Pensacola in October is a magical time. It’s the perfect blend of spooky fun, cultural celebrations, and outdoor festivals. Get ready to put on your costume, grab a pumpkin spice latte, and discover everything Pensacola has to offer this months guide to Pensacola October Events.
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
Old Christ Church Chamber Music Series by Dr. Grier Williams School of Music Program and Old Christ Church: 12-2pm
Blippi: Join the Band Tour at Pensacola Saenger Theatre: 6pm
Bingo Night at The Vine Wine Bar, Bistro & Shoppe: 6 – 11pm
All Krewe Bingo at Andy D’s Roadhouse – Milton: 6:30pm
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
Navarre Chamber Business After Hours and Small Business Expo at Pik-Itz! 5-7pm
Jekyll & Hyde at Pensacola Little Theatre: 7:30pm
Friday Float at Pensacola Beach Gulf Pier: 7am
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
Pensacola Arts Market First Fridays at Gary’s Brewery & Biergarten: 4-9pm
Nutts & Butts Festival at Odd Colony Brewing Company: 5-10pm
Bands on the Bayou Featuring Cowboy Park at Bayview Community Center: 6:30-8:30pm
Taylor Swift Listening Party at Coastal Cat Cafe: 7-8pm
80’s Night at Emerald Waterfront: 7pm
The First Friday Live Music Night with The Jazzabouts at The Way Your Move Dance Studio: 7pm – 12am
Jekyll & Hyde at Pensacola Little Theatre: 7:30pm
Winged 410 Sprint Cars at the Southern Shootout at Five Flags Speedway: 8pm
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
Palafox Market at Downtown Pensacola: 9am – 2pm
19th Annual Glass & Ceramic Pumpkin Patch at First City Art Center: 9am – 5pm
Pollinator Palooza at Santa Rosa County Extension Services: 10am – 2pm
West Florida Railroad Museum Depot Days at the West Florida Railroad Museum: 10am – 3pm
Into the Woods, Artists’ and Farmers’ Market at Magnolia Acres: 10am – 4pm
Halloween Kids Painting Activity at Flip Flops on Palafox Vendor Mall: 11am – 2pm
MarinemMax Pensacola Boat & Yacht Show at MarineMax Pensacola: 10am – 4pm
2025 Krewe Challenge & Cookout at Sneaky Tiki Bar: 10am – 6pm
Into the Woods- Artist’s and Farmer’s Marketplace at Magnolia Acres Farmacy: 10am – 4pm
Juana’s Oktoberfest Beer Tasting at Juana’s Pagodas & Sailors’ Grill: 12-4pm
Nutts & Butts Festival at Odd Colony Brewing Company: 1pm
Oktoberfest Stein Holding Contest at O’Riley’s Irish Pub: 1pm
Pensacola Symphony Orchestra presents Opening Night! at Pensacola Saenger Theatre: 7:30pm
Jekyll & Hyde at Pensacola Little Theatre: 7:30pm
Taylor Swift Album Release Party at Sir Richard’s Public House: 10pm
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
Free Yoga in the Park at Bayview Park: 9:30-10:30am
2025 Pumpkin Party at Strong Street Studio: 10am – 4pm
Nutts & Butts Festival at Odd Colony Brewing Company: 1pm
Jekyll & Hyde at Pensacola Little Theatre: 2:30pm
Trunk or Treat with Haunted Trail & Kid Festival at Community of Christ Holley-Navarre: 4-7pm
Party on Palafox: First Baptist Church Fall Festival at First Baptist Church of Pensacola: 4pm
MasterChef All Stars Live at Pensacola Saenger Theatre: 7pm
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
Monday Dog Run Club at Perfect Plain Brewery: 6pm
Full Moon Beach Yoga with Navarre Beach Yoga Studio at Navarre Beach Pier: 6:30-7:30pm
BTB Comedy Open Mic at Odd Colony Brewing and Company: 7-10pm
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
