Grayton Beach, Florida

Marked by cypress beach cottages, shaggy dunes covered in blue lupine, and funky hand-painted signs directing the way to the artist colonies that have flourished here for decades, Grayton Beach is a slice of old Florida set along Scenic Highway 30A, a narrow roadway that runs along the Gulf. Once you arrive, you won’t need a car; a bike path that tracks the road makes it easy to stroll to dinner and explore the small villages along the way. The most stylish stay is the centrally located Watercolor Inn, which was designed by David Rockwell.

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