Contests Events in Pensacola

Check out happening contests events all around Pensacola, FL

2025 Pensacola Fall Food Truck Fest

 Sat, 15 Nov at 11:00 am Community Maritime Park

3rd Annual Trunk or Treat

 Fri, 24 Oct at 06:00 pm O'Reilly Auto Parts on Airport Free

Haunted Halloween Beer Garden Bash

 Fri, 24 Oct at 06:00 pm 3041 East Olive Road, Pensacola, FL, United States, Florida 32514

2026 Pensacola Chocolate & Cheese Fest

 Sun, 22 Feb at 10:00 am Community Maritime Park

Trunk-or-Treat & Fall Celebration

 Fri, 31 Oct at 06:00 pm 3960 West Navy Blvd Suite 12, Pensacola, FL

Flip Flop's Halloween Party!

 Sat, 25 Oct at 10:00 am 4406 N Palafox St, Pensacola, FL, United States, Florida 32505

Trick-Or-Treat Spooktacular

 Fri, 31 Oct at 10:00 am 545 Brent Ln Free

Third Day at Pensacola Bay Center

 Sat, 21 Mar at 07:00 pm Pensacola Bay Center

Halloween in the Heights @Calvert's

 Fri, 31 Oct at 06:00 pm 670 Scenic Hwy, Pensacola, FL, United States, Florida 32503

Winterfest Elf Parade!

 Fri, 28 Nov at 12:30 pm 223 Palafox Pl, Pensacola, FL, United States, Florida 32502

ODD HALLOWS EVE at Odd Colony

 Fri, 31 Oct at 05:00 pm 260 N. Palafox St., Pensacola, FL, United States, Florida 32502

Fright & Fortune: A Haunted Vegas Night, AMIKids Annual Halloween Costume Gala

 Sat, 25 Oct at 06:00 pm Long Hollow Creatives

15th Annual Pensacola Beach Turkey Trot

 Thu, 27 Nov at 08:30 am Gulfside Pavilion, 20 Casino Beach Boardwalk, Pensacola Beach, Fl 32561

Halloween Party with The Moody Roots at Paddy O’Leary’s

Fri, 31 Oct at 09:00 pm Paddy O'Leary's Irish Pub

HALLOWEEN @ THE GRID

Fri, 31 Oct at 04:00 pm 2414 n pace blvd, West Pensacola, FL

Football Parking Fundraiser

 Fri, 31 Oct at 04:30 pm West Florida High School of Advanced Technology

Pensacola Annual Chili Cook-Off

 Sun, 23 Nov at 04:00 pm The Handlebar

Halloween Party! Lunar Vacation, [glsnr], Tidus, Blight, Grave Chorus, Other

 Fri, 31 Oct at 06:00 pm The Handlebar

Potions & Pints

 Fri, 31 Oct at 08:00 pm Perfect Plain Brewing Co. (Pensacola, FL)

Stella Chalice Painting!

 Sat, 08 Nov at 11:00 am O'Riley's Irish Pub Downtown

Paws & Pixels

Sun, 02 Nov at 11:00 am Coastal Cat Cafe

Trunk or Treat - Hosted by Military & First Responder Families!

 Sun, 26 Oct at 04:00 pm 1350 S Blue Angel Pkwy, Pensacola, FL, United States, Florida 32506

THE GREAT UNDERWATER PUMPKIN CARVING CONTEST

 Sat, 25 Oct at 12:00 pm 7203 W Highway 98, Pensacola, FL, United States, Florida 32506

Muscadines

 Mon, 27 Oct at 06:00 pm 750 College Blvd., Pensacola, FL

JINGLE BELL BEACH CHRISTMAS MUSICAL

 Sun, 07 Dec at 06:00 pm 6205 North W Street, Pensacola, FL, United States, Florida 32505

Halloween Party & Costume Contest at Uptown!

 Fri, 31 Oct at 10:00 pm O'Riley's Uptown Tavern

Skillet Jeremy Camp & We Are Messengers

 Wed, 19 Nov at 06:00 pm Pensacola Bay Center

Halloween Karaoke Party

Fri, 31 Oct at 08:00 pm Shooter's Sports Bar

Way Too Early Christmas Party - Groups Volunteers

 Fri, 07 Nov at 06:00 pm 6205 N W St, Pensacola, FL, United States, Florida 32505

Pensacola Symphony Orchestra - Classically Connected at Saenger Theatre-FL

 Sat, 08 Nov Saenger Theatre-FL

Floyd Nation

 Wed, 19 Nov at 06:00 pm Saenger Theatre - FL

Halloween Fun Run & Scavenger Hunt

 Wed, 29 Oct at 05:30 pm Seville Quarter

Super Diamond - The Neil Diamond Tribute

 Thu, 23 Oct at 06:00 pm Vinyl Music Hall

Bingo Night Fundraiser

Sun, 26 Oct at 04:00 pm Margarita's Fusion & Bar

United Strides

 Thu, 23 Oct at 06:00 pm 3012 E Cervantes St, Pensacola, FL 32503-6421, United States

5th Annual Perdido Key Witches & Werewolves Halloween Paddle Ride

 Sun, 26 Oct at 12:00 pm Galvez Landing

Real Estate Industry - Monster Mash and Mini Golf Bash! --Early Bird Pricing ends Sept 16, 2025

 Thu, 30 Oct at 05:30 pm Goofy Golf Pensacola

A Thottie Christmas [open stage]

 Sat, 20 Dec at 07:00 pm Jitterbug Beverage Co.

