Pensacola Holiday Events

Coastal County Oktoberfest

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

Pensacola Day of The Dead Bar Crawl - Dia De Muertos

Pensacola 1 Nov 2025

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

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

Christmas Creations

6 E Wright St, Pensacola, FL 8 Nov 2025

FOODEESFEST Pensacola, Florida

Pensacola Interstate Fair 13 Feb 2026

Pensacola Halloween Bar Crawl

Pensacola 25 Oct 2025

Cuban Flavor Party

7 S New Warrington Rd 4 Oct 2025

Pensacola Ugly Sweater Bar Crawl

Pensacola 20 Dec 2025

Tropical Luau in the biergarten

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

Hadji Shriners 31st Annual Magic Carpet Car Show

Hadji Temple 6 Sep 2025

Winterfest Elf Parade!

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

Palafox Market Halloween Market

Downtown Pensacola 25 Oct 2025

14th Annual Witches Ball

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

Nurse Blake at Saenger Theatre-FL

Saenger Theatre-FL 5 Dec 2025

Do The Ugly Sweater Pub Crawl in Pensacola

The Kennedy 13 Dec 2025

Pensacola Downtown Holiday Market

Community Maritime Park 6 Dec 2025

Prime Timers at UM Christmas Spectacular

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

Corgi Beach Day 2025!!!

Pensacola Dog Beach East 18 Oct 2025

Mutts & Mimosas ( 11/29 date) ticketed event

Calvert's in the Heights 29 Nov 2025

UWWF Annual Celebration

Sanders Beach-Corinne Jones Community Center 5 Sep 2025

Whoopsie Daisies' Boo Bash 2025

6205 North W Street 25 Oct 2025

2025 Holly Jolly Mall Walk

Cordova Mall 6 Dec 2025

2025 Rally Gulf Coast Annual Two-Day Holiday Shopping Soirée

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

2025 Pensacola VW Xmas light cruise

Coastal County Brewing Company 6 Dec 2025

Mutts & Mimosas ( 12/6 date) ticketed event

Calvert's in the Heights 6 Dec 2025

Mannheim Steamroller Christmas

Saenger Theatre - FL 11 Nov 2025

Floral Workshop — Thanksgiving Centerpiece

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

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

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

November Homestead Market

3279 Bauer Rd., Pensacola, FL 22 Nov 2025

Santa Paws at Wisteria Tavern

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

Black Friday Sew-a-thon

8 Manor Drive, Pensacola, FL 28 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

9th Annual Holiday Haul on Palafox

Downtown Pensacola 5 Nov 2025

A Drag Queen Christmas at Saenger Theatre-FL

Saenger Theatre-FL 23 Dec 2025

Pensacola Downtown Holiday Market

Community Maritime Park 6 Dec 2025

R&B BINGO - 850

The Old Piccadilly (Located in back of Town & Country Plaza) 28 Mar 2025

A Drag Queen Christmas

Saenger Theatre - FL 22 Dec 2025

Labor Day Weekend BLOWOUT SALE!!!

4406 N Palafox St, Pensacola, FL 29 Aug 2025

Jay Webb

Wild Greg's Saloon - Pensacola 19 Nov 2025

Taylor Swift Fall Dance Party

Court Of De Luna 8 Nov 2025

Paw Patrol Live at Pensacola Bay Center

Pensacola Bay Center 14 Oct 2025

Parking A Christmas Story: The Musical

Saenger Theatre - FL 3 Dec 2025

A Christmas Story: The Musical

Saenger Theatre - FL 3 Dec 2025

A Drag Queen Christmas

Saenger Theatre - FL 24 Dec 2025