Pensacola Holiday Events

Holiday events Happening Next in Pensacola, FL

Coastal County Oktoberfest

3041 East Olive Road, Pensacola, FL, United States, Florida 32514 5 Sep 2025
FESTIVALS

Pensacola Day of The Dead Bar Crawl - Dia De Muertos

Pensacola 1 Nov 2025
DAY-OF-THE-DEAD USD 15 TO 31

Cinemas in the Sand: Toy Story - September 12, 2025

Gulfside Pavilion, 20 Casino Beach Boardwalk, Pensacola Beach, Fl 32561 12 Sep 2025
ENTERTAINMENT

Christmas Creations

6 E Wright St, Pensacola, FL 8 Nov 2025

FOODEESFEST Pensacola, Florida

Pensacola Interstate Fair 13 Feb 2026
FOOD-DRINKS FREE

Pensacola Halloween Bar Crawl

Pensacola 25 Oct 2025
PARTIES USD 15 TO 36

Cuban Flavor Party

7 S New Warrington Rd 4 Oct 2025
FREE

Pensacola Ugly Sweater Bar Crawl

Pensacola 20 Dec 2025
UGLY-CHRISTMAS-SWEATER-DAY USD 0 TO 31

Tropical Luau in the biergarten

208 Newman Avenue, Pensacola, FL, United States, Florida 32507 27 Sep 2025
MUSIC

Hadji Shriners 31st Annual Magic Carpet Car Show

Hadji Temple 6 Sep 2025
MAGIC-SHOW USD 20 TO 25

Winterfest Elf Parade!

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

Palafox Market Halloween Market

Downtown Pensacola 25 Oct 2025
HALLOWEEN

14th Annual Witches Ball

234 W Oakfield Rd, Pensacola, FL 32503-7426, United States 11 Oct 2025
CONTESTS

Nurse Blake at Saenger Theatre-FL

Saenger Theatre-FL 5 Dec 2025
ART

Do The Ugly Sweater Pub Crawl in Pensacola

The Kennedy 13 Dec 2025
UGLY-CHRISTMAS-SWEATER-DAY USD 19 TO 24

Pensacola Downtown Holiday Market

Community Maritime Park 6 Dec 2025
HOLIDAY

Prime Timers at UM Christmas Spectacular

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

Corgi Beach Day 2025!!!

Pensacola Dog Beach East 18 Oct 2025
DOG

Mutts & Mimosas ( 11/29 date) ticketed event

Calvert's in the Heights 29 Nov 2025
DOG

UWWF Annual Celebration

Sanders Beach-Corinne Jones Community Center 5 Sep 2025

Whoopsie Daisies' Boo Bash 2025

6205 North W Street 25 Oct 2025
KIDS USD 5 TO 27

2025 Holly Jolly Mall Walk

Cordova Mall 6 Dec 2025
KIDS

2025 Rally Gulf Coast Annual Two-Day Holiday Shopping Soirée

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

2025 Pensacola VW Xmas light cruise

Coastal County Brewing Company 6 Dec 2025
CHRISTMAS-LIGHTS

Mutts & Mimosas ( 12/6 date) ticketed event

Calvert's in the Heights 6 Dec 2025
DOG

Mannheim Steamroller Christmas

Saenger Theatre - FL 11 Nov 2025
ART

Floral Workshop — Thanksgiving Centerpiece

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

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

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

November Homestead Market

3279 Bauer Rd., Pensacola, FL 22 Nov 2025
SHOPPING

Santa Paws at Wisteria Tavern

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

Black Friday Sew-a-thon

8 Manor Drive, Pensacola, FL 28 Nov 2025
BLACK-FRIDAY

A Charlie Brown Christmas

Saenger Theatre - FL 20 Nov 2025
ART

Mannheim Steamroller Christmas at Saenger Theatre-FL

Saenger Theatre-FL 12 Nov 2025
ART

9th Annual Holiday Haul on Palafox

Downtown Pensacola 5 Nov 2025
HOLIDAY

A Drag Queen Christmas at Saenger Theatre-FL

Saenger Theatre-FL 23 Dec 2025
ART

Pensacola Downtown Holiday Market

Community Maritime Park 6 Dec 2025
MUSIC

R&B BINGO - 850

The Old Piccadilly (Located in back of Town & Country Plaza) 28 Mar 2025
BINGO USD 34 TO 66

A Drag Queen Christmas

Saenger Theatre - FL 22 Dec 2025
ART

Labor Day Weekend BLOWOUT SALE!!!

4406 N Palafox St, Pensacola, FL 29 Aug 2025
LABOR-DAY

Jay Webb

Wild Greg's Saloon - Pensacola 19 Nov 2025
TRIPS-ADVENTURES

Taylor Swift Fall Dance Party

Court Of De Luna 8 Nov 2025
PARTIES

Paw Patrol Live at Pensacola Bay Center

Pensacola Bay Center 14 Oct 2025
TRIPS-ADVENTURES

Parking A Christmas Story: The Musical

Saenger Theatre - FL 3 Dec 2025
LIVE-MUSIC

A Christmas Story: The Musical

Saenger Theatre - FL 3 Dec 2025
ART

A Drag Queen Christmas

Saenger Theatre - FL 24 Dec 2025
ART