CANDY AND CHROME

 Thu, 30 Oct at 06:00 pm Gulf Breeze, FL

Paws & Pixel - HizashiCon

 Sun, 02 Nov at 11:00 am 1508 W Garden St, Pensacola, FL, United States, Florida 32502

Howl-O-Ween Dog Costume Contest at Perfect Plain!

 Sun, 26 Oct at 01:00 pm Perfect Plain Brewing Co. (Pensacola, FL)

Pensacola, FL - Micro Maidens Dwarf Dancers @ Wild Greg's Saloon

 Tue, 16 Dec at 08:00 pm 22 S Palafox St USD 25 to 690

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

 Thu, 20 Nov at 05:00 pm 904 E. Gadsden St., Pensacola, FL, United States, Florida 32501

Macon Mayhem at Pensacola Ice Flyers

 Sun, 02 Nov at 12:05 am Pensacola Bay Center USD 15 to 30

Halloween Costume Party Fundraiser for American Heart Association

 Fri, 31 Oct at 07:00 pm 300 Tonawanda Dr, Pensacola, FL 32506-3212, United States

12/1 Randy's (Trailer Park Boys) Cheeseburger Picnic Comedy Tour at The Handlebar in Pensacola!

 Mon, 01 Dec at 07:00 pm The Handlebar

Pensacola Ice Flyers vs. Evansville Thunderbolts

 Thu, 15 Jan at 06:00 pm Pensacola Bay Center

Red, White, & Birdies Golf Scramble

 Mon, 27 Oct at 10:00 am 1313 Duncan Rd, Pensacola, FL 32508, United States

: 🐾 5th Annual Pensacola Paw-di Gras – “Paw-some 80’s” 🐾

 Sun, 01 Feb at 11:00 am Downtown Pensacola

Halloween Party & Costume Contest at O'Riley's!

 Fri, 31 Oct at 11:00 pm O'Riley's Irish Pub Downtown

Better Lovers at Vinyl Music Hall

 Tue, 18 Nov at 06:00 pm Vinyl Music Hall

Conspiracy Scavenger Hunt in Pensacola

 Sat, 19 Jul at 05:00 pm 320 S Jefferson St USD 10 to 20

A Very Electric Christmas - Pensacola

 Fri, 05 Dec Saenger Theatre - FL

Pensacola After Dark: Solve the M**der Mystery!

 Sat, 28 Jun at 07:00 pm 51 E Government St USD 10 to 30

Parking Third Day with Zach Williams

 Sun, 22 Mar at 12:00 am Pensacola Bay Center

Pensacola M**der Mystery: Death in the Shadows

 Sat, 03 May at 11:00 am 51 E Government St USD 10 to 20

Pensacola Symphony Orchestra: Icon - The Voices That Changed Music

 Fri, 06 Feb Saenger Theatre - FL

2025 Pensacola Fall Food Truck Fest

 Sat, 15 Nov at 03:00 am Community Maritime Park

Pensacola Opera: La Traviata

 Thu, 22 Jan at 06:00 pm Saenger Theatre - FL

Pensacola Ice Flyers vs. Huntsville Havoc

 Thu, 27 Nov Pensacola Bay Center

Third Day & Zach Williams

 Fri, 20 Mar at 06:00 pm Pensacola Bay Center

CRYRS - Premiere Emo Experience

 Fri, 21 Nov at 06:00 pm Vinyl Music Hall

PENSACOLA'S OPEN FLOOR DANCE COMPETION

 Sat, 23 Aug at 07:00 pm Pensacola Improv Event Center USD 23

Montgomery Biscuits at Pensacola Blue Wahoos at Blue Wahoos Stadium

 Fri, 03 Apr at 11:59 pm Blue Wahoos Stadium

1/27 Comedian GABRIEL RUTLEDGE - Don't Read the Comments Tour - at The Handlebar in Pensacola!

 Tue, 27 Jan at 07:00 pm The Handlebar

Hayes Carll

 Fri, 07 Nov at 02:00 am Vinyl Music Hall

Halloween Costume Run (6@6)

 Tue, 28 Oct at 06:00 am Running Wild (Pensacola, FL)

Whitechapel

 Wed, 03 Dec at 06:00 pm Vinyl Music Hall

Brantley Gilbert at Pensacola Bay Center

 Thu, 26 Feb at 07:00 pm Pensacola Bay Center

Skillet with Jeremy Camp

 Fri, 21 Nov at 01:00 am Pensacola Bay Center

Pensacola Symphony Orchestra - Celebrate the New Year at Saenger Theatre-FL

 Wed, 31 Dec Saenger Theatre-FL

MANIA: The ABBA Tribute

 Sun, 18 Jan at 01:30 am Saenger Theatre - FL

A Taste of Ireland - Pensacola

 Sun, 22 Feb at 01:30 am Saenger Theatre - FL

Pensacola Ghost Tour: Echoes of the Forgotten: Pensacola’s Haunted Trail

 Tue, 14 Oct at 08:00 am 405 S Adams St USD 15 to 59

Pensacola Ice Flyers vs. Quad City Storm

 Thu, 26 Mar at 06:00 pm Pensacola Bay Center