There are islands. There are extraordinary islands. Then there’s Anguilla. Tucked away in the Eastern Caribbean, this relaxed British Overseas Territory takes your breath away with its soft white-sand beaches, coral-filled waters and elegant beachfront villas. The island regularly hosts tons of celebrities, who are drawn to Anguilla for its tradition of protecting privacy, upscale hotels and exquisite restaurants. With all the makings of a perfect tropical escape, pampering is at a premium in Anguilla with every detail and luxury accounted for. At the same time, Anguilla is well off the beaten path and away from the cruise ship crowds and cookie-cutter resorts. Instead, this luscious low-key island gives you space to breathe and fully enjoy its pristine shores, reggae beats and water activities.
Where to Stay
Cap Juluca is the undisputed crown jewel of Anguilla’s hotel scene. Strung around 179 acres of the crescent-shaped Maundays Bay, the glamorous resort is a sanctuary of escape and romance. Having underwent a dramatic renovation in 2018, a fresh interior design with pristine white walls, bright accents and refined style perfectly frame the deep blues and lush palms right outside your window. Each of the 66 rooms and suites offer magnificent views and direct beach access. For those in search of a personal Caribbean hideaway, there are also 15 white stucco villas with airy interiors and private pools. Life at Cap Juluca is centered around its stunning infinity-edge pool, whereas botanical motifs and verdant local plants fill in the gaps. Elsewhere, you have access to water sports, a handful of restaurants and an indulgent Arawak Spa at your fingertips, meaning you’ll hardly need to leave the resort. Check out our Luxury Hotel Guide to Anguilla for the complete breakdown of accommodation.
Where to Dine
Perched upon a high cliff that overlooks the convergence of Barnes Bay and Meads Bay, Cobà boasts a show-stopping location that’s second to none. Open to the sea on two sides, the Four Seasons’ signature restaurant is nothing short of spectacular with a sophisticated-chic interior and topped off with stylish furniture, muted tones and modern accents. Whether you come for a fresh breakfast or vibrant seafood dinner, Cobà represents open-air Caribbean dining at its absolute finest, with an exceptional locally-inspired menu to match. There’s also a wine bar that showcases an impressive selection of reds, whites and champagnes available by the glass. Be sure to take a peek through our Restaurant Guide to Anguilla for a detailed breakdown of the island’s best eats.
What to Do
Anguilla may be tiny in size, but the island boasts 33 fabulous beaches, all of which are completely free and open to the public. Shoal Bay is widely considered the Caribbean best beach for its pristine stretch of soft white sand, lined by swaying palm trees, laid-back restaurants and colorful beach bars. Sandy Ground Beach is another popular option that draws visitors with its live music, bobbing yachts, local shops and fun-loving atmosphere. Beyond soaking up the sunshine, the island’s crystal clear waters and vibrant coral reefs teeming with life give way to unforgettable snorkeling and scuba diving adventures.
Taking a yacht out to tender for the day is a memorable experience that allows you to sail to tiny inlets and atolls scattered offshore. Accessible only by boat, the Secluded Little Bay is a gorgeous crescent of sand that offers secluded tranquility and underwater fun, whereas Sandy Island and Scilly Cay are tiny islands with lively beach bars. Whether soaking up the sun, diving into the azure or enjoying remote picnic lunches with family and friends, you can rest assured that your own slice of paradise is waiting for you.
What to Pack
Between leisurely afternoons by the pool, long walks on the beach and scuba diving adventures, your wardrobe for Anguilla should be centered around swimwear. This Solid & Striped Anne Marie Swimsuit is cut from the brand’s signature smoothing stretch fabric for maximum comfort and breathability, whereas the low scooped back and high-cut legs makes for timeless style. These Oliver Peoples O’Malley Round Sunglasses are a straightforward black-on-black option that’s perfect for life under the Caribbean sun and boating activities. If you plan do partake in Anguilla’s legendary snorkeling and scuba diving scene, opt for the Omega Seamaster, a legendary diving buddy that is water-resistant to 300 meters in the form of a beautiful stainless steel case and an iconic deep blue ceramic bezel. Make sure your wardrobe is up-to-date with our Caribbean Season Fashion Guide.