Entertainment events in Pensacola

Check out happening entertainment events all around Pensacola, FL

2026 Pensacola Chocolate & Cheese Fest

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

Pensacola SantaCon 2025

 Sat, 13 Dec at 01:00 pm Pensacola USD 0 to 36

Pensacola New Years Eve Bar Crawl

 Wed, 31 Dec at 06:00 pm Pensacola USD 0 to 46

Fantasia, Anthony Hamilton in Pensacola

 Fri, 03 Apr at 08:00 pm Pensacola Bay Center

Noel – Christmas Concert at Olive

 Sat, 13 Dec at 03:00 pm 1836 E Olive Rd, Pensacola, FL, United States, Florida 32514

Craft & Vintage HOLIDAY MARKET at Odd Colony

 Sun, 14 Dec at 12:00 pm Odd Colony Brewing Co.

Pensacola Ugly Sweater Bar Crawl

 Sat, 20 Dec at 04:00 pm Pensacola USD 0 to 31

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

 Sat, 13 Dec at 06:30 pm Gary's Brewery & Biergarten

Masquerade Soirée ~ Unmasking Girls' Potential

Sat, 24 Jan at 05:00 pm The Sanctuary Event Venue

The 35th Annual Spirit of Christmas Service - Featuring Granger Smith

 Sun, 14 Dec at 10:00 am 6205 N W St, Pensacola, FL

Aesthetically Coutured's Stop & Shop Fashion Show & More!

 Sat, 20 Dec at 08:00 pm 8130 Pensacola Blvd suite b USD 23 to 55

Whiskey and War Stories with Will Summers (12 Strong)

 Sat, 13 Dec at 06:00 pm University of West Florida

Military Appreciation Night: Havoc vs. Ice Flyers

 Sat, 27 Dec at 07:00 pm 201 E Gregory St Rear, Pensacola, FL, United States, Florida 32502

Holidays at the House 2025

 Sun, 14 Dec at 11:00 am 5200 BAYOU BLVD, Pensacola, FL 32503

Comedy at Odd Colony

 Fri, 12 Dec at 08:00 pm Odd Colony Brewing Company USD 13

German Winter Market

 Sat, 13 Dec at 04:00 pm Gary's Brewery & Biergarten

Night Owl ~ New Year’s Eve ~ Masquerade Party with Jitterbug at ODD COLONY

 Wed, 31 Dec at 07:00 pm 260 N. Palafox St., Pensacola, FL, United States, Florida 32502

6th Annual East Hill All Vehicle Sleigh Ride

Sat, 20 Dec at 05:30 pm Bayview Park

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

 Sun, 04 Jan at 08:00 pm Seville Quarter USD 94

Punk in the Cold

 Sat, 13 Dec at 05:00 pm Sisi's Store Sucks

Bad Santa Christmas Mystery Scavenger Hunt

 Sat, 13 Dec at 02:00 pm 3041 East Olive Road, Pensacola, FL, United States, Florida 32514

Rockstarfish @ Sandshaker Pensacola Beach

 Sat, 20 Dec at 09:00 pm The Sandshaker

Rockstarfish @ Sandshaker Pensacola Beach

 Fri, 19 Dec at 09:00 pm The Sandshaker

Ballet Pensacola: The Nutcracker Tickets Saenger Theatre FL

 Fri, 19 Dec at 07:00 pm 118 S Palafox St, Pensacola, FL 32502-5630, United States

King Kake Party 💜💚💛🧜‍♀️🎉

 Sat, 10 Jan at 03:00 pm Paradise Bar and Grill

The Holiday Champagne Walkabout!

 Sat, 13 Dec at 03:00 pm Wine World Pensacola

Taylor Takeover at Perfect Plain & Garden and Grain!

 Sat, 13 Dec at 04:00 pm Garden & Grain

Pace High 25 Year Class Reunion

 Sat, 31 Jan at 08:00 pm Court Of De Luna USD 59

Pensacola Stand-Up Comedy At Genie's Coffee Shop Hosted By Ryan Pfeiffer

 Sat, 03 Jan at 07:30 pm Genie's Coffee Shop USD 10

Comedy Night with Carrey B!

 Sun, 04 Jan at 07:00 pm 130 E Government St., Pensacola, FL, United States, Florida 32502

Pensacola St. Patrick's Day Bar Crawl

 Sat, 14 Mar at 01:00 pm Bavaria Pensacola USD 0 to 36

The Purple Madness - America’s #1 Prince Tribute Experience at Vinyl Music Hall

 Sat, 27 Dec at 07:00 pm Vinyl Music Hall

Little Dummer Dude Christmas Program

 Thu, 18 Dec at 06:00 pm Olive Baptist Church (Pensacola Campus)

Christmas on the Coast

 Sun, 14 Dec at 02:30 pm Saenger Theatre

Comedy Night with Jake Klark!

