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Leeward Islands Yacht Charter Guide

A luxury yacht charter through the Leeward Islands involves a string of volcanic islands that stretch between Dominica and Puerto Rico. Each island offers something unique, with a different culture, landscape and adventure to be found at each anchorage. Balance a day exploring the virgin coastline of Saba with another spent sampling the St Maarten restaurant scene. The stunning beaches of Dominica can be enjoyed one day, and the exclusive nightlife of St Barts the next.

A private charter yacht is an ideal way to visit the Leeward Islands, giving you access to world class dive sites and countless private beaches in a truly luxurious setting. Snorkel the calm bays of Anguilla, dive the famous Charlie Brown wreck off Sint Eustatius or simply relax on board your luxury yacht as you sail in the soft trade winds.

Best Time To Visit:
November to June offer warm, calm sailing conditions – as well as a chance to top up your winter tan.

Key Cruising Areas:
The archipelago offers many sailing choices. The 18 islands each have individual charms, with chic ports, modern cities, deserted beaches or tropical forests, there is an itinerary to suit any taste.

Don’t Miss:
A truly unique way to explore Anguilla is on horseback. Hooves splashing in the azure waters of Cove Bay, or meandering treks through green forest trails will create a special experience. For the romantics, try a full moon ride along the beach.

Best Spots for Wining and Dining:
St Maarten has established itself as the culinary capital of the world. Famous for its fusion cuisine, the island offers a huge variety of foods to suit all tastes and moods – from cosy beach-side bistros to gourmet restaurants. For a special evening head to Orient Bay and order the lobster – simple and traditional, but perfectly executed.

Featured Yachts for Charter

Best Local Dish:
The tiny island of Saba is unspoiled and undeveloped, so ideal for a “real” taste of the Caribbean. Smoky roadside barbeques are where you’ll find the locals, but for a sit-down meal with local produce straight from the sea or the owner’s garden, try the blackened snapper at Island Flavor.

Local Culture:
The islands are full of history and culture. Even if you’re not a history buff, Brimstone Hill Fortress National Park on St Kitts is an amazing example of architecture. The massive, well-preserved fort is an imposing sight on the top of Brimstone Hill, with beautiful views of the island and interesting background.

Best Beach: 
The white sand and crystal-clear water of Half Moon Bay are perfect for snorkeling, paddling, and diving off the floating jetty. The exclusive Mill Reef Club offers five miles of coastline and three private islands in the bay, with a host of water activities and dining options to choose from.

IYC recommends:
Explore the archipelago from the air with a private helicopter tour. Lifting off in St Maarten, the views of white-edged islands, lush rainforests, and waters with more shades of green than you could imagine will leave you will lifelong memories.

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Top Yachts available for charter in Leeward Islands

See below available yachts for charter in Leeward Islands. Contact us to find out about additional yachts for charter available in the area.

  • 262'6" 80m Yachtley 2019
  • 240' 73.15m Delta Marine 2006
  • 239'6" 73m Lürssen 2006
  • 229'11" 70.09m Benetti 1999
  • 228'6" 69.65m Vuyk En Zonen 2005
  • 223'7" 68.16m Nobiskrug 2010
  • 208'4" 63.5m Benetti 2006
  • 206'8" 63m Benetti 2015
  • 205'5" 62.6m Oceanco 2002
  • 205' 62.48m Icon 2013
  • 200'2" 61m Hakvoort 2021
  • 198' 60.35m Feadship 2005

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