Island Time

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The locals like to refer to Anguilla as “Tranquility wrapped in blue” because the water surrounding its 30 square miles is an azure color like you’ve never seen before. A 20-minute boat ride from St. Martin, Anguilla and its white beaches are the jewel of the Caribbean, favored by A-list celebrities for the world-class restaurants, luxurious accommodations, and laidback feel. Sandra Bullock, Sofia Vergara, Ellen DeGeneres, and Beyoncé have all vacationed there in recent years. But island folks are also known for their discretion, so you won’t find any paparazzi pics documenting their stays. You’ll just have to check out Anguilla for yourself.

STAY

The ultimate in luxury, the Viceroy Anguilla sits on both the Barnes and Meads bays. The resort offers three spectacular pools, a spa, impeccable customer service, fine dining, and gorgeous, sophisticated rooms designed by world-renowned Kelly Wearstler. Most guest suites have their own expansive patios and plunge pools. If you don’t want to leave (and we promise, you won’t), you don’t have to. The Viceroy Residences offer three-bedroom penthouses and four-bedroom villas for sale. Don’t miss the daily gathering at the Sunset Lounge (a bar bordering an infinity pool overlooking the Caribbean Sea) where people come to behold the sunset. Watch for the green flash as the sun meets the sea. It’s spectacular.

EAT

Considered the culinary capital of the Caribbean, the island is home to more than 70 restaurants, offering everything from burgers on the beach to lobster by the sea, all by some of the best chefs in the business. Many left acclaimed American hotspots to go out on their own in Anguilla.

A former Miami chef is now the go-to guy at the Viceroy’s signature restaurant. Cobà is open to the public and offers fine dining in an open-air setting with exquisite views of the cliffs and beach below. The chef will recommend you order the local delicacy—crayfish (not crawfish); it’s more tender than lobster.

For slightly more relaxed fine dining, check out Blanchards on Meads Bay. More than 30 years ago, a Vermont couple started serving fantastic and eclectic food in this charming old house on the sand. Enjoy the award-winning wine list and order the Caribbean Sampler for a little of all the house specialties (mahi mahi, crayfish, and jerk chicken). During the day enjoy more low-key fare next door at Blanchards Beach Shack, where the menu includes lobster rolls, homemade tacos, and ice cream.

PLAY

Take a quick boat ride to Sandy Island, where you can lunch on lobsters, citrus salad, mahi mahi, and more—family style. Spend the day snorkeling, soaking in the rays on a daybed under a palm tree, or watch the kids as they take a “mermaid class.” And if you don’t mind an adrenaline rush, take the opportunity for a stop by Little Bay on the way over for the Caribbean’s most picturesque cliff diving. Afterward, pull up a towel for some well-deserved relaxation on one of the world’s most beautiful beaches.