East Hill Maker’s Market – Spooktacular Edition at Cordova Square: 3-7pm
Drift & Sip: Jen’s Designer Deals at Drift Modern Coastal Cuisine: 4-8pm
Full Moon Paddle at Glow Paddle on Pensacola Beach: 6:30-11:30pm
Bands on the Beach – Crosstown at Gulfside Pavilion Pensacola Beach: 7pm
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
Fly in a WWII Aircraft: B-25 Bomber Rides at Pensacola Aviation Center: 1-6pm click for tickets
Bingo Night at The Vine Wine Bar, Bistro & Shoppe: 6 – 11pm
Color Me Mine Paint Night: Halloween Candy Bowl at The Makery: 6pm
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
Sip N Shop and Hang with the Artists at the Unique Boutique: 5-7pm
Taste of the Beach Sunset Cruise at Casino Beach Boardwalk: 5:30-7:30
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
Friday Float at Pensacola Beach Gulf Pier: 7am
Parade of Homes: 10am – 5pm
Festa Italiana! at Fountain Park: 11am – 6pm
Taste of the Beach VIP Trolley Dinner at Casino Beach Boardwalk: 4:30-11pm
Boos and Brushes at Adonna’s Garden St Cafe: 5-8pm
13th Annual Seville Rotary Steak Cook-off at Seville Quarter: 6pm
KPOP Demon Hunt Listening Party at Coastal Cat Cafe: 7-7:45pm
Cinemas in the Sand present Beatlejuice Beatlejuice at Gulfside Pavilion Pensacola Beach: 7-9pm
Steel Magnolias by the University of West Florida at UWF Main Stage Theatre: 7:30
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
Lumberjack Festival at Pensacola State College Milton: 8am
Palafox Market at Downtown Pensacola: 9am – 2pm
Sand Dollar Market at Sand Dollar Plaza Navarre: 9am – 2pm
Parade of Homes: 10am – 5pm
Boo at the Zoo at Gulf Breeze Zoo: 10am – 5pm
Sip and Shop Fall Edition at Agapi Bistro + Garden: 10am – 2pm
Pensacola Arts Market at Cordova Square: 11am – 4pm
Pensacola Plantapalooza at Gary’s Brewery and Biergarten: 11am – 5pm
Festa Italiana! at Fountain Park: 11am – 6pm
Taste of the Beach Festival at Casino Beach Gulfside Pavilion: 10am – 4pm
Lucky Dog Photoshoot at O’Riley’s Irish Pub: 11am – 1pm
Festa Italiana! at Fountain Park: 11am – 6pm
Eat for a Cause at Intermission: 12-5pm
The BarnYard Shindig at The BarnYard in Pace: 4-8pm
The Choral Society of Pensacola presents A Choral Society Mixtape at Cokesbury Church: 7:30-9pm
Steel Magnolias by the University of West Florida at UWF Main Stage Theatre: 7:30
Pensacola Beach Songwriters Festival at various venues at Pensacola Beach
Owl-O-Ween Farmer’s Market at the Wildlife Sanctuary of Northwest Florida: 10am – 2pm
Boo at the Zoo at Gulf Breeze Zoo: 10am – 5pm
Parade of Homes: 12 – 2pm
Pensacola Vintage Collective Vintage Block Party at The Handlebar: 1-6pm
Steel Magnolias by the University of West Florida at UWF Main Stage Theatre: 2:30
Flora-Bama Oktoberfest at Flora-Bama Lounge, Package and Oyster Bar: 3-6pm
Cars and Candy: October Cruise-In at Sonic Drive-In Sorrento Rd: 5-7pm
Breeze-O-Ween at Gulf Breeze Community Center: 5-8pm
Monday Dog Run Club at Perfect Plain Brewery: 6pm
BTB Comedy Open Mic at Odd Colony Brewing and Company: 7-10pm
Bands on the Beach – Knee Deep Band at Gulfside Pavilion Pensacola Beach: 7pm
UWF Singers: Collaborations Concert in collaboration with Navarre High School at UWF The Rolfs Music Hall: 7:30-9:30pm
Blue Angel Practice at National Naval Aviation Museum: 10:30am
Bingo Night at The Vine Wine Bar, Bistro & Shoppe: 6 – 11pm
Archaeology on Tap: Ten Years of Archaeology at the Luna Settlement at Odd Colony Brewing: 6:30-7:30pm
