Please use a modern browser to view this website. Some elements might not work as expected when using Internet Explorer.


Guide to the Leeward Islands

Where sun-kissed beaches invite sumptuous relaxation

This glittering archipelago of volcanic islands in the Caribbean enchants each of its visitors with unbelievably clear waters and glistening shorelines, which invite guests to wind down and relax in a haven of sheer opulence. The Leeward Islands offer everything from splendid tropical landscapes to shimmering white beaches and provide an intoxicating combination of sunshine, fresh air and rich vegetation.

Located between Puerto Rico and Dominica, the slow-paced Leeward Islands are legendary for their stunning natural beauty which exudes a calm and tranquil ambience. Each island is unique in character and charm making for an idyllic destination for yacht charter. On one side, the islands are hugged by the Atlantic Ocean whereas on the other the calm waves of the Caribbean gently lap the shores.

With a plethora of tropical delights to choose from, the Leeward Islands offer opportunities to visit an assortment of islands such as; Anguilla, Antigua and Barbuda, Saint Martin, Montserrat, Dominica, Guadeloupe, Saint Kitts and Nevis, Saba and Saint Barthelemy. Most of the Islands are volcanic, while some are formed from vast coral beds. The Leeward Islands make for perfect cruising grounds, particularly for charterers looking to succumb to the laid-back nature of this paradise location and leisurely sail the along various routes and itineraries whilst embracing the various cultures and picturesque scenery of each and every destination.

A luxury crewed yacht charter around the Leeward Islands offers copious opportunities for diving and snorkelling amongst the exotic marine life with reefs and dolphins thriving beneath the waterline. Ashore, the islands present a plethora of chances to sample some of the national delicacies in local restaurants. A varied and adventurous sailing experience, the Leeward Islands allow you to cruise at a leisurely pace, choosing from innumerable routes and allowing you to sample diverse cultures.

The best time to charter in the Leeward Islands is from November to July, a time when North American and European charterers tend to escape the winter cold and venture to the Caribbean for a chance to soak up some sun.

Being one of the most famous yacht charter grounds in the Caribbean, the Leeward Islands are an idyllic choice for anyone looking for sun, sea and sand in a complete and utter paradise. Charter a yacht in the Leeward Islands and prepare for all your expectations to be surpassed.

View all superyachts available for Leeward islands yacht charters today and start planning your next vacation with your preferred yacht charter broker. 

Start Planning - Speak with a Charter Expert

Our yacht charter experts will:

  • Discuss your vacation plans
  • Check availability & shortlist
    suitable yachts
  • Negotiate booking & prepare
    your itinerary
  • Find me a Broker

Reasons to Visit

Diving & Snorkelling
Local Cuisine
Beautiful Beaches
Swimming With Dolphins
Fabulous Cruising Grounds

Need Advice?

Speak to a Charter Broker


ExplorePopular Itineraries

Not sure where to go? Let our itinerary suggestions inspire your own Leeward Islands bespoke charter.

Our PickTop Things to See & Do

Eden Rock - St Barths
Hotel, Restaurant, Beach Club & Spa
Eden Rock - St Barths

The island’s original five-star hotel

Hermitage Bay, Antigua
Hotel, Spa & Restaurant
Hermitage Bay, Antigua

Kick back and relax, Caribbean Style

Bagatelle, St Barts
Restaurant, Venue & Bar
Bagatelle, St Barts

A touch of French joie de vivre in the Caribbean

VisitKey Events in the Leeward Islands

Book with Ease - Speak with a Charter Expert

Our charter experts will:

  • Discuss your vacation plans
  • Check availability & shortlist suitable yachts
  • Negotiate booking & prepare your itinerary

Enquire now for
yacht availability & free

Contact Now

Yachts in your shortlist