Best Beach Bars
in the Leeward Islands

A yacht charter through the Leeward Islands offers the freedom to discover exceptional beaches, waterfront bars, and local island culture at your own pace. From Anguilla and St. Kitts to St. Maarten, Nevis, and St. Barth’s, these five beach bars are worth adding to your itinerary.

Five favorite beach bars in the Leeward Islands:

The Bar on Sandy Island (Anguilla)

Accessible only by boat, this casual open-air beach bar sits on tiny Sandy Island off Anguilla. Enjoy rum punch, grilled spiny lobster, crayfish, and ribs before relaxing on the beach or snorkeling in the island’s clear blue waters.

Shipwreck Beach Bar & Grill (St. Kitts)

Located on Friar’s Bay, Shipwreck Beach Bar & Grill in St Kitts combines sunset views with a relaxed beachfront atmosphere. Order a Pirate’s Punch or Kittitian Snafu, listen to live music, or enjoy the water with available snorkel gear and paddleboards.

Sunset Bar & Grill (St. Maarten)

Set on Maho Beach beside Princess Juliana International Airport in St. Maarten, Sunset Bar & Grill is famous for its lively atmosphere and aircraft flying directly overhead. Enjoy a margarita, watch the planes, and experience one of St. Maarten’s most distinctive beach destinations.

Sunshine’s (Nevis)

A longtime Nevis favorite, Sunshine’s delivers an easygoing island atmosphere, local character, and its signature Killer Bee cocktail. Pair it with BBQ wings and settle into the relaxed rhythm of Nevis.

Nikki Beach, Saint Barth (St. Barth’s)

On Saint-Jean Beach, Nikki Beach brings its signature blend of luxury, music, dining, and beachfront style to St. Barth’s. White sun beds, flowing drapery, and iconic beach décor create an elegant setting for relaxed afternoons and lively socializing.