Windward Islands Yacht Charter Guide

Experience the Caribbean’s best-kept secret on a luxury yacht charter with a combination of steady winds, dramatic landscapes, and natural harbors.

Stretching out at the tail end of the eastern Caribbean, the Grenadines are made up of lush rainforests, towering mountains and sheltered bays fringed with white sandy beaches. You will be in awe of the supremely unspoiled landscapes; the Windward Islands offer the finest combination of warm, steady trade winds, stunning waters and very short cruising distances. The 32 Grenadines and the larger islands of St. Lucia to the north and Grenada to the south combine to create the perfect ports for a cruise of the Windward Islands.


Sprinkled between the volcanic peaks of St. Lucia and Grenada are a trail of palm-studded sandbars, coral reefs and islets known as the Grenadines. The unspoiled cruising grounds offer abundant natural beauty, ample dive sites and some of the best fishing grounds in the world. Combined with a few days ashore on the Caribbean idyll of St. Lucia, a week-long charter aboard a luxury yacht cruising the islands allows you to experience a part of the Caribbean that has remained relatively unchanged over the centuries. These hidden gems offer something magnificent and unique; a yacht charter allows you to experience their individual beauty and charm in style and luxury.

St. Lucia is one of the most naturally beautiful islands in the Caribbean and is the perfect place to spend a few nights acclimatizing to the Caribbean pace of life before stepping aboard your luxury yacht to cruise through the Grenadines chain of islands. St. Vincent and the Grenadines consist of 32 islands and cays strung out over 60 miles of strikingly blue sea, each one a short hop from the next. Not too far from St. Vincent, the first island in the Grenadines archipelago, the island of Bequia is one of the most developed of the archipelago. The glamorous and sophisticated island of Mustique offers a private retreat. At the same time, the lesser-known Petit St. Vincent also is a resort island welcoming superyacht guests ashore to enjoy barefoot luxury. One by one, the aforementioned islands slowly prepare you for the main attraction in the Grenadines, the Tobago Cays. Comprising five uninhabited desert island idylls, they offer a wildlife reserve and marine park with a stunning kaleidoscopic underwater world. The varied coastlines and offshore islets throughout the archipelago offer ample opportunities for swimming, snorkeling and diving with all manner of sea life. It’s simply a question of flitting from idyll to idyll – all you need is your own luxury yacht. With so much to offer and so many unique excursions and highlights,  Windward Islands yacht charter is sure to be a hub of entertainment for each and every guest.

Charter Highlights Windward Islands

  • Hike up the iconic Gros Piton, St. Lucia
  • Experience incredible snorkeling and scuba diving off Anse Chastanet, St. Lucia
  • For thrill-seekers, zipline from hill heights to sea level on St. Lucia
  • Take afternoon tea at the Cotton House, Mustique
  • Be pampered at the bespoke Ila Spa, Cotton Beach, Mustique
  • Hike Mount Pleasant, Bequia
  • Head inland to the spectacular waterfalls of Baleine, St. Vincent
  • Stroll through the cobblestone streets to the picturesque waterfront of St. George’s, Grenada
  • Dive the remote reefs off Carriaçou
New to yacht charter?

Charter Yachts Windward Islands

View More

Travel Tips & Resources

View All

Other popular destinations

Explore All Destinations

Find the Perfect Charter Yacht

Search the largest global database of yachts for charter

New To Charter?

All you need to know about yacht charter is in the pages of our expert guide

The Holiday of a Lifetime Awaits

Our charter experts are ready to help you plan the trip of a lifetime.

Northrop & Johnson
Hi there!
Would you like to get more information about Windward Islands? Our brokers are standing by to help.