The Essental Yacht Charter Guide
The Essental Yacht Charter Guide: What to Know Before You Go

Yacht Charter FAQs

Where should I start a Windward Islands yacht charter?

Martinique is an important charter centre, with a wide selection of bareboat monohulls and catamarans based at Le Marin. Its excellent marina and provisioning facilities make it a convenient starting point for sailing around Martinique or continuing south towards St Lucia.

Rodney Bay on St Lucia is another established departure base. It provides access to the island's beautiful western coastline and can be a useful starting point for exploring the wider Windward Islands.

However, the choice of base should be guided by the intended itinerary. Sailors wishing to concentrate on Martinique and St Lucia will generally find either location suitable, subject to yacht availability and cruising permissions.

For those whose main priority is the Tobago Cays and southern Grenadines, a departure from Grenada may reduce the time spent on longer passages.

At Sail Connections we compare departure points as well as yachts, helping charterers select the most practical combination for their holiday.

Related FAQs

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.

Read More

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.

Read More

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.

Read More

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.

Read More

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.

Read More

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.

Read More

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.

Read More

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.

Read More

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.

Read More

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.

Read More

The Sail Connections Guarantee

One contact - every option - advice you can trust - at no extra cost.


  • Matching any competitive offer like for like
  • Sourcing boats with discounts available
  • Personalising our proposal just for you
  • Qualifying the operator as well as the boat
  • Advising without bias based on over 30 years' experience

We will match any like-for-like discount website offer on charter boat price, while maintaining our customary high level of service.

Get in Touch

The Essential Guide to Sailing Holiday Charters

The Sail Connections Essential Guide to Bareboat and Crewed Sailing Holiday Charters is packed full of useful tips for getting the most out of your next boat charter. And it is FREE to download.

Download Guide

Enquire about a charter...

For a personal proposal structured to meet your needs, with advice on all aspects of your sailing charter.