Harbour Island: Where to Stay: On the Water: Dunmore Beach Club

Dunmore Beach Club

Fourteen cottages dot the lush property of Dunmore Beach Club—once a private haven for the Duke and Duchess of Windsor—an old-fashioned beach hotel where men wear jackets to dinner and pitchers of lemonade and plates of freshly baked cookies are provided daily. Owners Tony and Cynthia Shogren hired Manhattan decorator Tom Scheerer (who owns a house on the island) to design an elegant guest cottage, the two-bedroom Ocean House. There is also the Shogren’s four-bedroom house, called Sitting Pretty, on five acres adjacent to the resort that is available for guests when the owners are not in residence. Rooms start at $519, with a three night minimum stay required; meals are included.

Who it’s right for: Families with well-behaved children and couples who like a country-club aesthetic.

Who it’s wrong for: People who chafe at old-world traditions like a set dinner hour and a jacket-at-dinner policy.