Pensacola Holiday Events

Pensacola Downtown Holiday Market

Community Maritime Park 6 Dec 2025

Pensacola SantaCon 2025

Pensacola 13 Dec 2025

St. Paul Catholic Church Christmas Market

3131 Hyde Park Rd, Pensacola, FL, United States, Florida 32503 15 Nov 2025

Floral Workshop — Thanksgiving Centerpiece

400 Bayfront Pkwy, Pensacola, FL, United States, Florida 32502 20 Nov 2025

🍻 The Pig & I x Gary’s Biergarten Event Series 🐖: Feast of Seven Fishes

Gary's Brewery & Biergarten 13 Dec 2025

Santa Paws at Wisteria Tavern

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

Pensacola St. Patrick's Day Bar Crawl

Bavaria Pensacola 14 Mar 2026

Pensacola Ugly Sweater Bar Crawl

Pensacola 20 Dec 2025

American Bikini Classic - Bikini Competition

22 S Palafox St, Pensacola, FL 12 Dec 2025

Brunch with Santa @Calvert's

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

Do The Ugly Sweater Pub Crawl in Pensacola

The Kennedy 13 Dec 2025

Mutts & Mimosas ( 11/29 date) ticketed event

Calvert's in the Heights 29 Nov 2025

Pensacola, FL Mistletoe Martini Speed Mingle Mixer

The Well Floridian Lounge 2 Dec 2025

Holiday Themed Floral Design

1000 College blvd, Bldg 17, Rm 1709 22 Nov 2025

Santa Paws & Pints with Holiday Market

Gary's Brewery & Biergarten 6 Dec 2025

Wubs & Wishes: Giving Back Through Music feat. M?STIC!

The Handlebar 5 Dec 2025

Ho Ho Homicide M**der Mystery Dinner Show

Seville Quarter 3 Dec 2025

Resin Ornament Workshop!

Flip Flops on Palafox Vendor Mall 29 Nov 2025

6th Annual East Hill All Vehicle Sleigh Ride

Bayview Park 20 Dec 2025

Thanksgiving Floral Centerpiece Craft Event

Jitterbug Beverage Co. 22 Nov 2025

Homeless Outreach Thanksgiving Serve

Alfred-Washburn Center 22 Nov 2025

Holiday Open House

3929 W Navy Blvd, Pensacola, FL 22 Nov 2025

Handmade Christmas Gift Workshop for Homeschoolers

2869 W Michigan Ave, Pensacola, FL, United States, Florida 32526 14 Nov 2025

Wave Students - Friendsgiving

6205 N W St, Pensacola, FL, United States, Florida 32505 19 Nov 2025

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

Hilton Garden Inn Pensacola Airport - Medical Center 20 Dec 2025

Holiday Wreath Making Class 12/6

Gary's Brewery & Biergarten 6 Dec 2025

MarineMax Pensacola's Deck the Hulls with Santa!

1901 Cypress Street, Pensacola, FL, United States, Florida 32502 6 Dec 2025

Holiday Wreath Making Class 12/13

Gary's Brewery & Biergarten 13 Dec 2025

Winterfest Elf Parade!

223 Palafox Pl, Pensacola, FL, United States, Florida 32502 28 Nov 2025

Float & Restore - Restorative Aerial Silks

2400 Executive Plaza Rd, Pensacola, FL 25 Nov 2025

A Night of Light

Pensacola Blue Wahoos Stadium 23 Dec 2025

Drinksgiving Dollar Night!

O'Riley's Uptown Tavern 26 Nov 2025

Craft & Vintage HOLIDAY MARKET at Odd Colony

Odd Colony Brewing Co. 14 Dec 2025

Lost Key Krewe's - COX Christmas Parade - feat. RIPTIDE

S Spring St, Pensacola, FL 32502, United States 13 Dec 2025

Vegan Holiday Dessert Pop up Pensacola

Palafox Market 22 Nov 2025

Wahoos Winter Nights

351 W Cedar Street, 32502 5 Dec 2025

Mutts & Mimosas ( 12/6 date) ticketed event

Calvert's in the Heights 6 Dec 2025

2nd Annual Cocktails for a Cause @ Valerie's House

904 E. Gadsden St., Pensacola, FL, United States, Florida 32501 20 Nov 2025

It's a Wonderful Life - A Live Radio Play

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

November Homestead Market

3279 Bauer Rd., Pensacola, FL 22 Nov 2025

Pour & Play: A Night of Wine & Music

First City Art Center 22 Nov 2025

Holiday Wreath Making Class 12/10

Gary's Brewery & Biergarten 10 Dec 2025

Hot Cocoa Kickoff!

4406 N Palafox St, Pensacola, FL, United States, Florida 32505 15 Nov 2025

Free Pictures with Santa

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

Holiday Cheers Boozy Ice Cream Cocktails

194 N Palafox St 14 Dec 2025

Wreaths of Joy 2025

Brownsville Community Center 5 Dec 2025

11th Annual KSSC Ugly Sweater Bar Crawl (12/6/25)

Odd Colony Brewing Co. 6 Dec 2025

Holiday Wreath Making Class 12/17

Gary's Brewery & Biergarten 17 Dec 2025

Aloha Winter Wine Festival

Aloha Wine & Liquor 21 Nov 2025

2025 Rally Gulf Coast Annual Two-Day Holiday Shopping Soirée

220 W Garden St, Pensacola, FL 32502-5702, United States 5 Dec 2025

Hot Glass Cold Brew: Holiday Pajama Party!

