Leeward Islands Yacht Charters
The Leeward Islands: Luxury, Culture, and Chic Ports
The Leeward Islands chain stretches from the Virgin Islands south to Guadeloupe and offers a truly diverse cruising experience, characterized by high-altitude volcanic landscapes, designer boutiques, and world-class dining.
The Leeward Islands are home to sparkling clear waters and offer some of the most compelling snorkeling and diving opportunities in the world. You can explore spectacular coral reefs and get close to exotic marine life and dolphins. Explore this unique area, book a Leeward Island charter and take your time leisurely sailing along numerous routes, which weave through the islands.
One can’t-miss experience on your Leeward Island Yacht Charter is sampling the rich and varied local cuisine. Dishes in the local cuisine draw from a mix of backgrounds, including French, Dutch, African and British influences. In addition many popular dishes use local seafood, including lobster, mahi mahi, tuna, red snapper and many other kinds of fish culinary delights from the sea.
The only way to get to know the unique qualities of each of the islands is to pay a visit to each one. A Leewards Island charter is a great way to accomplish this goal.
Explore the Leeward Islands by clicking the thumbnails below.
Antigua & Barbuda: The Sailing Heart of the Leeward Islands
As the birthplace of Nicholson Yacht Charters, Antigua is more than just a destination; it is our home. Known for having 365 beaches, one for every day of the year, and the historic Nelson’s Dockyard, it offers a perfect blend of colonial maritime heritage and vibrant yachting culture.
A short sail north brings you to the tranquil sister island of Barbuda, famous for its miles of untouched pink sand beaches and the world-renowned Frigate Bird Sanctuary. Whether you are looking for the social energy of English Harbour or the total seclusion of a desert island, Antigua and Barbuda remain the definitive Caribbean yachting experience.
St. Barth’s: The Quintessence of Caribbean Chic 
No Leeward Islands charter is complete without a visit to the small, glamorous island of St. Barth’s (Saint Barthélemy). It is a chic hot-spot with touches of Swedish heritage and French elegance, fantastic restaurants and night life.
Drop anchor in the iconic horseshoe shaped Gustavia Harbour, where you can easily tender ashore to explore high-end designer shopping and fine French, Italian, Japanese and Fusion dining.
The island becomes the global epicenter of superyacht activity during the Christmas and New Year holidays, offering a vibrant, exclusive atmosphere.
The beach clubs and resorts of st Barth’s are world famous – Niki Beach, Eden Rock, Nao Beach Club, La Guérite Beach Club and Cheval Blanc St-Barth Isle de France all on the jet setter’s list.
Beyond the buzz, beautiful beaches like Saline and Gouverneur offer secluded white sands for quiet relaxation and swimming.
St. Maarten / St. Martin: A Blend of Two Worlds 
This unique island is a yachting hub known for seamlessly blending two distinct cultures: Saint-Martin is governed by both France and the Netherlands.
The island boasts a mix of secluded beaches in the north and a vibrant night life in its major towns along with duty free shopping.
The combination of these three islands and the numerous small deserted islands in-between make it a popular and diverse cruising area for a perfect weeks charter.
French Side (St. Martin): Head to the capital, Marigot, for authentic French bakeries, gourmet restaurants, and a more relaxed, European ambiance.
Dutch Side (Sint Maarten): The capital, Philipsburg, is famous for duty-free shopping, casinos, and its busy international airport (SXM), making yacht logistics extremely efficient.
Yachting Infrastructure: St. Maarten boasts major marinas capable of hosting the largest superyachts, acting as a crucial central hub for the entire region.
Exploring the Quiet Volcanic Gems
For guests seeking more remote exploration and diving, the Leewards offer pristine, less-traveled islands:
St. Kitts & Nevis 
and Sint Eustatius & Saba
For those seeking the “Old Caribbean,” these islands offer dramatic volcanic landscapes, lush rainforests, and a slower pace of life. Anchor under the shadow of Mount Liamuiga in St. Kitts, explore the colonial charm of Nevis, or dive the pristine marine parks of Saba and Statia. These hidden gems are best explored on a private yacht charter, where the journey between these emerald peaks is as breathtaking as the islands themselves.
Anguilla
Just a short cruise from St. Maarten, Anguilla, which sits atop a coral reef, features white sand beaches and has a large Marine National Park. Here the famous and stunning, long white-sand beaches like Shoal Bay, offering a contrast to the bustling ports.
Click the thumbnails below to find out more.
Why us, Nicholson Yacht Charter & Services?
For the best quality Caribbean yacht charter, you can rely on Nicholson Yacht Charters & Services.
The company that specializes in yacht charters for over sixty years and can fulfill all your needs, we will offer a selection of yachts for you to choose from with a professional Captain and crew, gourmet cuisine and a wide array of watersports equipment and crew that will teach you how to use it. By working with Nicholson Charters you can enjoy the dream vacation of a lifetime in one of the world’s most desirable destinations.
Secure Your Superyacht, Mega Sailing Yacht or Luxury Catamaran
The best yachts in the Leeward Islands book up quickly, especially during the festive high season. Contact Nicholson Charters today to discuss your itinerary, preferred yacht type, and secure the perfect vessel for your high-end Caribbean adventure.
Enquire about available Yachts in the Leeward now, or call us directly to speak with a Leeward Island Charter specialist.
Cruise the Leeward Islands on a privately chartered yacht
Your Caribbean yacht vacation is just a few clicks away. Fill in this form to set it all in motion and an agent from Nicholson Yacht Charters will be in contact with you to take your holiday plans further.
You can also use the same form for other yacht charter destinations in the Caribbean or worldwide.
Tropical Escapes to the Caribbean
Motor Yachts
Cruise the Leeward Islands on a motor yacht. The luxury motor yachts we offer have professional crew with ample of knowledge or the cruising grounds as well as the islands themselves. Leeward Islands from Virgin Islands to Guadeloupe are excellent cruising grounds for your motor yacht holiday.
SAILING YACHTS
Relaxed sailing holiday, world class racing, exotic anchorages; regardless of your preference there is sailing yacht for your preference. The Leeward Islands are often base for a wide range of sailing yachts from the most mega super sailing yacht to a smaller family or honeymoon cruiser.
SAILING CATAMARANS
Sailing the Leeward Islands on a sailing catamaran combines your sailing adventure with excellent anchorages closer to the beaches not accessible by many other sailing yachts. All whilst enjoying spacious accommodations.
POWER CATAMARANS
With a powered catamaran you will not only benefit from ample space and smooth cruising but also ensure your Leeward Island yachting holiday has style and pizazz.
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Approaching St Maarten
