St. Mary

Establishment neighborhood
Sheer Rocks
Ffryes Beach, St. Mary
A blinding sea-blue view from the top of a cliff provides the ideal backdrop for an afternoon dipping in and out of infinity pools, lounging on day beds, and dining on delicious small plates. Everything at Sheer Rocks is prepared in-house, and the seafood is either line- or hand-caught. Quick bites include broccoli in ponzu yogurt and steak tartare, but if you have time, the seven-course tasting menu with wine pairings is worth it. Top off the day with a tropical dessert option: coconut-rum-soaked watermelon slices and pineapple tossed in passion fruit.
Curtain Bluff
Carlisle Bay, St. Mary
This all-inclusive tennis retreat is designed to help you break a sweat with four championship tennis courts, a squash court, a basketball court, and a seventy-five-foot swimming pool, plus bocce and shuffleboard courts. There are even two beaches: one for water sports like Jet-Skiing, snorkeling, and scuba diving and another for lazing about. Active-minded visitors will be spoiled for choice, but if you want to take it slow, turn to the spa and wellness center for deep-tissue massages, yoga, and Pilates. Then retreat to your blue-and-white room, where you’ll find floor-to-ceiling glass doors, marble bathrooms—but no televisions, to ensure you’re taking advantage of the peace and quiet. We loved the attention to detail, like cold, scented towels poolside. At night, drop by Tamarind Tree for dinner and dancing and make a night of it—the fantastically fresh seafood is paired with wines from the property’s 25,000-bottle cellar.