Windward Islands Yacht Charter Dominica, Martinique, Saint Lucia, St Vincent & The Grenadines to Grenada
Separating the lower part of the Caribbean Sea and the Atlantic The Windward Islands form together with the Leeward islands the eastern boundary of the Caribbean Sea.
The Windward Islands offer a distinctively different cruising experience from the Leewards, characterized by lush volcanic topography, stunning rainforests, and rich cultural heritage. These islands are perfect for the discerning traveler seeking nature, diving, and an itinerary defined by exhilarating open-water passages and the discovery of secluded, dramatic bays.
These beautiful islands are true gems in the Caribbean string of islands and consist of:
Dominica – Martinique – Saint Lucia – St Vincent & The Grenadines (Bequia, Mustique, Canouan, Mayreau, Union Island & Carriacou) – Grenada – Barbados
Cruising these islands connects guests with the raw, unspoiled nature of the Caribbean. Dominica, “The Nature Island,” offers a wealth of inland exploration, from thermal hot springs to dense tropical rainforests with a wide variety of fruit trees.
Saint Lucia is instantly recognizable by the iconic, UNESCO-listed Pitons—a dramatic backdrop for deep water anchorage. As well as the famed Marigot Bay, a historic hurricane hole and modern luxury hideaway.
Martinique provides a sophisticated French-Creole cultural experience, with world-class cuisine and vibrant, cosmopolitan harbors.
The St. Vincent & The Grenadines Cruising Ground is a true sailor’s playground, St. Vincent & The Grenadines (SVG), (including islands like Mustique, Canouan, and Mayreau) offers the quintessential Caribbean sailing itinerary, boasting some of the region’s finest line-of-sight cruising. This archipelago comprises 32 islands and cays, creating a chain of stunningly diverse anchorages separated by short, exhilarating passages – perfect for a private yacht charter vacation.
This region is home to the world-famous Tobago Cays Marine Park, where protected coral reefs and shallow turquoise waters with constant trade winds.
A yacht charter here is defined by relaxed island hopping, exceptional diving, and exclusive, white-sand beaches.
Spice Trails and Atlantic Luxury, this cruising area offers a blend of sailing services and Atlantic luxury. Grenada, known as the “Spice Island,” provides a beautiful, rugged coastline with exceptional yachting infrastructure. It’s capital, St. George’s, offers one of the most picturesque harbours in the Caribbean, and it’s numerous anchorages provide secure options throughout the year. Charters here focus on exploring waterfalls, spice plantations, and some of the Caribbean’s best diving, including the famous underwater sculpture park.
Barbados, while less of a sailing destination due to its Atlantic exposure, serves as a premium hub for high-end resorts, fine dining, and is a key turnaround port for luxury motor yachts, offering a distinct blend of Bajan culture and world-class luxury.
Motor Yacht
Experience the thrill of cruising the Windward Islands on a first-class luxury motor yacht. Sublime accommodation and excellent services by a professional crew.
Experience and local knowledge for that very special Caribbean cruise.
SAILING YACHTS
Cruise the Caribbean Windward Islands on a luxury sailing yacht. We have a wide range of yachts available from the top super mega sailing yacht to smaller yachts more suitable for a parties with a more limited budget. Contact us to book your Winward sailing holiday with ease.
SAILING CATAMARANS
Spacious catamarans with shallow draft allows for anchoring in some of the beautiful icon beaches of the Windward islands.
Explore the diversity of the islands from Dominica to Grenada, in a comfortable and luxurious catamaran.
POWER CATAMARAN
Plenty of interior and exterior space on a power catamaran. Explore the shallow beaches of the Windward Islands with comfort and safety. Your professional crew will help you create those golden memories of a wonderful Windward cruise.
Beyond the Horizon: Begin Your Grenadines Adventure
The Windward Islands offer the most dramatic scenery and rewarding blue-water cruising in the Caribbean. If your vision of a perfect charter involves discovering pristine, remote cays and experiencing authentic island culture, St Lucia, Bequia and the Grenadines are the answer.
Sail the Secluded South & Anchor in Paradise – Secure Your Windward Islands Yacht Charter
The limited number of crewed yachts operating in the Southern Caribbean book early. Contact our specialists now to secure a yacht that will take you effortlessly between the volcanic peaks of St. Lucia and the protected waters of the Tobago Cays.
Enquire about available Yachts in the Windwards now, or call us directly at to speak with a Windward Island Charter specialist.
Set the wheels in motion for your Windward Island yacht charter holiday
Chillax and enjoy the pristine beaches, water sports, sun and sea from a privately chartered luxury yacht. All whilst being looked after by an attentive and professional crew. Sounds amazing? Good news, the experienced team at Nicholson Yacht Charters will help you set it all in motion. Just fill in the form, submit and you are a large step ahead for making it a reality.
Welcome to the Windward Islands !
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