Anguilla
This tiny, sandy Caribbean bump—located a few miles away from bigger, busier St. Maarten—boasts breathtaking beaches, excellent snorkeling and diving, offshore cays that can be yours for the day, and charter sail companies that can put you in charge of the open ocean. Out of the water, discover historical landmarks like the fully intact Wallblake House (a plantation house that is now a cultural center) and the Old Salt Factory and Pumphouse. The Anguilla Summer Festival's main attraction is the round-the-island boat race, an event which draws visitors from all over the world.