Windward Islands Yacht Charters. The Windward Islands are located on the eastern edge of the Caribbean Sea and form the southeastern boundary between the Caribbean and the Atlantic Ocean.
The Windward group includes the islands of Barbados, Martinique, St Lucia, St Vincent, and the Grenadines. Moreover, Grenada with Carriacou, Petit Martinique, and the country of Trinidad and Tobago. This island group is named because they are more windward when crossing the Atlantic than the Leeward Islands. Grenada boat charters are some of the most well-known experiences.
Share your dates and guest count to start planning. Add your preferred islands, yacht type, cabin needs, and budget on the next step.
If this is your first charter, BVISAIL can also help you understand how chartering works, what is included, how pricing works, and how to prepare for your week aboard.
Discover why yacht charters offer more freedom, privacy, and value than resorts and cruises.
Discover the Benefits →Share your travel dates, group details, and preferences to get matched with the perfect yacht.
Plan Your Yacht Escape →It is located in the Lesser Antilles. Immerse yourself in its beautiful beaches with sugar-white sand. Or enjoy the sight of the lush rainforests. Bridgetown, the capital of Barbados, provides the island’s rich history.
Satisfy your palate with French-Caribbean cuisine in Martinique. It’s a perfect destination in West Indies, rich in historical landmarks, pristine beaches, and culinary delights.
Discover volcanic peaks rising from the sea, then hike on the Piton Mountains in St Lucia. It’s also ideal for peaceful getaways with opportunities to explore its tropical wonders.
St Vincent and the Grenadines, a popular yacht charter destination, beckons with 32 stunning islands. These Grenadines island chain promise endless fun and exciting voyage.
So, dive into vibrant coral reefs teeming with marine life. Or hike the majestic peak of La Soufrière in St Vincent and the Grenadines.
The Tobago Cays in the Grenadines offer the best experiences during the dry season.
Grenada’s natural beauty boasts iconic wonders, both on land and underwater. Never miss out on the Grenada’s famous spices.
Grenada is a favorite sailor destination with some of the best cruising grounds in the Windward Islands.
Petite Martinique, the smallest inhabited island in the Windward Islands, is a true escape from the hustling crowd. It’s just a boat trip away from Carriacou where you can sail between the islands of the Grenadines.
These islands are close to the Windward Islands, just off the Northeastern coast. Trinidad and Tobago offers a diverse yacht charter vacation.
Tobago, with its laid back atmosphere, boasts crystal clear waters and white sand beaches. Teeming with marine life making the island a paradise for snorkelers.
If you want to feel the rhythm of the islands, Trinidad’s lively festivals are a must-see.
Barbados, St. Vincent and the Grenadines, Grenada, Trinidad and Tobago, and St. Lucia were more recently part of the British Colonies. Martinique, along with Guadeloupe, St. Martin, and St. Barths in the Leeward Islands group, remains part of France. Interestingly, Saint Lucia has a strong French influence, and many locals still speak Creole, a mix of English and French.
Windward Islands yacht charters tend to be more enjoyable for the experienced sailor. Except in the northern and southern Grenadines within Saint Vincent and The Grenadines, the sailing distances are longer than in the Virgin Islands.
Sea conditions can be challenging depending on the time of year. There are some protected anchorages. It is an opportunity to experience many cultures within a small area. Moreover, each island has its unique flair.
The beautiful Caribbean music, waters, breeze/wind, beaches, snorkeling, and scuba diving are the same. The local cuisines are all exceptional, and they have Indian, Amerindian, African, French, and English influences.
We recommend eight to ten days for a sailing yacht charter Desiderata when exploring the Grenadines. In addition, sailing from the north, like from St. Vincent to Grenada or Union Island in St. Vincent and The Grenadines, is more comfortable depending on the time of the year as it would be downwind. Also, consider AZULIA II for your yacht charter.
They are part of the Lesser Antilles in the Caribbean, from Martinique to Grenada.
St. Lucia, Grenada, Martinique, Dominica, and St. Vincent & the Grenadines.
December to April is the dry season and best for cruising.
Superyachts, catamarans, motor yachts, and sailing yachts.
Luxury yachts cost tens of thousands per week. Smaller yachts are more affordable.
Diving, snorkeling, rainforest hikes, cultural tours, and beach relaxation.
Volcanic scenery, coral reefs, French-Caribbean culture, and secluded anchorages.
“You make the memories, we’ll make the arrangements.”
Because paradise is better with a breeze and a crew that gets it. BVISAIL brings you laid-back luxury as you explore the stunning Windward Islands, from lush St. Lucia to the spice-scented shores of Grenada.
We handle the sailing, the planning, and the pampering, so you can just relax, sip something tropical, and soak in the views. Smooth sailing, great company, and memorable island vibes—that’s the BVISAIL way.
Step‑by‑Step Process
A. Share your details with BVISAIL:
Preferred charter dates
Destination, including BVI, USVI, Bahamas, or wider Caribbean
Special occasions, such as a honeymoon, anniversary, or corporate retreat
Interests and activities, such as diving, island-hopping, and cultural tours
B. Who will be traveling with you?
Family
Friends
Business associates
C. What’s your charter budget range?
$150,000+ per week plus expenses
$100,000+
$75,000+
$50,000+
$35,000+
D. What type of yacht do you prefer?
Motor Yacht
Power Catamaran
Sailing Catamaran
Sailboat
E. What’s your group’s charter history?
Tip: Book at least 9–12 months in advance to secure the best yachts and destinations. This is one of the reasons why chartering with a U.S.-based brokerage helps you plan with confidence.
Discuss preferences with a BVISAIL charter expert. Then, we’ll review destination options, yacht types, and finally recommend travel insurance.
Tailored proposal with sample itineraries, rates, and testimonials.
To begin, review the proposal. Then, select your yacht. Afterward, talk through upgrades or excursions.
Review agreements, hold dates, and make payments securely.
Start by completing preference forms. After that, schedule a captain’s call. In the end, review your itinerary.
7–10 days before departure, review final details with your group.
Finally, board the yacht, meet the crew, and begin your charter.
The crew provides daily briefings and support.
Final settlements, farewell to crew.
Afterward, a feedback survey and follow‑up call help plan future charters.
Set sail on a 7-day adventure through the dramatic scenery and vibrant culture of the Windward Islands.
Iconic Pitons, waterfalls, and lively local markets.
Spice plantations, colorful reefs, and charming harbors.
Pristine marine park, sea turtles, and crystal-clear lagoons.
Relaxed island vibe, artisan shops, and friendly locals.
Explore BVI vs Grenadines yacht charter guide.
BVI and Caribbean Yacht Charters is a division of CKIM Group Inc.
Contact us at 1-321-777-1707 or complete this form to discuss your vacation plans.
