Aerial view of lush green islands surrounded by clear turquoise ocean water and coral reefs.

YACHT CHARTER DESTINATION

Windward Island Yacht Charter

A Volcanic Chain of Islands Stretching From St. Lucia to Grenada

The Windward Islands are the southern, larger islands of the Lesser Antilles, and remain one of the Caribbean's best kept yacht charter secrets. Volcanic and mountainous, each island brings its own personality to the itinerary, from lush rainforest to lively harbor towns.

Start in St. Lucia, cruising to Pitons Bay for a snorkel or dive beneath the towering Petit and Gros Pitons, a UNESCO World Heritage Site, before hiking Gros Piton and browsing the marketplace in Soufrière. From there, head to St. Vincent for snorkeling, a stop at the floating Coconut Bar off Young Island, and a sunset dinner cruise past the active La Soufrière volcano. The Tobago Cays National Marine Park delivers some of the best snorkeling and diving in the region, surrounded by vibrant coral and abundant marine life, while Union Island and Petit St. Vincent offer quiet beaches and easy hikes. The trip wraps up in St. George's, Grenada's bustling capital, known for its harbor, markets, and shopping.

Rugged, varied, and largely uncrowded, a Windward Islands yacht charter delivers a different side of the Caribbean with every stop.

Charter Itinerary

For a full itinerary, or to build your own experience, please inquire.

Tropical coastline village with lush green hills, blue water, and cloudy sky.

DAY 1

St. Lucia

Join your beautiful charter yacht in St. Lucia. Cruise to Pitons Bay to enjoy a gorgeous view of the Petit and Gros Pitons and take a dive or snorkel while there in the UNESCO World Heritage Site. St. Lucia offers an amazing array of sea life and reefs to explore. Once on land take a hike up and down the Gros Piton, enjoy the marketplace in Soufrière, and wonder at the beautiful waterfalls in Toraille.

Stunning tropical beach with turquoise water, white sand, palm trees, and distant mountains.

DAY 2

St. Vincent

Embark from St. Lucia to St. Vincent for a day of snorkeling and diving. Visit the floating Coconut Bar at Young Island, then head back onboard to enjoy a sunset dinner cruise next to active volcano La Soufriére (“The Sulferer”) in St. Vincent.

Tropical bay with many sailboats on clear blue water, framed by lush green hills.

DAY 3

Bequia

In the morning head for Bequia. Only 7 miles squared with 4,300 inhabitants, Bequia is home to incredible sailing and offers a friendly and relaxed feel. Some ideal excursions are a visit to Devils Table, a fabulous diving and snorkeling site, with vibrant corals, lots of fish, moray eels and even the occasional seahorse. Close by in Admiralty Bay are some wrecks for the more adventurous.

Boats anchored in a clear turquoise bay surrounded by lush green hills under a blue sky.

DAY 4

Mustique to Canouan

Spend day 4 in Mustique, a private island only 1,400 acres that prides itself on being entirely secluded. Private homes inhabit the island. Enjoy Basil’s Beach Bar, built on piers above the sea, or explore Gelliceaux Bay to experience the best snorkeling on the island. Leaving for the small 5 square mile island of Canouan, your yacht charter will take you to the fine white sand beaches, dramatic coastline and beautiful landscapes to explore.

Tropical bay with turquoise water, anchored boats, lush green hills, and a sandy beach.

DAY 5

Mayreau to Tobago Cays

Cruise to the island of Mayreau and experience Saltwhistle Bay. A picturesque beach that offers the experience of two beaches, the Leeward and the Windward side, it is also a well known site for windsurfers and kite boarders. Next, head toward Tobago Cays national marine park, which offers an experience of a lifetime at its snorkeling and diving sites. Surround yourself with wildlife and abundant, bright corals.

White sailboats dotting turquoise waters with green hills and a bright blue sky.

DAY 6

Union Island to Petit St

On day 6 enjoy some time in Union Island taking in the beautiful deserted beaches, scenic hikes and town of Clifton Harbour. Then cruise to Petit St. Vincent to enjoy this small beach island. Explore the white sand beaches, tropical woodlands and hike to the highest point of the island, Marni Hill.

Vibrant coastal town with colorful buildings, a blue harbor, and green hills.

DAY 7

St. Georges

Sail on to Ekincik for a Dalyan River tour. See ruins of the ancient city of Caunos and enjoy a beautiful view of the Lycian tombs carved into the cliff face. Return to the yacht and spend the last night of your charter at anchor under the stars.

Yachts for Charter in the Winward Islands

VOYAGE 590e

59’ VOYAGE yacht|2022

12 Guests 6 Staterooms

Caribbean Virgin Islands (US/BVI)

Three smiling women stand behind a counter at an outdoor event with boats.

Ready to start your charter adventure?

Get in touch with us and one of our dedicated charter specialists will be at your service to answer all of your questions.

Frequently Asked Questions

What can you see on a Windward Islands yacht charter?

Expect the Pitons in St. Lucia, an active volcano in St. Vincent, the Tobago Cays Marine Park, and the harbor town of St. George's in Grenada.

What islands make up the Windward Islands?

The Windward Islands include St. Lucia, St. Vincent and the Grenadines, and Grenada, along with Martinique and Dominica further north.

What is the best time of year for a Windward Islands yacht charter?

November through March is the best time for a Windward Islands yacht charter, offering drier weather and more consistent conditions than the summer months.

What makes the Tobago Cays different from other marine parks in the Caribbean?

The Tobago Cays National Marine Park is protected across five uninhabited islets and a horseshoe reef, offering a rare combination of turtle populated waters, coral gardens, and undeveloped anchorages within a single protected marine area.

Is the Windward Islands charter season the same as the rest of the Caribbean?

Yes, the Windward Islands follow the standard Caribbean charter season, with peak season from December through March and hurricane season generally avoided from June through November.

Why are the Windward Islands considered less crowded than other Caribbean charter destinations?

The Windward Islands see less tourist traffic than more established charter regions like the BVI, largely due to their more remote location and longer sailing distances between islands, which keeps anchorages and marine parks less developed.