 Sun, 18 Jan at 07:00 pm 130 E Government St., Pensacola, FL, United States, Florida 32502

FLOZONE - Pensacola, FL

Fri, 30 Jan at 08:00 pm The Handlebar

Nirvanna - Tribute to Nirvana & Crawling - A Tribute to Early Linkin Park at Vinyl Music Hall

 Fri, 12 Dec at 07:00 pm Vinyl Music Hall

Ugly Christmas Pajama Party

 Sat, 20 Dec at 05:00 pm 3041 East Olive Road, Pensacola, FL, United States, Florida 32514

Fil-Am Christmas Party!

 Sat, 20 Dec at 06:30 pm 234 West Oakfield Road, Pensacola, FL, United States, Florida 32503

Christmastime Boards & Brews - Charcuterie Workshop

 Sun, 21 Dec at 02:00 pm 3041 East Olive Road, Pensacola, FL, United States, Florida 32514

Last Pensacola Songwriter Round of 2025!

 Sun, 28 Dec at 03:00 pm The Handlebar

Monday Night Blues featuring Tas Cru

 Mon, 08 Dec at 07:00 pm Seville Quarter

Naughty or Nice Spajama Party

 Fri, 12 Dec at 05:00 pm Haus of FIDI Salon & Spa USD 36 to 71

4th Annual Soulful Christmas Experience: Power of Youth Praise

 Sat, 20 Dec at 06:30 pm 1700 W Jackson St, Pensacola, FL 32501-2714, United States

OSSi - VW Club Meeting!

 Tue, 23 Dec at 07:00 pm Miguel's Mexican Restaurant Pensacola Blvd.

Pensacola Stand-Up Comedy At Alla Prima Roasters Hosted By Ryan Pfeiffer

 Sat, 20 Dec at 07:30 pm Alla Prima Coffee Roaster USD 11

Tuesday Karaoke Party at Moonshine Saloon!

 Tue, 09 Dec at 06:00 pm 9722 Highway 98, Pensacola, FL, United States, Florida 32506

Working Class Wednesday “Stepping Into Success Holiday Social”

 Wed, 17 Dec at 06:00 pm 8Fifty Event Center USD 0 to 109

ESR Returns To The D&R Lounge

 Fri, 12 Dec at 09:00 pm D&R Lounge & Package

WSB @ Seville Quarters

 Wed, 10 Dec at 05:30 pm Seville Quarter

iGLO Children's Jingle Jam Christmas Party!

 Wed, 10 Dec at 05:30 pm 4945 Saufley Field Rd, Pensacola, FL, United States, Florida 32526

Krewe of Hip Huggers Ball 2026

 Sat, 17 Jan at 08:00 pm Vinyl Music Hall USD 105

The Official Lucky's St Patrick's Day Bar Crawl - Pensacola

 Sat, 14 Mar at 04:00 pm 86 Forks Bar + Table USD 14 to 20

Pensacola Symphony Orchestra: Beethoven & Blue Jeans

 Fri, 09 Jan at 06:00 pm Saenger Theatre - FL

Comedy Night in Pensacola, FL with Tanyalee Davis

 Thu, 11 Dec at 07:30 pm Betty's USD 19

THE END IS NIGH (NYE) | Callisto, error.function, IWFS, Kitonicx, Sage Plug

 Wed, 31 Dec at 08:30 pm The Grid Arcade Bar USD 13

Opera After Dark: Holiday Cabaret

 Wed, 17 Dec at 07:00 pm Museum of Commerce

Intermediate Belly Dance Class Session

 Tue, 06 Jan at 07:00 pm The Celtic Cauldron

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

Monday Night Blues featuring Rocky Denney Brotherhood

 Mon, 22 Dec at 07:00 pm Seville Quarter

MTG: Avatar the Last Airbender Commander Party

 Sat, 10 Jan at 12:00 pm 2400 West Michigan Avenue Unit 27, Pensacola, FL, United States, Florida 32536

Christmas Pot Luck Dinner and Secret Santa Gift Exchange

 Sun, 21 Dec at 05:00 pm Level Up Gaming

2nd Sunday Market in the Biergarten

 Sun, 14 Dec at 12:00 pm 208 Newman Avenue, Pensacola, FL, United States, Florida 32507

Mania - The ABBA Tribute

 Fri, 16 Jan Saenger Theatre - FL USD 57 to 61

Viva La Fiesta New Year's Eve Party

 Wed, 31 Dec at 07:00 pm Seville Quarter USD 59

Exit 69 Band

Fri, 26 Dec at 07:00 pm 1850 N Blue Angel Parkway, Pensacola, FL

12/10- Castrator, Desolus

 Wed, 10 Dec at 06:00 pm 319 N Tarragona St, Pensacola, FL, United States, Florida 32501

