Anguilla Yacht Charter Guide for 2025-2026 | Leeward Islands

Charters in Anguilla

Anguilla Yacht Charters are the Most Exclusive Way to Explore the Caribbean!

Anguilla is one of the Caribbean’s best-kept secrets. This exclusive and sought-after destination has gorgeous, uncluttered beaches, and a British-Caribbean lifestyle. No matter where you venture on the island, the palpable friendliness makes it easy to relax and unwind. With everything it has to offer, few charter destinations compare to Anguilla.

With gentle hills, chic towns, and gourmet restaurants, it is no wonder that this island has earned its  'hidden Beverly Hills” reputation. If you are looking to get a taste of the luxury this island has to offer, there is no better way to do so, than by chartering a luxury yacht so you can sail from one pristine beach to the next. 

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Map of Anguilla charter destinations and places to visit

Getting There

Anguilla is most easily accessible through St. Martin and Princess Juliana International Airport. Once you land it is only a six-mile trip north to Anguilla.

Alternatively, you can fly directly into the Anguilla-Clayton J. Loyd Airport, which has now been expanded to accommodate private jets.

Culture

Although the two islands of St. Martin and Anguilla are geographically close, they are worlds apart in terms of their character. Anguilla lacks the deep-water ports for large cruise ships that St. Martin has. Instead, it has become a sought-after destination for smaller private charters because of its natural beauty and the privacy it affords many celebrities and wealthy visitors who frequent the island. Stylish and elegant, Anguilla welcomes the good life but at the speed suited to the more casual island lifestyle.

Must-dos in Anguilla

Visit the exclusive Malliouhana spa/hotel. This beachside escape is the perfect spot to spend an afternoon being pampered! 

If you are looking for a little more action, the most popular beach on the island is Shoal Bay. Famous for its offshore reef and beach bars like Elioda’s, Gwen’s Reggae Grill, Uncle Ernie’s BBQ, and Madeariman’s Reef Restaurant, this busy beach attracts visitors galore and offers loads of activities like touring the reefs in a glass-bottomed boat.

But don’t worry, you don’t have to deal with the buzz of Shoal Bay to find a thriving beach bar. At Junks Hole Beach on Savannah Bay, Palm Grove is a beach bar specializing in rum drinks, crayfish, and lobster. The New York Times described an experience here perfectly, "Happiness awaits…”.

Best Restaurants in Anguilla

Located on Mead’s Bay Beach, Blanchard’s is one of the most famous restaurants in Anguilla. Owned by Bob and Melinda Blanchard, the couple moved to Anguilla from New England with the dream of opening a beach-side restaurant. In 1994, they succeeded and opened Blanchard's. In 2001, after the struggles of their move and opening. the Blanchards published a book about the experience entitled, A Trip To The Beach, and in 2010 they published a follow-up novel titled Live What You Love. This is a must-stop destination on the island for almost any visitor, whether you grab something from the beach bar or get a table in the main dining room.

Other gourmet restaurants on the island include:

Barrel Stay is a fine dining spot right on the beach in Sandy Ground.
Michel Rostang’s spectacular restaurant at the Malliouhana Resort on Mead’s Bay complete with a 25,000-bottle wine cellar.
The Aurora Resort has flavors for all palettes with six chic dining options including Chef's Table, and D Richards.
Straw Hat, is a sophisticated restaurant with local flare built on a pier in Forest Bay.

For a more casual island dining experience try:

Big Jim’s Snack Bar at Blowing Point, is supposedly the home of the best BBQ chicken on the island.
Mango’s Seaside Grill is a chic open-air restaurant overlooking Barnes Bay.
La Veranda is a family-owned restaurant in Sandy Ground whose French chef serves Caribe Mediterranean fare without comparison.
Tasty’s, whose chef/owner brings passion to his cuisine.

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