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Pensacola knows how to throw a party.

This isn't a fancy food festival. It's a neighborhood party with really good food. Wings you'll dream about. Pickle creations in places you never expected—from pickle ice cream to pickle pizza to pickle-brined everything. Entertainment that keeps your feet moving. A pickle-eating contest that'll have you cheering. Costume contests that'll have you laughing. And all of it surrounded by the charm, history, and walkable energy of historic downtown Pensacola.

​​Supporting the community is a core part of this event. A portion of the proceeds from the Pensacola Pickles and Wings Family Festival will be donated to the Ronald McDonald House of Northwest Florida, helping support families with children receiving medical care in our region. Come hungry, come local, and come ready to celebrate food, fun, and giving back together.

This is the pickle party Pensacola didn't know it needed. Come find out what all the dill is about.

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Wing Competition Food Trucks

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Master of the Ceremony

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J.C. Kelleher

Veteran, Broadcaster, and Voice Actor

Wing Challege Host and Judges

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 Hunger Brothers (Hosts)

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TBA

(Judge)

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TBA (Judge)

On-Site Collaborators

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The Pickle Priest Influencer/ Media

Navy Dave

Influencer/ Media

Sammie

Influencer/ Media

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Lawrence Green Influencer/ Media

Izzy

Influencer/ Media

Beachbilly Lifestyle

Influencer/ Media

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Gulf Coast Gurlie™

Influencer/ Media

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Cam

Influencer/ Media

See All Vendors

The Pickle Priest

Special Guest

EVENTS SCHEDULES

Gazebo Stage  Saturday May 15, 2027 Schedule:

10:00 Am

Grand Opening

11:00 Am

Gazebo Stage Live Performance by TBA

12:00 Pm

Gazebo Stage Live Performance by TBA

12:45 Pm

Gazebo Stage Live Performance by TBA

1:00 Pm

Wing Challenge Gazebo Area hosted by Hungry Brothers

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2:00 Pm

Gazebo Area Kids & Adult Costume Contest (Pickle & Wing Themed!)

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Krewe Costume Contest hosted by the Krewe of Cheers

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3:00 Pm

Gazebo Stage Live Performance by TBA

The Krewe Challenge Gauntlet at Mechanical Pickcle hosted by the Krewe of Cheers

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4:00 Pm

Gazebo Area Adult  Pickle Eating Contest 

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4:30 Pm

Gazebo Area Childrens  Pickle Eating Contest 

6:00 Pm

Gazebo Stage Live Performance by TBA

7:00 Pm

Closing

Fountain Park Children's Fun Zone Schedule: 
10:00 AM - 6:00 PM  

  • 🎨 Face painting

  • 🖍️ Arts and crafts station

  • 🎪 Carnival games

  • 🫧 Bubble station

  • 🥒  Pickle Toss (All Day

  • 🏛️ Pensacola Parks and Recreation Booth

  • 🏰 Bounce house

  • ✨ And more!

The Pickle Priest

Special Guest

EVENTS SCHEDULES

Gazebo Stage  Sundyay May 16, 2027 Schedule:

10:00 Am

Grand Opening

11:00 Am

Gazebo Stage Live Performance by TBA

12:00 Pm

Gazebo Stage Live Performance by TBA

1:00 Pm

Gazebo Stage Live Performance by TBA

2:00 Pm

Gazebo Stage Live Performance by TBA

3:00 Pm

Gazebo Stage Live Performance by TBA

04:00 Pm

Gazebo Stage Live Performance by TBA

05:00 Pm

Gazebo Stage Live Performance by TBA

06:00 Pm

Gazebo Stage Live Performance by TBA

07:00 Pm

Festival Closes

🥒THE LEGENDARY PICKLE PRIEST⚔️

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A larger-than-life guest is arriving at the Pensacola Pickles and Wings Family Festival, and you will not want to miss him. The legendary Pickle Priest is making a special appearance, bringing laughs, unforgettable photo opportunities, and a one-of-a-kind festival experience.

Stop by the Pickle Priest booth throughout the day, where he will be selling his famous pickles, exclusive merchandise, and signing autographs for fans. Whether you are a pickle superfan or just love quirky festival moments, this is your chance to meet one of the event’s most talked-about personalities.

