Best for Oysters
Credit: Jeffrey Coolidge / Getty Images

Cahoon Hollow, Massachusetts

Wellfleet's five ocean beaches boast constant breezes ideal for high-flying kitesurfing. But when the sun sets, an eclectic crowd of locals ("Fleetians") and tourists ("lizards") descends the steep dunes to the Beachcomber, a landmark bar at Cahoon Hollow Beach, for world-class oysters and a nightly party that goes into the early morning hours, with live music and signature rum-and-more-rum Goombay Smash cocktails.