Sailing the Windward Islands: Martinique to the Grenadines
Few Caribbean yacht charter destinations offer the variety of sailing experiences found between Martinique, St Lucia and the Grenadines. This beautiful chain of islands combines French Caribbean culture, dramatic volcanic landscapes, traditional island communities and some of the finest anchorages in the region.
The journey south from Martinique takes sailors through a succession of contrasting islands, each with its own character. From the sheltered bays and lively waterfronts of Martinique and St Lucia, the route continues past the mountainous island of St Vincent into the smaller, more scattered Grenadines. Here, brilliant turquoise water, coral reefs and white-sand beaches create a very different cruising environment.
The Windward Islands are particularly appealing to sailors who enjoy more than short passages between neighbouring anchorages. Established trade winds, open-water crossings and opportunities for longer one-way itineraries make this a rewarding cruising area for experienced bareboat crews, as well as those choosing a skippered or fully crewed yacht.
Martinique: A French Caribbean Beginning
Martinique brings a distinctly French character to the Caribbean. Its mountainous interior, attractive coastal villages and excellent food and provisioning facilities make it an appealing destination in its own right, as well as one of the region's most important charter centres.
The island's southern coastline has beautiful beaches, sheltered bays and picturesque villages, while the west coast offers dramatic scenery beneath the mountains. Further north, Mont Pelée dominates the landscape, a reminder of the island's volcanic origins.
The port of Le Marin, on Martinique's south coast, is a major yacht charter base with an extensive choice of boats and services. It provides an excellent starting point for cruising Martinique itself, visiting neighbouring St Lucia or beginning a longer voyage south through the Windward Islands.
St Lucia: The Beauty of the Pitons
St Lucia is one of the Caribbean's most visually striking islands. Its mountainous landscape rises steeply from the sea, culminating in the twin volcanic peaks of Gros Piton and Petit Piton near Soufrière.
The island's western coastline is particularly attractive to visiting yachts. Rodney Bay is an established sailing centre, while Marigot Bay offers a beautiful sheltered harbour surrounded by tropical vegetation. Further south, the dramatic Pitons provide an unforgettable backdrop to the protected mooring areas near Soufrière.
St Lucia also rewards exploration ashore, with rainforest walks, waterfalls, sulphur springs and the colourful atmosphere of its towns and villages. Its position between Martinique and St Vincent makes it a natural stop on a longer Windward Islands cruise, while the charter facilities at Rodney Bay offer another possible departure point.
St Vincent and the Grenadines: Island Sailing at Its Best
South of St Lucia, the cruising grounds become increasingly varied. The main island of St Vincent is mountainous and largely undeveloped along much of its coastline, while the smaller Grenadines stretch southwards in a chain of islands that have become famous among Caribbean sailors.
Bequia combines a welcoming harbour community with attractive beaches and a long maritime tradition. Mustique offers a different experience, with elegant surroundings and beautiful bays, while Canouan, Mayreau and Union Island each have their own character.
The Tobago Cays are a particular highlight. This group of small, uninhabited islands lies within a protected marine park, surrounded by coral reefs and shallow turquoise water. Snorkelling among tropical fish and sea turtles is one of the great attractions of a Grenadines yacht charter.
Here, the pleasures of sailing are matched by the variety of places to visit. Some islands have lively waterfront communities and well-established facilities, while others offer little more than a quiet anchorage, a sandy beach and an opportunity to enjoy the natural surroundings.
A Rewarding Sailing Experience
The Windward Islands offer some of the Caribbean's most satisfying sailing. During the main season, northeast and easterly trade winds provide reliable conditions, while the passages between islands introduce an element of open-water cruising that distinguishes this region from more sheltered charter destinations.
The southbound route is particularly appealing, with the prevailing winds frequently allowing comfortable reaching or sailing with the breeze abaft the beam. Northbound passages can be more demanding, particularly when returning against the trades.
The distances between some of the larger islands are substantial, so planning is important. A charter concentrating on Martinique and St Lucia can be comfortably undertaken in a week, while a more extensive exploration of the Grenadines is best enjoyed with additional time or a suitably arranged one-way charter.
Choosing Your Windward Islands Charter
Martinique and St Lucia provide established departure points, with a selection of bareboat monohulls and catamarans. A bareboat yacht with a professional skipper is an attractive alternative for those who would prefer assistance with navigation and sailing, while fully crewed yachts offer a more comprehensive onboard service.
The choice of departure base makes a considerable difference to the itinerary. Sailors primarily interested in Martinique and St Lucia may prefer a return charter from one of those islands, while those wishing to spend more time among the southern Grenadines should also consider starting from Grenada.
At Sail Connections we will compare suitable yachts and departure bases to help you make the most of your available charter time.
Cruising Martinique, St Lucia and the Grenadines
The Windward Islands form part of the Lesser Antilles, extending southwards through the eastern Caribbean. This destination covers the cruising grounds from Martinique through St Lucia and St Vincent to the Grenadines, with opportunities to continue south towards Grenada.