TIME:

  • 10:00 to 8:00 PM Vendor Marketplace at Seville Square

EXPERIENCE INCLUDES:

Fresh pickles available for purchase

Official Pickle Priest merchandise
Autograph opportunities
Photos with the Pickle Priest

⚓ Navy Dave Lip Sync Legend 🎤

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A fan-favorite TikTok personality is coming to the Pensacola Pickles and Wings Family Festival, and you are going to want to get your photo with him. Navy Dave is making a special appearance, bringing his signature energy, good vibes, and unforgettable meet and greet moments to Seville Square on May 16th.

Stop by and meet Navy Dave throughout the day for photos, laughs, and a one-of-a-kind festival experience. Whether you have been following this hilarious grandpa for years or you are about to discover your new favorite creator, this is your chance to hang out with one of the most entertaining personalities at the festival.

TIME:

  • Live meet and greet with Navy Dave Photo opportunities Good vibes and festival fun all day long

  • FOLLOW NAVY DAVE:

  • TikTok: @navydaveusa1 Facebook: David Coen Instagram: @usnretgrandpa

THE KREWE CHALLENGE GAUNTLET

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The Krewe Challenge Gauntlet is coming to the Pensacola Pickles and Wings Family Festival, and your Krewe does not want to sit this one out. This is a head-to-head battle between Pensacola's most legendary Krewes, and the whole city will be watching.

 

Hosted by the Krewe of Cheers -- and they are not just running the show, they are competing too!!

Already confirmed and ready to ride:

🏴‍☠️ Krewe of Wicked Pirates

🌼 Krewe of Daisy Dukes

TIME:

2:00 PM Krewe Costume Contest Competition

  • Hosted by the Krewe of Cheers (who are also in the running)

3:00 PM Krewe Mechanical Pickle Competition

  • Head-to-head Mechanical Pickle Ride showdown against rival Krewes

PARKER AND REX 🦖🌴

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Two larger than life guests are stomping into the Pensacola Pickles and Wings Family Festival, and you will not want to miss them. Meet Parker and Rex, the crowd favorite dinosaur ambassadors from Pensacola Parks and Recreation. These prehistoric pals bring big smiles, high fives, and unforgettable photo moments for kids and families all day long.

Stop by when Parker and Rex roam through the festival grounds at Seville Square. They will be greeting guests, posing for photos, giving high fives, and helping make this family festival a ROARing good time for everyone.

TIME:

  • TBA

EXPERIENCE INCLUDES:

High fives from Parker and Rex
Photo opportunities with the dinosaurs
Fun meet and greet moments for kids and families
Roaming dinosaur appearances throughout the festival

Pickle Ride "It's a Big Deal"

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The Mechanical Pickle Ride is one of the festival’s most popular attractions, giving guests the chance to hop on and test their balance, skill, and bravery. Riders take on a spinning, bucking pickle while friends and family cheer them on. It is fun, fast-paced, and a crowd favorite for all ages.

TIME:

  • 10:00 to 8:00 PM at the Seveille Park

REGISTRATION:

  • On-site sign-up at the Pickle Ride booth. Waivers are required prior to riding.

RIDE FEE:

  • $TBA

RULES:

  • Waivers required
    Must follow operator instructions
    Closed-toe shoes recommended
    Height and weight restrictions may apply

COSTUME CONTEST — DRESS TO IMPRESS!

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Whether you come dressed as a giant pickle, a saucy chicken wing, a jar of brine, or something wildly original—we want to see it! This is your chance to strut your stuff on the main stage and compete for amazing prizes. We have separate contests for adults and children, so the whole family can join the fun!

ADULT COSTUME CONTEST (Ages 18+)

TIME:

  • 2:00 PM on the Main Stage

REGISTRATION:

  • Sign up at the Contest Booth starting at 10 AM

ENTRY:

  • FREE to enter

 🧒 CHILDREN'S COSTUME CONTEST (Ages 12 & Under)

TIME:

  • 2:00 PM on the Main Stage

ENTRY:

  • FREE to enter

PICKLE EATING CONTEST

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Get ready for Pensacola's most epic pickle showdown! Our Pickle Eating Contest brings together brave competitors to see who can devour the most pickles in record time. It's messy. It's briny. It's absolutely hilarious. And it could be your moment of glory.

TIME:

  • 4:00 PM on the Main Stage

  • 4:30 Children 

REGISTRATION:

  • Sign up at the Contest Booth starting at 10 AM (limited spots!)

ENTRY FEE:

  • $20 Adults

  • $10 Children

 PRIZES:

  • Bragging rights + Prizes 

RULES:

  • Waivers required | No outside pickles allowed 

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