Located on Santa Rosa Island, one of the longest barrier islands in the world, Pensacola Beach has an old Florida feel with natural beaches, local hang-outs, first-rate fishing and historic Fort Pickens. Pensacola Beach has been named among the nation’s top 10 beaches by TripAdvisor. The Pensacola Beach Pier is one of the longest in the Gulf of Mexico at 1,471 feet. Portofino Boardwalk features open-air bars and restaurants, shops, piers and shallow water for kids along Santa Rosa Sound. Visitors can access Gulf Islands National Seashore, the nation’s longest stretch of protected seashore, on both sides of Pensacola Beach, making it an ideal spot for biking, snorkeling or kayaking. In summer, visitors are entertained with free concerts four nights a week. more about Pensacola Beach.