Exciting Fall Events in Pensacola: Festivals, Fairs, and Spooky Fun!
As the temperatures start to cool, Pensacola comes alive with a diverse range of fall events. From food trucks and arts festivals to haunted houses and bar crawls, there's something for everyone to enjoy. Here’s your guide to some of the best upcoming fall events in Pensacola, so grab your calendar and get ready to mark down these dates!
Pensacola Seafood Festival
- Dates: September 27 - 29
- Location: Palafox Street, Downtown Pensacola
Kicking off the fall season, the Pensacola Seafood Festival is a beloved local tradition. With delicious seafood, live music, and a variety of vendors, this is a must-attend event for anyone who enjoys the flavors of the Gulf Coast.
Sweet Seasons Farm 16th Annual Corn Maze & Fall Fun Festival
- Dates: September 28 - November 3 (Saturdays 9 AM - 5 PM, Sundays 11 AM - 5 PM)
- Location: Sweet Seasons Farms
Get lost in a 16th annual corn maze or enjoy some fall fun at Sweet Seasons Farms. Bring the whole family for hayrides, games, and tasty treats—perfect for a day of seasonal outdoor fun.
Pensacola Dragon Boat Festival
- Date: Saturday, October 12, 11 AM
- Location: Bayview Park, 2000 E Lloyd St
The Pensacola Dragon Boat Festival is a thrilling event where teams compete in dragon boat races for charity. Enjoy a day by the water while cheering on participants and experiencing the excitement of this unique tradition.
Gulf Coast Summer Fest
- Dates: Friday, October 18 & Saturday, October 19
- Location: Vince J. Whibbs Sr. Community Maritime Park
The Gulf Coast Summer Fest features an outstanding lineup of jazz musicians. Spend the weekend soaking in soulful tunes while enjoying waterfront views at the Community Maritime Park. Don’t miss this jazz-filled weekend!
Festa Italiana!
- Dates: October 11 - 12
- Location: Fountain Park, Zaragoza St
Celebrate Italian culture with Festa Italiana! This event offers Italian food, music, and festivities that bring a slice of Italy right to Pensacola.
Pensacola Interstate Fair
- Dates: October 17 - 27
- Location: Pensacola Interstate Fairgrounds
One of the biggest events of the season, the Pensacola Interstate Fair is packed with carnival rides, games, food, and live entertainment. Whether you’re going for the thrill of the rides or to indulge in fair food, the fair is an annual highlight in Pensacola.
Foo Foo Festival
- Dates: October 31 - November 11
- Location: Various locations
The Foo Foo Festival is a 12-day cultural extravaganza that showcases Pensacola’s vibrant arts scene. From live performances and art exhibits to culinary events and family-friendly activities, this festival brings the best of the city’s creative spirit.
Blue Angels Homecoming Air Show
- Dates: November 1 - 2
- Location: NAS Pensacola
Catch the Blue Angels as they return to Pensacola for their homecoming air show! The high-flying stunts and precision maneuvers of the Navy’s elite flight demonstration team will leave you in awe.
Great Gulf Coast Arts Festival
- Dates: November 1 - 3
- Location: Seville Square
One of the most celebrated art festivals in the region, the Great Gulf Coast Arts Festival brings together talented artists and artisans showcasing their work. Enjoy live music, food, and shopping in a beautiful outdoor setting.
Pensacola Fall Food Truck Festival
- Date: Saturday, November 16, 11 AM - 7 PM
- Location: Vince J. Whibbs Sr. Community Maritime Park
If you’re a foodie, the Pensacola Fall Food Truck Festival is not to be missed. Sample a variety of local food trucks offering everything from savory dishes to sweet treats while enjoying a day in the park.
Spooky Events for Halloween Lovers
For those who love a good scare, Pensacola offers plenty of spooky events:
- Hadji Shrine Haunted House: October 11, 12, 18, 19, 25, 26, 31, 7 PM - 10:30 PM
- Creepy Hollow Woods: Multiple dates through October and November
- Pensacola Fright Night Halloween Bar Crawl: Friday, October 25, 5 PM - 11 PM at Odd Colony Brewing Company
Get your scare on with haunted houses or gather your friends for a spooky bar crawl through Pensacola’s most haunted spots.
More Fall Fun
- Rhythm Fall Fest: Friday, October 25, 9 PM, 1608 Woodchuck Ave
- Hot Diggity Dogs Fest: Saturday, October 27, 3 PM - 7 PM
- Pensacola Thanksgiving Eve Bar Crawl: Wednesday, November 27, 5 PM - 11 PM
Pensacola is packed with events for everyone this fall. Whether you’re looking to celebrate culture, enjoy live music, or get into the spooky spirit of Halloween, there’s an event for you. Be sure to attend one—or more!—of these fantastic events and make the most of this festive season.
