbug Beverage Co. 20 Dec 2025

Free Pictures with Santa

6600A N 9th Ave, Pensacola, FL 13 Dec 2025

American Bikini Classic - Bikini Competition

22 S Palafox St, Pensacola, FL 12 Dec 2025

The Elf's Corner - Holiday Event (Pensacola)

Florida Blue Center - Pensacola 20 Dec 2025

Brunch with Santa @Calvert's

670 Scenic Hwy, Pensacola, FL, United States, Florida 32503 13 Dec 2025

Holidays at the House 2025

5200 BAYOU BLVD, Pensacola, FL 32503 14 Dec 2025

German Winter Market

Gary's Brewery & Biergarten 13 Dec 2025

KdVV Grinchin & Glitzin @ the Cox Pensacola Christmas Parade

Downtown Pensacola 13 Dec 2025

6th Annual East Hill All Vehicle Sleigh Ride

Bayview Park 20 Dec 2025

WVU vs Ohio State Basketball Game Watch/Holiday Party

Bubba's 33 (Pensacola, FL - 7001 North Davis Highway) 13 Dec 2025

Naught or Nice Spa-Jama Party

473 N. Pace Blvd, Pensacola, FL 12 Dec 2025

Handmade Christmas Gift Workshop

2869 W Michigan Ave, Pensacola, FL, United States, Florida 32526 20 Dec 2025

Wahoos Winter Nights

351 W Cedar Street, 32502 12 Dec 2025

A Dance on Santa’s Lap - Holiday Chair & Pole Choreo Workshop with Tess

6305 N 9th Ave Unit #10, Pensacola, FL, United States, Florida 32504 12 Dec 2025

Bad Santa Christmas Mystery Scavenger Hunt

3041 East Olive Road, Pensacola, FL, United States, Florida 32514 13 Dec 2025

Pensacola Gender Euphoria Day

1010 N 12th Ave, Pensacola, FL 13 Dec 2025

The Holiday Champagne Walkabout!

Wine World Pensacola 13 Dec 2025

Pensacola St. Patrick's Day Bar Crawl

Bavaria Pensacola 14 Mar 2026

Santa & Storytime

110 E Intendencia St. , Pensacola, FL, United States, Florida 32502 13 Dec 2025

Meet The Grinch!!

5046 Bayou Blvd, Pensacola, FL 12 Dec 2025

Kenny Neals Christmas Bash

Seville Quarter 14 Dec 2025

Mistletoe & Mischief - High Stax Style

Whiskey Barrel 14 Dec 2025

Ornament Making Party!

Sir Richard's Public House 11 Dec 2025

Meet The Grinch!!

5046 Bayou Blvd, Pensacola, FL 20 Dec 2025

The Nutcracker Experience: Herr Drosselmeyer’s Workshop

The Loft at the Mercantile 20 Dec 2025

Learn to Make Herbal Lotions

The Celtic Cauldron 13 Dec 2025

Holiday Gift Exchange

418 E Gregory St, Ste 500, Pensacola, FL 32502 19 Dec 2025

Do The Ugly Sweater Pub Crawl in Pensacola

The Kennedy 13 Dec 2025

It's a Wonderful Life - A Live Radio Play

400 S Jefferson St, Pensacola, FL, United States, Florida 32502 12 Dec 2025

GMR Transport LLC - Christmas Blessings Giveaway 2025

111 Berkley Dr, Pensacola, FL 32503-2760, United States 20 Dec 2025

Christmas on the Coast

Saenger Theatre 14 Dec 2025

Gallery Night "Threads of Cheer: A Holiday Gallery Night"- Presented by Publix

Downtown Pensacola 19 Dec 2025

Tree of Lights 2025

Cordova Mall 18 Dec 2025

Holiday Spin In

3279 Bauer Rd., Pensacola, FL 13 Dec 2025

Holiday Cheers Boozy Ice Cream Cocktails

194 N Palafox St 17 Dec 2025

Meet Mr. & Mrs. Claus!

711 Underwood Ave, Pensacola, FL, United States, Florida 32504 12 Dec 2025

Santa at Pensacola Library

239 N Spring St, Pensacola, FL, United States, Florida 32502 20 Dec 2025

2025 Holiday Art Market

1000 College Blvd, Bldg.15, 32504 12 Dec 2025

3rd Annual Tiger Point Holiday Golf Cart Parade

Tiger Point at Gulf Breeze, FL 20 Dec 2025

Gingerbread House Making Event!

1508 W Garden St, Pensacola, FL, United States, Florida 32502 17 Dec 2025

Pyramid Pensacola Family & Friends Sleigh Bell Social

7309 US-98, Pensacola, FL 32506-5935, United States 11 Dec 2025

Christmastime Boards & Brews - Charcuterie Workshop

3041 East Olive Road, Pensacola, FL, United States, Florida 32514 21 Dec 2025

House of Androgyny: HoHoHoliday Special

The Handlebar 13 Dec 2025

Restore Skin & Wellness Open House- Pensacola

100 S Baylen St suite e 19 Dec 2025

Fil-Am Christmas Party!

