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  • For AFAR’s second annual Travelers’ Choice hotel awards, our readers cast close to 60,000 votes to recognize their favorite hotels, from a romantic retreat on Italy’s Amalfi Coast to a cliffside lodge in northern New Zealand.
  • Island-Hopping in the Caribbean Isn’t Just for the 1-Percent
  • Plus: trouble in the Maldives and a different kind of footie in London
  • For a small island, Anguilla has a dining scene that packs a hefty punch. From beachside crayfish plates to roadside chicken grills and food trucks serving homemade soups, there’s plenty of local fare to sample.
  • Exploring Anguilla’s multiple beaches is an adventure in itself, with each one offering a distinct atmosphere and activities. But there’s also lots to do away from the white sand—you can delve into the island’s history, hike the rocky eastern edge, and shop for local crafts.
  • The Valley 2640, Anguilla
    Meat lovers flock to Ken’s BBQ, the most popular outdoor grill on the island. Located in a line of stalls across from the market in The Valley, this informal spot prepares and serves up barbecue pork and chicken in typical island style. Ask any Anguillan and you’ll learn that Ken’s are best ribs in the land, probably because Ken raises all the animals for his farm-to-grill operation. Options for sides include french fries and garlic bread. For a tasty meal at under $10 per person, it’s a no-brainer.
  • Barnes Bay, West End 2640, Anguilla
    Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, but the original clean lines and sharp angles of the midcentury modern architecture coupled with Kelly Wearstler’s playfully eclectic interiors are still unmistakable at this stunning property overlooking Meads and Barnes bays. Epitomizing tropical modern luxury, the property is awash in marble, natural stone, and wood, with dramatic views of the Caribbean Sea from dining rooms and infinity pools that seem to hover from their cliffside perches. Spanning 35 acres, the resort is home to 166 spacious, serene, and stylish accommodations ranging from suites to townhomes and private villas. Indulge at five dining venues, including the aptly named alfresco Sunset Lounge for sushi and the fine-dining Cobà, where fresh seafood is paired with choice cuts of meat and an impressive wine list. With three swimming pools and two distinct beaches to choose from, the most stressful part of the day is deciding where to lounge.
  • Sandy Ground 2640, Anguilla
    Finding a fun bar that’s popular with locals is almost a travel imperative: While hotel bars have their charms, local bars offer travelers a way to explore a destination through its people. This beach bar at the heart of Sandy Ground fits the bill. Mellow by day, the vibe picks up at night, with dancing out on the sand, occasional live music and DJs, plus famous full-moon celebrations. On Sunday afternoons, grab a fish taco and a beer and join the crowd watching the football or basketball game on the huge outdoor screen.
  • Malliouhana, Long Bay Village 2640, Anguilla
    Located on a craggy cliff jutting between Meads Bay and Turtle Cove Beach, Malliouhana has views of the glittering aquamarine sea that will hypnotize guests from the moment they arrive to its chic porte cochere. The bright, cerulean open-air lobby with mirrored mosaic-tile flooring tumbles out to a deck where tiered infinity pools are punctuated by ruffled yellow umbrellas, and a cliffside restaurant serves fresh seafood and farm-to-table fare. Built in 1984, this is Anguilla’s original luxury resort, which reopened in December 2018 after a complete restoration following Hurricane Irma. While guests may find it hard to take their eyes off the dazzling Caribbean, the 46-room boutique hotel’s interior design offers its own portal to the sublime with an aesthetic that can best be described as tropical eclectic. Guest rooms are painted sorbet yellow or robin’s-egg blue and feature white lacquer four-poster beds, mural panels by Haitian artist Jasmin Joseph, Venetian glass lamps, and sea-green marble bathroom vanities. All of this somehow swirls together for a look that’s both regal and untamed. Beyond the rooms, guests can look forward to an extended pool deck with fresh cabanas, as well as the Bar Soleil, which offers a prime spot to watch Anguilla’s famous sunsets.
  • Long Bay Village 2640, Anguilla
    In an all-white open-air dining room that spills out onto the sand overlooking Meads Bay on Anguilla’s west end, Jacala serves just 35 guests a night. Chef Alain Laurent’s French-inspired menu includes dishes such as fennel-spiked conch chowder, snapper meunière, and a steak tartare prepared tableside upon request.
  • Anguilla
    One of Anguilla’s top three beaches, Meads Bay is home to a handful of the best boutique hotels as well as beloved beach restaurants like the Four Seasons, Jacala, and Straw Hat. It rarely feels crowded, and the stunning, near-mile-long white stretch is ultrawide and spacious. Facing turquoise-clear Anguilla waters and a partly rocky landscape on its edges, it’s a favorite for long quiet walks, swimming, and snorkeling, or as a place to enjoy a meal and a drink until the sun sets directly over the sea. Waves can get high in the summer; exercise caution.
  • 2640 Little Bay, 2640, Anguilla
    Sometimes the best way to cool down in the Caribbean is to heat things up! And nothing spells relief like a dip in the Ani Villas hot tub – perched on the edge of a cliff overlooking secluded Little Bay Beach, Anguilla.
  • Crocus Hill 2640, Anguilla
    Many Caribbean islands (Anguilla included) are made primarily of limestone. Over many thousands of years, caves often form in this type of rock speckling the islands with tons of little caves to explore. On Anguilla there are plenty to explore, but the hike to the Iguana Cave is particularly pleasant. It starts on the quiet and isolated sands of Katouche Bay Beach just past the Masara Resort. It’s pretty much due West of the capital of The Valley and very easy to find. The only awkward part is the very steep road that descends the last mile toward the shore. There you should find a gap in the sea grape trees. Staying on this path will take you past a salt pond, through a forest crawling with hermit crabs, up an old stone staircase, through a grove of cactus, past the occasional red-footed tortoise, and finally to the cave. Going at an easy pace, the hike clocks in at around 45 minutes up and 45 minutes back. For the most part, it’s pleasant and I highly recommend it as a way to break up a bounty of beautiful beach days.
  • Crocus Hill 2640, Anguilla
    One of Anguilla’s most secluded beaches, Little Bay is tucked beneath a series of bluffs on the island’s northwest. Usually reached by boat or kayak from Crocus Bay, this tiny, undeveloped stretch of sand hugs a cove with calm turquoise waters filled with small tropical fish, sea turtles, and starfish. Bring drinks and snacks, rent gear from Da Vida Restaurant, and kayak (or boat taxi) over in the morning to avoid the crowds and spend a couple of blissful hours away from it all.
  • Unnamed Road
    On the island’s easternmost point, this undeveloped, rugged area of Anguilla is great for hiking, exploring nature, and taking a break from sunbathing. Begin your trek at Windward Point Bay, on the southern side of the beach, then hike up toward a rocky landscape dotted with Melocactus and various sharp rock formations, while the rough open sea crashes in the distance and pelicans glide overhead. As the climb continues to the top of the hill, you’ll get views of Scrub Island, St. Martin, and St. Barths ahead on a clear day, and a well-deserved 360-degree panorama.