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Fiesta of Five Flags Celebrates Our Heritage

Pensacola is hard to pin down. From our street names to our food to our architecture to our traditions, it’s one of the biggest melting pots you’ll find on the Gulf Coast. And there’s a reason.

Since Spanish explorer Don Tristan de Luna first planted his flag on our shores in 1559, residents of our Gulf Coast community have lived under five flags: Spanish, French, British, Confederate, and United States of America.

Our Fiesta of Five Flags events, which happen throughout the year, all lead back to celebrating our founding and our history as the first European settlement in the United States. As America’s Oldest Settlement, we have a lot of history to remember and celebrate.

A 10-day heritage celebration, held the first two weeks in June, is one of the oldest and largest heritage festivals in the State of Florida. It includes several downtown parades, a boat parade, a reenactment of Luna’s landing and other family events.

Other events include the Crawfish Festival and the Fiesta Treasure Hunt in the spring; the Pensacola Seafood Festival in the fall; and spring and fall 5K and 10K run events.

Today we blend our five flags traditions with a few more modern influences, from surfer to soul to Cajun to country – and we celebrate it all, every day.

Join us in Pensacola, celebrate and plant your flag!

Spring events

April 11 - 22
Fiesta Treasure Hunt

April 29 to May 1
Pensacola Crawfish Festival

April 30
41st Annual Fiesta 10K & 5K Run/Walk
The 41st Annual Fiesta 5K and 10K Run/Walk is sponsored by the Pensacola Runners Association and will be held Saturday, April 30 at 7:30 a.m.

May 14
Fiesta Family Weekend

June 1
Emmanuel Sheppard & Condon Fiesta Days Celebration

June 3
Pen Air Grand Fiesta Parade

June 4
Fiesta Prayer Service

June 4
Centennial Imports Fiesta Boat Parade
DeLuna Landing Ceremony

Fall events

September 30 to October 2
Pensacola Seafood Festival

October 1
Pensacola Seafood Festival Don McCloskey 5K Walk/Run

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