Pensacola has long been known as the “City of Five Flags”

It was founded in 1559 by the Spanish Conquistador, Don Tristan de Luna and his entourage. 

It was the first European settlement in the United States, and since then the flags of four more nations have flown over Pensacola. 

The French, British, Confederate and United States of America flags all had their turn here in far West Florida.

Pensacola is older than St. Augustine, but St. Augustine claims the title of oldest “continuously occupied” city in the United States.

This clever technicality doesn’t dampen Pensacola’s enthusiasm for their own history and heritage.

The Fiesta of Five Flags celebrates this heritage. The event is always held the first two weeks in June, and the 10 day event is one of the largest festivals in Florida. It has been held every year since 1949.

The festival usually kicks off in Seville Quarter, the historic district of downtown Pensacola. The opening day features live music, food and flags and other decorations celebrating the multi-national heritage of the city.

The festival last 10 days, and each year is a little different.  You will see many parades, music performances, art and sculpture contests and the de Luna landing ceremony. People enjoy the festivities both from land and boats.

An exciting feature of the 2015 festival was the visit of the “Juan Sebastian de Elcano”, the third largest “tall ship” in the world. It is used for training Spanish naval midshipmen and has sailed more than a million and a half miles throughout the world since 1927. Ten of her seventy-seven voyages have been around the world. This beautiful sailing vessel was a proud participant in the ceremonies of this year’s festival.

For a listing of events, visit the Fiesta of Five Flags official website,

Most of the information in our website has been published in a series of Amazon Kindle books for each of Florida's eight geographical regions.

Florida Backroads Travel, a separate Kindle book, covers all of the regions of the state in one volume.

All books can be read on a computer, tablet, Kindle and most smart phones.

Click on the book cover for free previews of these books at

Return From Fiesta of Five Flags to Florida Festivals

Return To Florida Backroads Travel Home

Recent Articles

  1. Florida Camping In A Prius

    Oct 25, 16 12:50 AM

    Florida camping in a Prius is economical if you stay in Florida State Parks.

    Read More

  2. Florida Backroads Travel Site Map

    Oct 23, 16 01:01 PM

    The Florida Backroads Travel site map shows all of the website pages so you can find your way around.

    Read More

  3. Plant City, Florida: America's Winter Strawberry Capital

    Oct 21, 16 12:16 PM

    Plant City, Florida has one of the top fairs in America: the Florida Strawberry Festival

    Read More


First Name

Enjoy our free monthly ezine with news of day trips, towns, inns, festivals, food, history and more.