234 West Oakfield Road, Pensacola, FL, United States, Florida 32503 20 Dec 2025

FREE PHOTOS with Santa at Mama's Tacos - December 14th

2256 E Olive Road, Pensacola, FL, United States, Florida 32514 14 Dec 2025

Pensacola Bay Center Holiday Skate 5:00-6:00pm

Pensacola Bay Center 21 Dec 2025

Pancakes with Santa & Holiday Market

3401 N 12th Ave, Pensacola, FL, United States, Florida 32503 13 Dec 2025

Scrooge Party - The Difference

6205 N W St, Pensacola, FL, United States, Florida 32505 11 Dec 2025

Craft & Care Pensacola

Rising Minds Learning 14 Dec 2025

🎄 Kids Holiday Pajama Pawty! 🎄

1508 W Garden St, Pensacola, FL, United States, Florida 32502 28 Dec 2025

Holiday Market

New City 13 Dec 2025

Powerful Women Networking - December Event

Gulf Coast Kid's House Inc 12 Dec 2025

Seville Quarter's 2026 New Year's B.A.R.E Ball

Seville Quarter 4 Jan 2026

FREE PHOTOS with Santa at Mama's Tacos - December 21st

2256 E Olive Road, Pensacola, FL, United States, Florida 32514 21 Dec 2025

Holiday Pop-In

24 N Tarragona Street, Pensacola, FL, United States, Florida 32502 12 Dec 2025

Macrame Christmas Tree Workshop

2869 W Michigan Ave, Pensacola, FL, United States, Florida 32526 12 Dec 2025

HOLIDAY M**der mystery experience at The Victorian in Pensacola

Pensacola Victorian Bed & Breakfast 19 Dec 2025

Santa's Workshop at Westside Library

Westside Branch Library 11 Dec 2025

'Paws for the Clause' - Ugly Sweater Pup Paw-ty

3041 East Olive Road, Pensacola, FL, United States, Florida 32514 14 Dec 2025

Opera After Dark: Holiday Cabaret

Museum of Commerce 17 Dec 2025

Family Day

418 E Gregory St, Ste 500, Pensacola, FL 32502 14 Dec 2025

Rides & Shine Presents ❄️ Holidays & Horsepower ❄️

O'Reilly Auto Parts (5801 North Davis Hwy, Pensacola, FL) 28 Dec 2025

Yarn Pom-Pom Christmas Tree Workshop

2869 W Michigan Ave, Pensacola, FL, United States, Florida 32526 19 Dec 2025

Calvert's Winter Market w/ 450 Bath & Equation for Sweetness

670 Scenic Hwy, Pensacola, FL, United States, Florida 32503 19 Dec 2025

2025 Senior Holiday Doubles Tournament

2111 Airport Blvd, Pensacola, FL, United States, Florida 32504 11 Dec 2025

Holiday Luncheon + Why Buy Now Presentation

Seville Quarter 18 Dec 2025

2025 Holiday Art Market

1000 College Blvd, Bldg.15, 32504 11 Dec 2025

W. J. Woodham High School Alumni 2025 Red Carpet Holiday Reunion Gala!

Hilton Garden Inn Pensacola Airport - Medical Center 20 Dec 2025

Pensacola Arts Market

Threads of Learning Academy 13 Dec 2025

Holiday Wreath Making Class 12/13

Gary's Brewery & Biergarten 13 Dec 2025

Christmas Pot Luck Dinner and Secret Santa Gift Exchange

Level Up Gaming 21 Dec 2025

Pensacola Bay Center Holiday Skate 6:30-7:30pm

Pensacola Bay Center 29 Dec 2025

Healthcare Worker Private Shop Event

lululemon Cordova Mall Pop Up 13 Dec 2025

Holiday Open House 2025 | Celebrate with East Hill Medical Group

114 E Gregory Street, Pensacola, FL, United States, Florida 32502 11 Dec 2025

Christmas Eve — Cheese, Chocolate, and Be Merry

418 E Gregory St, Ste 500, Pensacola, FL 32502 24 Dec 2025

Service Saturday: Childrens Home Society

Children's Home Society of Florida (Pensacola, FL) 13 Dec 2025

Joy To The Block

Brownsville Community Center 23 Dec 2025

Winter Market w/ Lozt Souls @Calvert's

670 Scenic Hwy, Pensacola, FL, United States, Florida 32503 12 Dec 2025

🎁 🎅 Santa’s Workshop: Kids’ Shopping Event, Storewide Sales all Weekend (Pictures with Santa)

4406 N Palafox St, Pensacola, FL, United States, Florida 32505 13 Dec 2025

The Great Christmas Craft & Sweater Bash!

6385 Pensacola Blvd, Pensacola, FL, United States, Florida 32505 20 Dec 2025

Moto Photo Shoot - Xmas in Florida on a Bike

McGuire's Irish Pub 14 Dec 2025

Goldmine "Rock the Halls" Christmas Classic Rock

Cokesbury Church 20 Dec 2025

P.R.A Christmas Parade Dash

Corner of Spring and Garden St Pensacola, FL US 32502 13 Dec 2025

Make a Gift Day at Southwest Library

Pensacola Southwest Branch Library 13 Dec 2025

Christmas at The College 2025

Pensacola State College Ashmore Auditorium 15 Dec 2025

Threads of Learning Holiday Market

2869 W Michigan Ave, Pensacola, FL, United States, Florida 32526 20 Dec 2025

Pokemon Ornament Class December 12th

2869 W Michigan Ave, Pensacola, FL, United States, Florida 32526 12 Dec 2025

Wreaths & Whiskers Workshop with Jade Tree Succulents

1508 W Garden St, Pensacola, FL, United States, Florida 32502 18 Dec 2025

Sip and Craft Christmas door sign party

Flip Flops on Palafox Vendor Mall 14 Dec 2025

Holiday Wreath Making Class 12/17

Gary's Brewery & Biergarten 17 Dec 2025

Holiday Ramble at Odd Colony - Craft Bakery Dessert & Beer Pairing

Odd Colony Brewing Co. 23 Dec 2025

The Case of the Missing Nose - A HOLIDAY EVENT FOR POST 33

1401 W Intendencia St 21 Dec 2025

Pensacola Sings Holiday Concert

Saenger Theatre 11 Dec 2025