Becky Robinson Members Only Tour at Pensacola Saenger Theatre: 8pm
Pensacola Interstate Fair at the Pensacola Interstate Fairgrounds
Friday Float at Pensacola Beach Gulf Pier: 7am
2025 Pumpkin Party at Strong Street Studio: 10am – 4pm
Beach-O-Ween at Pensacola Beach Boardwalk: 4-8pm
Gallery Night: Ghoul-ery Night “Art for the Whole Family” at Downtown Pensacola: 5-9pm
Ghouls Night Out – Sip and Save at Flip Flops on Palafox Vendor Market: 5-9pm
Fear Forest of Navarre at Community of Christ Holley-Navarre: 7-10pm
Juana Be Witched Witches Brew at Juana’s Pagodas & Sailors’ Grill: 6-9pm
Historical Cemetery Tour at Milton Cemetery: 6-9pm
Ballet Pensacola’s Dracula at The Center: 7pm
Steel Magnolias by the University of West Florida at UWF Main Stage Theatre: 7:30
Pensacola Interstate Fair at the Pensacola Interstate Fairgrounds
29th Annual Rare Air Emerald Coast VW Car Show and Swap Meet at 5 Flags Speedway: 8am – 4pm
Palafox Market at Downtown Pensacola: 9am – 2pm
Sand Dollar Market at Sand Dollar Plaza Navarre: 9am – 2pm
Fall Festival at Pensacola First Church of Nazarene: 10am – 2pm
Barktoberfest at Seville Square: 10am – 4pm
Boo at the Zoo at Gulf Breeze Zoo: 10am – 5pm
Oktoberfest at Laguna’s Adventure Park: 11am – 10pm
6 Year Anniversary Party at Odd Colony Brewing Co: 5-11pm
Flaunted House Halloween Party at Mind, Body & Soul Medical: 6-9pm
Historical Cemetery Tour at Milton Cemetery: 6-9pm
Opening Night: Pensacola Ice Flyers vs Macon Mayhem at Pensacola Bay Center: 6-10pm
Fear Forest of Navarre at Community of Christ Holley-Navarre: 7-10pm
Ballet Pensacola’s Dracula at The Center: 7pm
Steel Magnolias by the University of West Florida at UWF Main Stage Theatre: 7:30
Pensacola Interstate Fair at the Pensacola Interstate Fairgrounds
Boo at the Zoo at Gulf Breeze Zoo: 10am – 5pm
Craft & Vintage Fall Market at Odd Colony: 12 – 4pm
Ballet Pensacola’s Dracula at The Center: 1:30pm
Steel Magnolias by the University of West Florida at UWF Main Stage Theatre: 2:30
The Longest Table at Bayview Park: 2:30-5:30pm
Pensacola Interstate Fair at the Pensacola Interstate Fairgrounds
Monday Dog Run Club at Perfect Plain Brewery: 6pm
BTB Comedy Open Mic at Odd Colony Brewing and Company: 7-10pm
Pensacola Interstate Fair at the Pensacola Interstate Fairgrounds
Blue Angel Practice at National Naval Aviation Museum: 10:30am
Free Film Screening: The American Revolution at WSRE Jean & Amos Performance Studio: 7-8:30pm
Bands on the Beach – Southern Breeze at Gulfside Pavilion Pensacola Beach: 7pm
Pensacola Interstate Fair at the Pensacola Interstate Fairgrounds
Blue Angel Practice at National Naval Aviation Museum: 10:30am
Bingo Night at The Vine Wine Bar, Bistro & Shoppe: 6 – 11pm
Pensacola Interstate Fair at the Pensacola Interstate Fairgrounds
The Ultimate Fall Girl Festival at Inspired Health & Wellness: 4-7pm
Jazz at Jackson’s: Celebrating Nat King and Natalie Cole with Ellen Vinson, Jack Zoesch at Jackson’s Steakhouse: 5-9pm
Pensacola Interstate Fair at the Pensacola Interstate Fairgrounds
Friday Float at Pensacola Beach Gulf Pier: 7am
Candlelight: A Haunted Evening of Halloween Classics at First United Methodist Church: 4:30-5:30pm
Vend “or” Treat Spooky Season Bash at Pea Ridge Market: 5-8pm
Trunk or Treat with Pensacola Jeeps at O’Riley Auto Parts Airpoint Blvd: 6-8pm
Ballet Pensacola’s Dracula at The Center: 7pm
Fear Forest of Navarre at Community of Christ Holley-Navarre: 7-10pm
