The Leeward Islands, also known as the northern islands of the Lesser Antilles, are from the Virgin Islands to Guadeloupe. However, for this listing, we are excluding the US and British Virgin Islands, which are under their own sections.
Anguilla

Anguilla is a British Overseas Territory in the Eastern Caribbean, the northernmost island of the Leeward Islands. It has a...
Antigua Yacht Charters | Sail and Motor Yachts

More than 400 years the first yacht found rest in the waters of Antigua. Today, the soothing breezes and calm...
Dominica

Quintessentially Caribbean, Dominica is a mountainous island nation filled with natural hot springs, tropical rainforests, and national parks. The island...
Saba

The tiny island of Saba is a special municipality of the Netherlands. The island lies in the northern Leeward Islands...
St Eustatius

St Eustatius, also known as Statia, is a tiny Dutch island in the Caribbean. Its most striking feature is the...
The Leeward Islands |List for this article:
- Anguilla for its laid-back vibe, beaches, fine dining, caving, hiking, and snorkeling at Shoal Bay East.
- Antigua and Barbuda for its 365 beaches, music, historic sites, Nelson's Dockyard National Park, Shirley Heights, safaris, fishing, scuba diving, and more. Birding is excellent on Barbuda.
- St. Martin and St. Maarten for fine dining, au natural beach, and French and Dutch areas on one island. Duty-free shopping on the Dutch side and a variety of sightseeing island-wide.
- St. Barths (Saint Barthelemy) for fine dining, gourmet shops, luxury villas, hotels, and a challenging airport.
- St. Kitts and Nevis for historic sights including Brimstone Hill, the sugar plantations that are now inns, plantation safari tours, hikes, scuba diving, and more.
- Guadeloupe part of the French West Indies for majestic green hills and world-class rum distilleries.
- Dominica for the lush rainforest, hiking, and waterfalls.
- Saba for diving, hiking, and ecotourism.
- St. Eustatius for diving, hiking, and the historic city of Oranjestad.
Each island has its own culture, ambiance, and terrain. These islands truly depict the authentic Caribbean with British overtones, French, and Dutch cultures mixed with West Indian charm.
During a two week charter, it is possible to visit most of these Leeward islands. However, this would not be sufficient time for a real experience.