Anguilla Holidays

Imagine, for a moment, lazing on a chaise longue under a frond-covered palapa. Your feet graze the baby-soft sand, gently warmed by near-perfect year-round weather. (You might feel your shoulders relax.) A hypnotic breeze sways the coconut trees overhead, and you breathe in the salty air. (Your back muscles might sink into your chair just about ... Read more
now.) You amble to the nearby beach bar and order a local lobster salad. You amble back, pick up your book, and read for the next three hours. In the evening, you head out to one of Anguilla's dozens of restaurants (this is the gourmet capital of the Caribbean, after all), ending the night with a Anguillian rum punch at the Dune Preserve, a reggae star's beach bar built out of driftwood, old boats and irie. Perhaps you sleep off the night in your private villa, or perhaps your upmarket hotel. Perhaps you've found one of the comfy, and cheaper, guesthouses. The next day, you plan your adventure: discovering Anguilla's boat building history, watching a regatta, golfing or snorkeling. Or maybe you'll find yet another stretch of one of Anguilla's 33 beaches ...

Anguilla Hotels

Things to see and do in Anguilla

  • Shoal Bay
    10.09 reviews
    Outdoors, Beaches and Watersports, Scuba Diving
    Popular withFamiliesOutdoorsy
  • Mead's Bay Beach
    9.02 reviews
    Outdoors, Beaches and Watersports
    Popular withOutdoorsy
  • Anguillian Divers
    9.02 reviews
    Tours, Classes and Rentals
  • Prickly Pear Reef
    10.01 review
    Outdoors, Beaches and Watersports
    Popular withOutdoorsy

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Anguilla

Top Anguilla restaurants

Anguilla

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Anguilla reviews

  • 9.8
    Luxury Travellers
  • 8.7
    Outdoor Enthusiasts
  • 7.4
    Hipsters
  • 6.3
    Family Travellers
  • 6.3
    Adventure Travellers

Member Reviews(12)

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Tarzana

Take a ferry from Marigot, Saint Martin ($15 each way plus $5 tax). Then taxi to Shoal beach ($13 per person for 2 plus $5 for extra person for one way). Amazing, unforgettable!

Recommended for:Adventure TravellersFamily TravellersLuxury TravellersOutdoor Enthusiasts
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Durham

You know that image you get in your head when you think of the most perfect Caribbean beach possible? Anguilla has about a dozen of those. The sand is baby-powder soft and palm trees literally do sway in the breeze. If you think it's worth extra money to pay for a lack of casinos and shopping malls, then you'll love Anguilla. It's definitely high-end (dinner main courses average about $30 at most restaurants) but in a relaxed way. If you like Caribbean cuisine, Anguilla is one of the epicurean capitals of the Caribbean, with dozens of upscale and casual restaurants worthy of a special meal.

Recommended for:FoodiesLuxury Travellers
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New York City

You’ll find both beachfront barbecue joints and chic hotel eateries on this 16-mile-long Caribbean island, which moves to the sound of calypso beats and has a carefree vibe. Shoal and Rendezvous bays are standouts among 33 glistening white beaches.

Where to Stay: One of the most buzzed-about hotels is the beachfront Viceroy Anguilla, where amenities include private oceanview pools, gourmet kitchens, a two-story spa, and three restaurants.

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London

There was a time, before Anguilla arrived firmly on the map, when the island’s most famous resident was….wait for it…. Chuck Norris. Yup, he of the sleeveless denim shirts and so-bad-they-were-good 80s movies had better taste in Caribbean islands than fashion, but since the arrival of the Viceroy Hotel Chuck has been joined by any number of superstars including the hat-trick of Michael Jordan, baseball legend Derek Jeter and 50 Cent who arrived on Jordan’s private jet complete with iconic Air Jordan silhouette on the tailfin. Too. Cool. The beaches are pretty nice, too.

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Moss Beach

Anguilla's got a great blend of restaurants, hotels and large and small resorts, while at the same time retaining it Caribbean charm. Lodging is dominated by luxury resorts, but smaller budget hotels are still available. The island has a few neat attractions, but once you're parked on your favorite beach, you may not want to move.

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New Orleans

Quite possibly my favorite place to be with friends and family-I will live here one day :)

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Glastonbury

The most sea, sand and extravagant cultural experience you will have.

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Dinslaken
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Raleigh
Recommended for:Outdoor EnthusiastsLuxury TravellersHipsters
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