Serving up Bermudan food since the late 1600s, this waterfront inn, which once stored sailors’ bounty in its basement, is now home to an award-winning steak house. Three nautical-themed dining rooms, complete with exposed wood beams, Windsor chairs and oil paintings of clipper ships, give you that captain’s quarters feel. A Colonial staircase leads to an upstairs cocktail area, where a classical pianist churns out Chopin. An outdoor terrace and gardens, which feature sweeping views of Jews Bay, are the perfect spots to sip on a Dark ’n’ Stormy or enjoy a cigar procured from the inn’s impressive cigar selection.
The Menu: Carnivores will rejoice at the choice of steak dishes, including peppercorn crusted filet drizzled with cognac peppercorn sauce; a 20-ounce Kings Cut prime rib; and an 8-ounce filet served with creamy mushroom ragout. For delectable beef-free options, try the slow-roasted giant lobster tail or jumbo sea scallops wrapped in apple cider-cured bacon and served with spiced pear chutney. The consistently delicious and well-executed food has earned Waterlot Inn the 4-Diamond AAA award every year since 1989.
The Must-Have: Can’t decide between the island’s seafood offerings and prime steaks? Share the Surf and Turf Seafood Skewer for Two, a towering plate piled high with lobster, beef tenderloin, scallops and shrimp and served with Choron sauce. Finish the night off with a decadent dessert, like strawberry flambé served tableside.