Although the islands appear close together on a map, the sailing varies considerably. The larger volcanic islands are separated by exposed channels, while the smaller Grenadines offer shorter passages between reefs, beaches and sheltered anchorages. Choosing the right starting point and allowing sufficient time are important to making the most of this region.
Charter Bases in Martinique and St Lucia
Martinique is a major yacht charter centre, with Le Marin on the southern coast providing extensive marina facilities, provisioning and access to the island's principal cruising areas. The nearby Sainte-Anne anchorage is a popular first or final stop.
St Lucia's principal charter centre is Rodney Bay Marina, towards the northern end of the island. It provides good facilities and access to both the island's western coastline and the waters between St Lucia and Martinique.
Both locations can be starting points for longer cruises south through the Windward Islands. However, the range of yachts, permitted cruising areas and availability of one-way charters vary between operators.
Exploring Martinique by Yacht
Martinique's southern and western coasts offer attractive cruising within comparatively manageable distances. From Le Marin, yachts can visit Sainte-Anne, explore the beaches and villages of the southwest coast or continue north towards Les Anses-d'Arlet and Fort-de-France.
The coastal scenery changes dramatically towards the north, where steep volcanic mountains rise above the sea. Saint-Pierre, beneath Mont Pelée, is an interesting historical stop, although suitable anchorages and weather conditions need to be considered carefully.
For crews with a week available, Martinique can provide a satisfying charter without crossing an international boundary. The island combines enjoyable coastal sailing with good opportunities to explore ashore.
St Lucia: Rodney Bay to Soufrière
The passage from southern Martinique to Rodney Bay on St Lucia is approximately 20–25 nautical miles, depending on the departure point. It involves crossing an exposed channel where trade winds and seas can be stronger than in the lee of either island.
Rodney Bay is a convenient arrival point, with marina services and customs facilities. From here, yachts can continue south along St Lucia's western coastline, visiting Marigot Bay and the spectacular scenery around Soufrière.
The Pitons are among the Caribbean's most remarkable coastal landmarks. The surrounding marine management area has designated moorings and regulations intended to protect the marine environment.
St Vincent: The Passage South
South of St Lucia lies the island of St Vincent, separated by a substantial stretch of open water. The island's mountainous interior and steep coastline create dramatic scenery, but the sailing requires more careful planning than the shorter passages around Martinique.
St Vincent offers a number of potential stops, including the western coastline and the southern approaches near Blue Lagoon. The west coast has a mixture of anchorages, small communities and mountainous scenery, with local conditions influencing where it is practical to stop.
For many charterers, St Vincent is an important part of the journey towards Bequia and the Grenadines. Others may choose to spend more time here, exploring the island's natural attractions before continuing south.
Bequia: The Gateway to the Grenadines
Bequia is the northernmost of the principal Grenadine islands and one of the region's most appealing sailing destinations. Admiralty Bay, beside Port Elizabeth, provides a well-known anchorage surrounded by waterfront restaurants, shops and maritime activity.
The island has a long tradition of boatbuilding, fishing and seafaring. Its relaxed atmosphere makes it a popular place to spend more than one night, particularly for crews arriving after a longer passage from St Lucia or St Vincent.
From Bequia, the southern Grenadines are within reach, with a succession of shorter passages and attractive island stops.
Mustique and Canouan
Mustique is known for its beautiful beaches, exclusive villas and carefully managed surroundings. Britannia Bay is the principal yacht anchorage, with organised moorings and access to the island's limited visitor facilities.
Further south, Canouan has attractive beaches, reefs and sheltered waters, together with a mixture of local communities and resort development. The island offers another useful stop on a voyage through the Grenadines.
Both islands add variety to a cruising itinerary, contrasting the traditional waterfront atmosphere of Bequia with quieter surroundings and some of the region's most beautiful coastal scenery.
Mayreau and the Tobago Cays
Mayreau is a small island with a peaceful atmosphere and attractive anchorages. Salt Whistle Bay is particularly well known, while Saline Bay provides another option for visiting the island and exploring ashore.
Just to the east are the Tobago Cays, the centrepiece of many Grenadines yacht charters. Five small, uninhabited islands are surrounded by shallow water and extensive coral reefs, creating a remarkable natural setting for swimming, snorkelling and enjoying life at anchor.
The Tobago Cays Marine Park protects important reef habitats and feeding grounds for sea turtles. Visitors must observe the park's regulations, including restrictions on anchoring, fishing and activities that could damage the marine environment. Entry and mooring fees apply.
Union Island and the Southern Grenadines
Union Island lies towards the southern end of St Vincent and the Grenadines. Clifton Harbour is an established yachting centre and an important port for customs and immigration clearance.
The island provides access to the nearby Tobago Cays, Mayreau and the southern Grenadines, making it a useful stop when cruising between St Vincent and Grenada.
Further south, Carriacou and Petite Martinique belong to Grenada and are covered in more detail in our Grenada yacht charter guide. For charterers whose principal interests are the Tobago Cays and southern Grenadines, starting in Grenada may offer a more practical alternative to sailing from Martinique or St Lucia.
