May 15, 2027 10:00 AM –7:00 PM
Pensacola Pickles and Wings Family Festival
It's Kind of a Big Dill -- and Pensacola's tastiest annual tradition is back for two full days.
The Pensacola Pickles and Wings Family Festival returns to Seville Square and Bartram Park on May 15 and 16, 2027, for its biggest year yet. Thousands of attendees flock to historic downtown Pensacola each year for this free, family-friendly celebration of bold flavors, local makers, nonstop entertainment, and Gulf Coast community spirit.
Word has spread far beyond city limits. Foodies and families are flying in from across the Southeast -- Atlanta, Nashville, Houston, New Orleans, and beyond -- making this a true destination event on the Gulf Coast calendar. From Pensacola to Perdido Key, Mobile to Milton, Destin to Daphne, and everywhere in between, pickle lovers and wing fanatics mark their calendars months in advance. Hotel rooms fill up. Day trips turn into weekend getaways. Pensacola becomes the place to be in May.
https://www.pensacolafest.com/
Held under the centuries-old live oak canopy of Seville Square -- one of the most beautiful outdoor festival settings in the South -- join us for two full days packed with:
- Two days of live bands and performers on stage
- Legendary Pickle Eating Contest
- Best Wings of Pensacola Challenge
- Pickle Creation Competition
- Pickle Toss Competition
- Costume contests for adults and kids with prizes
- Food Truck Alley with Gulf Coast favorites
- Kids Zone with bounce houses and face painting
- The iconic Pickle Ride
- Vendor marketplace with local artisans and makers
FREE admission both days. All ages. Rain or shine.
Saturday, May 15 & Sunday, May 16, 2027
10:00 AM - 7:00 PM (both days)
Seville Square & Bartram Park, 221 E. Government Street, Pensacola, FL 32502
https://www.pensacolafest.com/
(850) 941-4321
A portion of the proceeds benefits the Ronald McDonald House of Northwest Florida, supporting families with children receiving medical treatment.
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Upcoming Dates
- Sunday, May 16
- Monday, May 17
Pensacola Pickles and Wings Family Festival
Parking Instructions
Street parking
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Pensacola History and Haunting Tours and Events
221 East Government Street Pensacola, FL 32502 (850) 941-4321