Friday the 13th at Coastal Cat Cafe: 7-9pm
Jaws on the Beach featuring JAWS at Navarre Beach Pier: 7pm
Pensacola Interstate Fair at the Pensacola Interstate Fairgrounds
Palafox Market Halloween Market at Downtown Pensacola: 9am – 2pm
Sand Dollar Market at Sand Dollar Plaza Navarre: 9am – 2pm
October Homestead Market at Wren Haven Homestead: 9am – 2pm
NBSTCC Spooktacular Fall Market at Navarre Beach Sea Turtle Conservation Center: 10am – 2pm
Pensacola Arts Market at Cordova Square: 11am – 4pm
Cooking with S.T.E.A.M.: Pumpkin Carving Workshop at The Makery: 10am – 1pm
Boo at the Zoo at Gulf Breeze Zoo: 10am – 5pm
Special Needs Trunk or Treat at Harvest Village: 4-6pm
City of Milton Fall Festival at Jernigan’s Landing: 4-8pm
Pensacola Ice Flyers vs Birmingham Bulls: $5 Night at Pensacola Bay Center: 6-10pm
World Ballet Company: Cinderella at Pensacola Saenger Theatre: 7pm
Ballet Pensacola’s Dracula at The Center: 7pm
Jaws on the Beach featuring JAWS 2 at Navarre Beach Pier: 7pm
Fear Forest of Navarre at Community of Christ Holley-Navarre: 7-10pm
Drag Me to the Well at The Well: 9-11pm
Pensacola Interstate Fair at the Pensacola Interstate Fairgrounds
Boo at the Zoo at Gulf Breeze Zoo: 10am – 5pm
Brunch and Bubbles: Pearls of Hope at Portofino Beach Resort: 11am – 2pm
5th Annual Brunchfest at Seville Quarter: 11am – 2pm
Perdido Key Witches & Werewolves Halloween Paddle Ride at Galvez Boat Ramp: 12 – 4pm
Ballet Pensacola’s Dracula at The Center: 1:30pm
Josh Gates Live, An Evening of Ghosts, Monsters, and Tales of Adventures at Pensacola Saenger Theatre: 6pm
Monday Dog Run Club at Perfect Plain Brewery: 6pm
Krewe of Wrecks Halloween Party at Bamboo Willies: 6-8pm
BTB Comedy Open Mic at Odd Colony Brewing and Company: 7-10pm
A Special Evening with Ryan Bingham and the Texas Gentleman: The All Night Long Tour at Pensacola Saenger Theatre: 8pm
Blue Angel Practice at National Naval Aviation Museum: 10:30am
Bands on the Beach – Modern Eldorados at Gulfside Pavilion Pensacola Beach: 7pm
The Rock Orchestra by Candlelight at Pensacola Saenger Theatre: 8pm
Blue Angel Practice at National Naval Aviation Museum: 10:30am
Bingo Night at The Vine Wine Bar, Bistro & Shoppe: 6 – 11pm
Foo Foo Festival at various locations in Downtown Pensacola
Wandering Without Purpose (Foo Foo Fest) at Pensacola State College: 7:30-4pm
Hallozine Festival (Foo Foo Fest) at Voices of Pensacola: 11am – 11pm
CAIN: Live and In Color at Pensacola Saenger Theatre: 7pm
Friday Float at Pensacola Beach Gulf Pier: 7am
Halloween at The Makery: 7am – 5pm
Flora-Bama Halloween Costume Contest at Flora-Bama Lounge, Package and Oyster Bar
HizashiCon Pensacola’s Anime Festival at various locations: 10am – 6pm
Foo Foo Festival at various locations in Downtown Pensacola
Halloween Bar Crawl starting at 86 Forks Bar: 4pm – midnight
ODD Hallows Eve at Odd Colony Brewing Company: 6-12pm
Wandering Without Purpose (Foo Foo Fest) at Pensacola State College: 7:30-4pm
Hallozine Festival (Foo Foo Fest) at Voices of Pensacola: 11am – 11pm
Somebody to Love (Foo Foo Fest) at Pensacola Little Theatre: 7:30pm
Meowloween Pawty at Coastal Cat Cafe: 6-7:30pm
Ready to soak up more sunshine, savor more local flavor, and stay in the loop on what’s happening around town? Don’t forget to subscribe to our weekly events newsletter for the latest food finds, outdoor gems, and all things Pensacola. Let’s make every week an adventure—Your Oasis. Your Community. Your Pcola.