Planning Your Windward Islands Itinerary
The most suitable itinerary depends on where the charter begins, the time available and whether the yacht must return to its starting base.
| Charter Duration | Suggested Cruising Focus |
|---|---|
| 7 days | Martinique and St Lucia, or shorter cruises within either island's waters |
| 10 days | Martinique, St Lucia and selected northern Grenadines, with careful passage planning |
| 14 days | Extended Windward Islands cruise including St Vincent, Bequia and several Grenadine islands |
| 14 days or more | A more comprehensive itinerary through the Grenadines, potentially as a one-way charter |
A one-way voyage from Martinique towards Grenada can be particularly appealing, as it generally follows the prevailing trade-wind direction. However, not all operators permit one-way charters or international drop-offs, and additional charges may apply.
For return charters, it is important to allow sufficient time for the northbound journey. The long passages between major islands can be demanding, particularly when winds and seas are unfavourable.
Sailing Conditions in the Windward Islands
The main sailing season generally extends from December through May, when northeast and easterly trade winds are well established. Winds commonly range from 15 to 25 knots, with stronger periods possible, particularly in the middle of the season.
The channels between the larger islands are exposed to Atlantic swell and can produce lively conditions. Winds may also accelerate around headlands and become gusty near mountainous coastlines. In contrast, the lee shores of the larger islands and the more sheltered anchorages of the Grenadines can provide relatively calm cruising.
From June through November, conditions are generally warmer and wetter, with more variable winds and the risk of tropical storms during the Atlantic hurricane season. The devastating effects of Hurricane Beryl on parts of the southern Grenadines in July 2024 underline the importance of taking seasonal risks seriously.
Navigation around the smaller islands requires attention to reefs, shallow water and local currents. Charterers should also allow for customs and immigration procedures when crossing between Martinique, St Lucia, St Vincent and Grenada.
For experienced sailors, these conditions are part of the region's appeal. Less experienced crews may prefer a professional skipper, particularly when planning the longer passages through the Windward Islands.
The map below has been produced using internet tools and pin placements may not be exact. It is intended as a rough a guide. For further research and preparing itineraries, we suggest you refer to quality on-line maps and charts.
Why choose Martinique, St Lucia and the Grenadines for a yacht charter?
The Windward Islands offer a rewarding mix of French Caribbean culture, dramatic volcanic scenery and beautiful island anchorages. They are particularly attractive to sailors who enjoy open-water passages and varied cruising experiences.
Where should I start a Windward Islands yacht charter?
Martinique's Le Marin and St Lucia's Rodney Bay are established charter bases. The best departure point depends on your available time, preferred itinerary and whether you plan to explore the northern or southern Grenadines.
What is the best time to sail in the Windward Islands?
December through May is generally the preferred sailing season in Martinique, St Lucia and the Grenadines. Established trade winds and relatively dry weather provide good conditions, although some passages can be quite demanding.
What are the sailing conditions like between Martinique and the Grenadines?
The Windward Islands offer excellent trade-wind sailing, often with winds of 15–25 knots. The channels between major islands are exposed, with stronger gusts, ocean swell and occasional demanding conditions for bareboat crews.
How long should I allow to sail from Martinique to the Grenadines?
Allow at least 10–14 days for a meaningful cruise from Martinique into the Grenadines, with longer preferable. A one-week charter is better spent exploring Martinique, St Lucia or a more limited cruising area.
What are the main attractions of sailing around St Lucia?
St Lucia offers spectacular coastal scenery, particularly around the Pitons, together with attractive anchorages at Rodney Bay, Marigot Bay and Soufrière. Its mountainous interior also provides excellent opportunities for exploring ashore.
Which islands in the Grenadines are best to visit by yacht?
Bequia, Mustique, Canouan, Mayreau, the Tobago Cays and Union Island are among the principal Grenadines sailing destinations. Each offers a different combination of beaches, anchorages, local culture and natural attractions.
What makes the Tobago Cays special for yacht charters?
The Tobago Cays are a highlight of Grenadines sailing, with five small islands, protected coral reefs and brilliant turquoise water. The marine park offers outstanding snorkelling, including opportunities to observe sea turtles.
Is a one-way charter from Martinique to Grenada possible?
One-way charters from Martinique towards Grenada may be available with selected operators. They offer an appealing way to explore the Windward Islands while generally sailing with the prevailing trade winds rather than retracing the route north.
Are the Windward Islands suitable for less experienced sailors?
Experienced sailors will particularly enjoy the Windward Islands, where open-water passages and fresh trade winds are common. Less experienced crews can explore the region comfortably with a professional skipper or on a fully crewed yacht.
What customs and immigration requirements apply when sailing between the Windward Islands?
Sailing between Martinique, St Lucia, St Vincent and Grenada involves crossing international borders. Yachts must complete the applicable customs and immigration procedures, usually at designated ports, with requirements varying between countries.
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