This laid-back British Overseas Territory is home to some of the most perfect beaches on the planet. The pristine, powder-soft kind you dream about being castaway on, expansive swathes of white that stretch for miles and secluded coves you can only access by boat.


Anguilla is the most northerly of the Leeward Islands. It’s certainly less crowded than some of the bigger islands, and somehow feels more secluded and off the radar.

Given the warm breezes and calm waters, Anguilla is wonderful for water sports such as kite-surfing — especially if you’re new to it – as well as paddle-boarding and sailing. Perhaps you’ll try your hand at glass-bottomed kayaking or sailing to tiny islets and atolls scattered offshore? You’ll find the best dives at Prickly Pear Cays, an underwater cavern where nurse sharks and barracuda swim through rock formations not far from several sunken shipwrecks.

Anguilla isn’t only revered for its beaches: it’s also heaven on earth for food lovers. As the golden sunshine helps you dry off, you might tuck into a picnic, on-board or ashore, watching the sun dip as you lift a lightly spiced rum cocktail. After dark, simply stroll along the beach and your senses will be hit by an array of tempting aromas, sights and sounds. Local shellfish sizzling on open air grills, high-end restaurants with world-class wine cellars, ramshackle roadside huts serving the freshest catch of the day.

Inland, the island’s petite proportions make it really easy to get around: cars and bicycles are all available for hire. And though much of the island is flat and scrub-like, there’s lots of bird life to spot. You can even find yourself in rainforest.

After relaxing in one of the resorts, it’s worth a trip to Anguilla’s top archaeological site, the Fountain, and the Anguilla National Trust Museum in The Valley. Most impressive, perhaps, is Wallblake House, the oldest surviving heritage plantation house on the island.

When to go

As with most Caribbean islands, it’s an almost endless summer. But we recommend visiting between November and May to see Anguilla at its best.

Meet The Experts

Stephanie Carthy
Raised in Australia but has made England home, Stephanie brings extensive first-hand experience across all seven continents.
Rachel Bucksey
Rachel has spent the majority of her career working within the travel industry, starting as a holiday sales apprentice.


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Selected Properties

Here you’ll find some of our favourite places to stay, although these are just a selection from our portfolio. If you cannot see what you are looking for or if you would like further suggestions, please get in touch.