If summer slipped into September without having a beach retreat in the books, you can still enjoy tropical weather, fiery sunsets, and fresh-catch fish tacos before buckling down for the colder seasons. These four charming Florida beach towns are the perfect setting for coastal adventures and good vibrations.
Reconnect with that laid-back island lifestyle in this quaint corner of “Old Florida.” Soak up the sun at one of Anna Maria Island’s mellow beaches and go for a swim in the calm gulfside waters. True tranquility can be found at Bean Point, where it isn’t uncommon to spy dolphins in the ocean or shells in the sand. To stretch your legs, visit the array of boutiques along Pine Street or explore Cortez, the historic fishing village. The cozy beach town vibe would not be complete without taking it all in on a rented bike—complete with a cute basket for your morning pastry. Refuel for your next kayaking or birdwatching adventure at The Sandbar Restaurant and keep the good times rolling.
For a classy and cozy family getaway, journey down to the 30A Scenic Highway to find Rosemary Beach. Nestle into a beach home in the neighborhood or, for a more luxury experience, book a beachside stay at The Pearl Hotel. From farmers markets to tennis courts, and, of course, the ocean, there’s so much to see and do within a short walk. Stroll or bike down cobblestone paths to sugar sand beaches and emerald waters. Away from the sea, Rosemary’s Town Center is home to beachy boutiques, chic restaurants, and the Hidden Lantern, a local bookstore. Catch sunset views from the rooftop at Pescado Seafood Grill and finish off with something sweet from The Sugar Shak.
“Nice dogs, strange people” is the unofficial slogan of Grayton Beach. A walk through this bohemian beach village and you’ll see eclectic art, beach cottages, and yes, friendly dogs. Each cleverly named beach rental has its own style, from modern calm to upscale kitsch, but the vintage-style rooms at the Hibiscus Guesthouse also have their appeal. Fun in the sun comes in many forms at Grayton Beach State Park, from swimming and fishing in the surf to hiking and biking the forest trails. Grab a warm breakfast and hot coffee from Black Bear Bread Co. before hitting the dune lake with your paddle board or canoe. After dinner at Chiringo, wander through one of the studio galleries or boutiques before stopping by The Red Bar for drinks and live music.
If the modern high-rises of the cityscape have got you down, St. Augustine’s Spanish colonial charms may lift your spirits. As the nation’s oldest city—founded by the Spanish in 1565—St. Augustine has hosted its fair share of beach lovers and city explorers alike. Burrow your toes in the soft sands of Crescent Beach for a relaxing getaway or wander the historic district in search of your new favorite cafe. Famous beach eats include St. Augustine Fish Camp and Asado Life. For a sit-down dinner after a long day of museum hopping, check out River & Fort downtown. While there is no magical well that grants immortality, you can still visit the Fountain of Youth Archaeological Park before waving goodbye to this enchanting piece of the Florida peninsula.
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