Yacht Charter Fleet

Windward Islands Yacht Charter Guide

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.

Reasons to Visit

Windward Islands

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

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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, 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 nickname “the 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 July. These islands offer a stunning and varied tropical refuge and are the Caribbean's best-kept yacht charter secret.

View all Caribbean luxury charter yachts available to rent with a trained crew.

Windward Islands News

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Sailing yacht Gloria cruising in Caribbean waters on charter
Beautiful purple sun set behind sailing yacht Athena cruising on charter

S/Y ATHENA Open for the Holidays

The impressive 90m/295ft superyacht ATHENA is ava...ilable for Christmas and New Year’s charters in Caribbean destinations such as t...

S/Y EMMALINE Offers Christmas Charter

S/Y EMMALINE Offers Christmas Charter

The 32m/106ft sailing yacht EMMALINE still has av...ailability for Christmas charters in Caribbean locations such as St Vincent and ...

road washed away by storm Erika

Superyacht Community Called to Help Dominica

Following the devastation caused by Tropical Stor...m Erika on 27 August, the Caribbean superyacht community have been called upon t...

Superyacht HIGHLANDER Offers Special Deal

Superyacht HIGHLANDER Offers Special Deal

The iconic 49m superyacht HIGHLANDER is offering ...a special monthly charter rate of $300,000 from 10 February to 10 March in St Ba...

Photo Tour of Windward Islands

Map of Windward Islands

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Windward Islands