Scrooge Party - The Difference

 Thu, 11 Dec at 07:00 pm 6205 N W St, Pensacola, FL, United States, Florida 32505

Gary Clark Jr. at Vinyl Music Hall - FEB 4

 Wed, 04 Feb at 06:00 pm Vinyl Music Hall

Goldmine "Rock the Halls" Christmas Classic Rock

 Sat, 20 Dec at 02:00 pm Cokesbury Church USD 13

Back to The Bowery: The Legend of CBGB: Heart of Glass: Blondie Tribute and Morones: Ramones Tribute

 Sat, 20 Dec at 07:00 pm Vinyl Music Hall

CAFM School Play: Twelve Angry Jurors

 Thu, 11 Dec at 06:30 pm 5200 Saufley Field Road, Pensacola, FL, United States, Florida 32526

Boozy Ice Cream Cocktail Making Class: "Break Your Resolutions"

 Sun, 18 Jan at 12:00 pm 194 N Palafox St USD 70

Pensacola Cinco De Mayo Bar Crawl

 Tue, 05 May at 05:00 pm Perennial Patio Bar USD 7 to 31

Christmas at The College 2025

 Mon, 15 Dec at 07:30 pm Pensacola State College Ashmore Auditorium

Conservation on Canvas

 Mon, 08 Dec at 06:00 pm Garden & Grain USD 87

Sip and Craft Christmas door sign party

 Sun, 14 Dec at 02:00 pm Flip Flops on Palafox Vendor Mall

Gary Clark Jr. at Vinyl Music Hall - FEB 5

 Thu, 05 Feb at 06:00 pm Vinyl Music Hall

Stand-Up Comedy Night at Betty's On Belmont Hosted by Ryan Pfeiffer

 Thu, 18 Dec at 08:00 pm 506 W Belmont St USD 13

Pensacola Sings Holiday Concert

 Thu, 11 Dec at 05:30 pm Saenger Theatre

Boozy Ice Cream Cocktail Making Class: Wine Wednesday Cocktails

 Wed, 28 Jan at 06:00 pm 194 N Palafox St USD 70

WFHEMA Christmas Concert

 Mon, 15 Dec at 06:30 pm 500 N Palafox St, Pensacola, FL 32501-3921, United States

What So Not in Pensacola

 Sat, 28 Feb at 07:00 pm Hunter Amphitheater

Pensacola Unplugged Songwriter Showcase (Feb 7th)

 Sat, 07 Feb at 06:30 pm Studer Community Institute USD 36

Hugs for the Holidays 2025 | Free Holiday Meal

Sat, 13 Dec at 01:00 pm Pensacola Opera

Flosé | The Brunch Party

 Sun, 15 Feb at 12:00 pm Sanders Beach-Corinne Jones Resource Center USD 71

The Undercovers at Saenger Theatre-FL

 Fri, 20 Feb at 07:00 pm Saenger Theatre-FL

Holiday Cheers Boozy Ice Cream Cocktails

 Wed, 17 Dec at 06:00 pm 194 N Palafox St USD 70

Matt Stone and the TEC Band: Elvis in Person

 Sat, 21 Feb at 06:00 pm Saenger Theatre - FL

Bert Kreischer: Permission to Party at Saenger Theatre-FL

 Sun, 01 Feb at 07:00 pm Saenger Theatre-FL

HANDLEBAR XMAS SHOW!!!!

 Thu, 25 Dec at 07:00 pm The Handlebar

2/20 - Blackwater Holylight, Glassing

 Fri, 20 Feb at 07:00 pm 319 N Tarragona St, Pensacola, FL, United States, Florida 32501

Dare Bridal Boutique Official Launch Party

 Mon, 15 Dec at 06:00 pm 4400 Bayou Blvd, STE 48, Pensacola, FL, United States, Florida 32503

Christmas Mixer and Gift Exchange

 Tue, 16 Dec at 06:00 pm 1216 North

Christmas Dinner Party

 Thu, 25 Dec at 05:00 pm Señor Frog's Pensacola Beach (Pensacola Beach)

Lorwyn Eclipsed Commander Party

 Sun, 01 Feb at 12:00 pm 2400 West Michigan Avenue Unit 27, Pensacola, FL

Home Sweet Home Gulf Coast 2026 – Family Fun + Local Living

 Sat, 16 May at 12:00 pm Pensacola Blue Wahoos Stadium

Holiday Cheers Boozy Ice Cream Cocktails

 Sun, 14 Dec at 12:00 pm 194 N Palafox St USD 70

Boozy Ice Cream Cocktail Making Class: Drunk In Love Valentines Cocktails

 Thu, 12 Feb at 06:00 pm 194 N Palafox St USD 70

Titans4Life’s All Class Alumni Day Party🍾🥂

 Sun, 18 Jan at 03:00 pm IT'S Personal BY Sheila