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Anguilla: Navigating Paradise

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When people plan their first trip to Anguilla, they typically know a couple of things: 1) the beaches are spectacular, and 2) it's an island that none of their friends have yet discovered. Anguilla is a gem in the Caribbean landscape with beaches that quietly make headlines for being the world's best. Yet beyond the beaches lie the elements that keep visitors coming back year after year: the people, the laid back atmosphere, and a culinary scene that's nearly unrivaled within the Caribbean.
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West End Village, Meads Bay, 2640, Anguilla
My first experience with the Caribbean was in Anguilla. Now that I've begun exploring other Caribbean islands, I've realized one important thing: that experience spoiled me. My conception of the Caribbean was shaped by Anguilla's white sand...
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Barnes Bay, West End 2640, Anguilla
While Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, the original clean lines and sharp angles of WATG's midcentury modern architecture coupled with Kelly Wearstler’s...
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2640, Anguilla
Anguilla is arguably best-known for two things: great beaches and top-tier cuisine. Within its mere 35 square miles, the island is home to a number of fine-dining establishments. Among all of these options, there are a few standouts that always...
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Rendezvous Bay 2640, Anguilla
Anguilla has 33 beaches and I've not stumbled on one that is anything but breathtaking. Still, there are a few that stand out amongst the rest for their bright white sands, extra vibrant water, great eateries or long expanses of beach to explore....
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Scilly Cay, 2640, Anguilla
If there's one experience in Anguilla that's not to be missed, it's Scilly Cay on Sunday. A tiny cay off the coast of Anguilla's Island Harbour neighborhood, Scilly Cay has established itself as THE off-shore cay to experience. Accessible only by...
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I had some air miles that were due to expire really didn't want to go to the Caribbean but St Marten was the only available place given my time constraint.It was quite lovely and I am so glad that I went. Nice people, two countries in one and...
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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...
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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...
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The turquoise waters of the Caribbean are a haven for snorkelers and divers and Anguilla is no exception. There are a number of go-tos when it comes to underwater sightseeing and the waters surrounding Prickly Pear Cays certainly make the cut....
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JERIMIAH GUMBS HIGHWAY, George Hill 2640, Anguilla
Italian food in the Caribbean? Not what you traditionally expect to eat when you're vacationing in Anguilla, yet Dolce Vita has set itself apart as a premier dining experience within Anguilla's already-excellent dining scene. Set in the heart of...
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South Hill 2640, Anguilla
Anguilla's 35 square miles is dotted with a number of high-end dining establishments to satisfy even the pickiest of palates. But where do locals go when they're looking for a night out? One of the hottest local spots is undoubtedly E's Oven,...
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Grand Case, St Martin
Perched ever-so-perfectly in the middle of Anguilla's Rendezvous Bay, the Sunshine Shack embodies Caribbean sublimity. The shack, painted brightly in reds, greens and yellows, sits right in between the Anguilla Great House and the Cuisinart Resort...