Head "up island" to escape the crowds but still enjoy one of America's iconic islands.
Photo: Brooks Kraft
Tucked away seven miles off the coast of Cape Cod, Martha's Vineyard is an island full of unspoiled natural beauty and, during the busy season, lots of admirers. Until sometime in late August, the 100-square-mile isle's population swells with visitors and second-home owners, and it's easy to feel the crush—but you can find a quiet, uncrowded slice of the Vineyard. Just head "up island," as locals call it, to the towns of Chilmark, Aquinnah, and West Tisbury, where you'll find rolling, grassy hills, restaurants that don't need reservations, and low-key beaches blissfully free from crowds.