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


Guide to the Windward Islands

A wonderland of white sandy beaches and sapphire blue waters

Reaching from Martinique in the north to Grenada in the south, the Windward Islands are scattered like pearls along the Caribbean Sea. Entrenched with lush rainforest, sugar-white sandy beaches and crystalline waters, this stretch of idyllic islands is home to some of the most breathtaking destinations in the Caribbean.

The Windward Islands are mostly volcanic, with rugged mountain scenery which makes for astounding panoramic views. Each island is rare and beautiful in its own right and on a charter of the Caribbean guests are certain to find an island to suit them. Surrounded by a plethora of reefs and cays, the Windwards are a glorious stretch of islands which make up the Lesser Antilles. With a myriad of beautiful rivers and streams which help to keep the soil rich, this stunning archipelago provides the perfect conditions for the flourishing agricultural industry which is the backbone for this charming cluster of islands.

The vibrant islets of the Windward Islands consist of Martinique, Saint Lucia, Barbados, Saint Vincent and the Grenadines, Grenada and Trinidad and Tobago. Martinique is an excellent island location for sun-worshippers, food lovers and nature enthusiasts whereas St Lucia offers more opportunities for adrenaline-fuelled fun, with hiking trails, magnificent rainforests and powerful landscapes dominating this verdant isle. St Vincent and the Grenadines are typically mentioned in the same breath, boasting mountain peaks and black sandy beaches, these islands are home to abundant coral reefs and are popular amongst divers of all levels. Grenada is the southernmost Windward Island and is brimmed with the scent of cinnamon and nutmeg which has led to its affectionate moniker, “Spice Island”.

Although the Windward Islands are not as developed as the Leeward Islands, charterers are lured here every year for their stunning coastlines and stretches of sandy beaches. With excellent scuba diving opportunities, hiking in the rainforest and volcanic hills waiting to be explored there is never a dull moment chartering this area of picture-perfect islands in the Caribbean.

The charter season for the Windward Islands is much the same as the Leeward Islands, running from November to March. These islands offer a stunning and varied tropical refuge and are the Caribbean's best-kept yacht charter secret.

View all superyachts available for Windward Islands yacht charters today and start planning your next vacation with a recommended 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

Excellent Dive Spots
Hiking Trails
Beautiful Cruising Grounds
Fabulous Beaches
Whale Watching

Need Advice?

Speak to a Charter Broker


ExplorePopular Itineraries

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

Our PickTop Things to See & Do

Restaurant & Bar

Reflecting culinary diversity of the Caribbean

Basil's Bar
Bar, Beach Club & Restaurant
Basil's Bar

Legendary Philippe Starck-designed landmark

Bequia Beach Hotel
Hotel, Bar, Restaurant & Spa
Bequia Beach Hotel

A Hotel & Spa that epitomizes Caribbean luxury

Canouan Estate Resort & Villas
Hotel, Spa & Golf Club
Canouan Estate Resort & Villas

Impeccable luxury, outstanding service and beautiful surrounds

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