First City Art Center 5 Dec 2025

🛍️ Black Friday Weekend Sales + Small Business Saturday Sip, Save! 🍾

4406 N Palafox St, Pensacola, FL, United States, Florida 32505 28 Nov 2025

Restore Skin & Wellness Open House- Pensacola

100 S Baylen St suite e 19 Dec 2025

CFVU Christmas Party 2025

130 E Government St, Pensacola, FL 32502-5802, United States 13 Dec 2025

Working Class Wednesday “Stepping Into Success Holiday Social”

8Fifty Event Center 17 Dec 2025

Prime Timers at UM Christmas Spectacular

6205 N W St, Pensacola, FL, United States, Florida 32505 22 Nov 2025

Threads of Learning Holiday Market

2869 W Michigan Ave, Pensacola, FL, United States, Florida 32526 15 Nov 2025

Perdido Key Christmas Market

Warrior Beer Company 11 Dec 2025

Sony Demo Day and Sale!!!

7160 N 9th Avenue, Pensacola, FL 13 Nov 2025

Crafts and Drafts Sip & Script

208 Newman Avenue, Pensacola, FL 12 Nov 2025

Celebrate the Holidays with the Gulf Coast Minority Chamber of Commerce

321 N De Villiers Street, Pensacola, FL, United States, Florida 32501 4 Dec 2025

Macrame Christmas Tree Workshop

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

Pancakes with Santa & Holiday Market

3401 N 12th Ave, Pensacola, FL, United States, Florida 32503 6 Dec 2025

A Thottie Christmas [open stage]

Jitterbug Beverage Co. 20 Dec 2025

Pensacola Turkey Drive

201 E Wright St 23 Nov 2025

Christmas Switch Book Signing at Rusted Arrow Mercantile

Rusted Arrow Mercantile 22 Nov 2025

Gobble & Roll Turkey Bowling Bash!

6385 Pensacola Blvd, Pensacola, FL, United States, Florida 32505 22 Nov 2025

Yarn Pom-Pom Christmas Tree Workshop

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

Holiday Potluck

East Pensacola Heights Clubhouse 7 Dec 2025

2025 Holly Jolly Mall Walk

Cordova Mall 6 Dec 2025

Tree of Lights 2025

Cordova Mall 18 Dec 2025

Women's Event Painting Night

Brownsville Church 20 Nov 2025

P.R.A Christmas Parade Dash

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

Santa Visits Running Wild (Pensacola)

Running Wild (Pensacola, FL) 16 Nov 2025

Thanksgiving Eve Pre-Gaming Party

3041 East Olive Road, Pensacola, FL, United States, Florida 32514 26 Nov 2025

Holiday Cheers Boozy Ice Cream Cocktails

194 N Palafox St 4 Dec 2025

Palafox Market 🎄HOLIDAY MARKET✨

Martin Luther King Jr Memorial Plaza 19 Nov 2025

Friendsgiving Cocktail Class

194 N Palafox St 23 Nov 2025

Black Friday Sew-a-thon

8 Manor Drive, Pensacola, FL 28 Nov 2025

Luxury Meets Local Art: Santa and Crystal Wilson at Engel & Völkers Pensacola

190 South Jefferson Street, Pensacola, FL, United States, Florida 32502 21 Nov 2025

Kenny Neals Christmas Bash

Seville Quarter 14 Dec 2025

Holidays at the House 2025

5200 BAYOU BLVD, Pensacola, FL 32503 7 Dec 2025

Southern Grace Boutique @ Pensacola Community Flea Market Extravaganza

Community Maritime Park 30 Nov 2025

Scrooge Party - The Difference

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

Pixels & Painting with June

2414 n pace blvd, West Pensacola, FL 23 Nov 2025

Black Fur-iday!

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

A Chocolate Covered Christmas Carol at Saenger Theatre-FL

Saenger Theatre-FL 6 Dec 2025

Handmade Christmas Gift Workshop

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

Nurse Blake at Saenger Theatre-FL

Saenger Theatre-FL 5 Dec 2025

Saint Nick Pics

3041 East Olive Road, Pensacola, FL, United States, Florida 32514 7 Dec 2025

Floral Workshop — Holiday Wreath

400 Bayfront Pkwy, Pensacola, FL, United States, Florida 32502 9 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

Holiday Cheers Boozy Ice Cream Cocktails

194 N Palafox St 17 Dec 2025

Thanksgiving at The District

The District: Seville Steak & Seafood 27 Nov 2025

Threads of Learning Kids Camp

2869 W Michigan Ave, Pensacola, FL, United States, Florida 32526 24 Nov 2025

A Charlie Brown Christmas

Saenger Theatre - FL 20 Nov 2025

Mannheim Steamroller Christmas at Saenger Theatre-FL

Saenger Theatre-FL 12 Nov 2025

Grinch vs. Santa: The Ultimate Christmas Scavenger Hunt

221 E Government St 8 Nov 2025

A Drag Queen Christmas at Saenger Theatre-FL

Saenger Theatre-FL 23 Dec 2025

Gift Wrapping Party

817 N Palafox St, Pensacola, FL 32501-3113, United States 17 Dec 2025