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Historic Pensacola

The Unique charm and character of The City of Five Flags

Article by Adina Preston

Photography by Adina Preston, Caine Adamson, Provided

Originally published in Pensacola City Lifestyle

Known as the City of Five Flags, Pensacola has a rich history under the rule of five different national powers: Spain, France, Britain, the Confederacy, and the United States. Throughout its history, these governing bodies have flown various flags, contributing to the city's unique and diverse heritage.

1 - Historic Pensacola Village - Discover Pensacola's historic heart: a picturesque village with restored buildings and museums showcasing the city's past. It's home to the Seville Quarter, established in 1967 by entrepreneur Bob Snow, who transformed 19th-century structures into a dynamic entertainment center, continually evolving with new experiences and venues.

2 - Pensacola Beach and Boardwalk - Pensacola Beach, with its iconic white sands and lively boardwalk, offers stunning ocean views and rich marine life. A beloved spot for locals and tourists alike, it serves as a center for dining, nightlife, and outdoor adventures. Here, the famous emerald-green waters invite water sports, sunbathing, and leisurely beach strolls.

3 - Blue Angels Air Show - For 78 years, the Blue Angels have soared, embodying aviation excellence and local pride. Inspired by Admiral Nimitz in 1946 to boost naval interest and morale, this elite Navy squadron, named after a New York club, showcases breathtaking precision and professionalism. Their high-risk flights captivate, proving their unmatched skill and dedication in the sky.

4 - The Naval Aviation Museum - Explore the National Naval Aviation Museum, Florida's most-visited and the world's largest of its kind, showcasing over 150 restored aircraft from the Navy, Marine Corps, and Coast Guard. Spanning 350,000 square feet and 37 acres, it offers a deep dive into aviation history. Admission is free, inviting all to witness these unique and historic displays.

5 - The Great Gulfcoast Arts Festival - The Great Gulfcoast Arts Festival, taking place in November and hosted in Seville Square, is a top-rated U.S. arts event, that unites over 200 acclaimed artists, from painters to potters, in a three-day showcase. It celebrates local culture with visual arts, crafts, and live performances ranging from bluegrass to jazz. The Heritage Arts Area features artisans demonstrating traditional skills like woodcarving and weaving. 

6 - Pensacola’s Seafood Cuisine - Pensacola's seafood scene dazzles with variety: from Cajun delights at Restaurant NOLA to Peg Leg Pete’s oysters. Enjoy crabcake Benedict at Native Cafe and crawfish at Where Y’at Seafood Market & Restaurant. The highlight is Captain Joey Patti’s, an animated diner adjoining a vast market, offering everything from fried fish to hearty gumbo, perfect for family dining and budget-friendly.