Book Your Caribbean Charter Now! Call Sharon in the USA
Don't Miss Out - Ask me about Thanksgiving, Christmas or New Year Charters now - Call Sharon in USA +1 954 495 4255 Read More here

Caribbean Windward and Leeward Islands

The Windward Islands and the Leeward Islands lie like a ‘backbone’ framing the Caribbean Sea, luring sailors, cruise ships, and charter yachts to their shores for their close to perfect climate, a staggering array of diverse cultures, customs, cuisines and experiences, watersports and myriad attractions.

The term 'leeward islands' is derived from the course taken by most of the sailing ships that voyaged from Britain to the Caribbean. Driven by the trade winds, these vessels normally encountered Barbados, the island most to windward, as their first port of call.

The Windward Islands are the south-eastern islands of the Caribbean and simply called windward because they're exposed to the wind of the northeast trade winds. They include the islands of Martinique, St. Lucia, St. Vincent, the Grenadines and Grenada.

Dominica is the dividing line between the Windward and Leeward islands.

After progressing through the Windward Islands, these ships rounded off their voyages with the islands to leeward.

The Leeward Islands are called leeward because they're away from the wind or downwind (in the "lee"), and they include the Virgin Islands, Dominica, St Maarten (St Martin), Guadeloupe, Montserrat, Antigua, Barbuda, St. Kitts, Nevis and Anguilla.

The climate of the Windwards is marine, and the extreme tropical heat is greatly tempered by the steady trade winds and daily sea breezes. A dry season alternates with a wet season, with the eastern sides of the islands receiving more rainfall because of the prevailing northeasterly trade winds.

The climate of the Leeward Islands is drier than the Windward Islands to the south but does vary from island to island and even in different parts of a single island; rainfall increases with elevation and in more southerly latitudes. Trade winds are a refreshingly soothing tonic to the tropical heat.

For charter yacht guests, both groups have their charms and innumerable reasons to chart a course and explore.

Contact your charter professionals at Luxury Charter Group to organize your next yachting holiday in the Caribbean.


Disclaimer: The information about luxury yachts displayed on this page is merely informational and these yachts are not necessarily available for yacht charter or for sale, nor are they represented or marketed in anyway by Luxury Charter Group. This web page and the superyacht information contained herein is not contractual. All yacht specifications and information is displayed in good faith but Luxury Charter Group does not warrant or assume any legal liability or responsibility for the current accuracy, completeness, validity, or usefulness of any superyacht information and/or images displayed. All boat information is subject to change without prior notice and may not be current.

Related Blog Posts

Charter AGATA BLU in Greece next Summer

Charter AGATA BLU in Greece next Summer

Be one of the first to savour total luxury aboard the brand new Sunreef 70 AGATA BLU, ready to welcome charter guests in Greece in 2023. This newcomer, the latest yacht from Sunreef, is elegant and impressive, ideal for exploring the gorgeous Greek Islands. Being brand new she still has good availability for 2023 but talk to us soon to secure your preferred dates. Don't miss out on this fabulous opportunity! Learn more...

Family-Friendly Luxury Charter Yacht Destinations

Family-Friendly Luxury Charter Yacht Destinations

"There is no better way to connect family than having fun on the water". Mega yacht vacations create super special multi-generational family memories. We know both the luxury yachts and the destinations to make that superyacht vacation with your family truly sensational. Learn more...

Now is the Time to Book Your Luxury Yacht Charter for 2023

Now is the Time to Book Your Luxury Yacht Charter for 2023

A luxury yacht charter is one of the most exclusive, marvellous holidays you can have, and there are some important reasons why booking your 2023 Mediterranean luxury yacht charter now is a good idea.   Learn more...

Charter PACIFIC MERMAID in New Zealand or Fiji

Charter PACIFIC MERMAID in New Zealand or Fiji

The South Pacific is one of the most beautiful and unspoilt destinations on the planet. A yacht charter on the elegant PACIFIC MERMAID allows you to explore in luxury and style. From November to April PACIFIC MERMAID is based in New Zealand where the coastline is peppered with islands and protected bays, cobalt blue seas and charming historical towns. From May to October 2023 you can charter PACIFIC MERMAID in the friendly islands of Fiji, a tropical paradise. Learn more...


8 Good Reasons to Book with Luxury Charter Group

We are the luxury charter experts and have been excelling in this space for 30 years, or a combined total of 90 years! Our clients’ feedback assures us that our experience, expertise and dedication are the main reasons they rely on us, why they rebook time and again and refer their friends and contacts to us.


  1. Personalised service: we take care of the details
  2. We deliver exceptional charter experiences
  3. Up-to-date charter yacht knowledge
  4. Personal experience of the destinations
  5. Unbiased independent advice
  6. Global operations base
  7. Financial security
  8. Secure charter contracts

We ensure planning your charter is easy and enjoyable

Why you should choose us...