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When you visit Anguilla with Inspirato, you’ll have your choice between stunning villas and luxury hotels. Jobsie Villa and Scilly Villa offer oceanfront living with private infinity-edge pools and incredible Caribbean Sea views.
To the north, in Long Bay Village sits Malliouhana, an Auberge Resort. Pairing modern Caribbean charm with laid-back sophistication, this glamorous retreat offers three dining venues, a full-service salon, and access to plenty of water sports and equipment. A sprawling resort situated on 300 acres, Aurora Anguilla Resort & Golf Club is a refined and playful resort with an abundance of family-friendly activities and an excellent getaway for golf lovers.
With more white-sand beaches than mile markers and some of the best restaurants in the Caribbean, Anguilla is a haven for the sophisticated traveler. The island long ago outlawed cruise ships, casinos, and high-rise hotels in favor of discreet, upscale properties. Just 16 miles long and a mere three miles across at its widest point, Anguilla may be petite—but it makes a statement.
Participate in outdoor recreation like kayaking, snorkeling, or waterskiing in tranquil, protected bays; sailing and windsurfing on the open waters; and golfing at one of the premier island courses such as Cuisinart. Be sure to save time for lounging on some of the whitest, finest sands in the Caribbean.
With powdery sand that stretches for two miles and a string of lively beach bars and restaurants, Shoal Bay East often tops the list of best beaches in Anguilla and even the Caribbean as a whole.
Surrounded by towering limestone cliffs, this protected cove is accessible only via boat—which makes it a remote and secluded spot to lay out a towel on soft sand, snorkel, or even cliff-dive.
Hire a boat to sail to Scilly Cay—a small, secluded island comprised of coral in Island Harbour— where a world-famous, family-owned restaurant serves up freshly caught seafood including lobster and crayfish.
Expect to enjoy sunny and warm days throughout the year, highs in the 80s and lows in the low 70s, tempered by ever-present sea breezes and very little rain. Anticipate generally clear skies during the winter months and light clouds in the summertime.