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Leeward Islands Yacht Charter Guide

Sailing along the archipelago of volcanic islands between Puerto Rico and Dominica you will be amazed by the diversity of scenery, cultures, and colours. Each of the many islands has its own distinct personality, from the black sands of Dominica, the gastronomic delights of St Maarten, to the isolation of Saba or opulence of the exclusive St Barts, you will find endless ways to spend your days. A private charter yacht is an ideal way to visit the Leeward Islands – hop from one idyllic beach to the next and take the chance to stop at the world-class dive sites. 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.

  • 240' 73.15m Delta Marine 2006
  • 229'11" 70.09m Benetti 1999
  • 223'7" 68.15m Nobiskrug 2010
  • 208'4" 63.5m Benetti 2006
  • 206'8" 63m Benetti 2015
  • 198' 60.34m Trinity 2012
  • 190'11" 58.2m Trinity 2009
  • 190' 57.91m Trinity 2010
  • 180'5" 55m Heesen 2021
  • 180'5" 55m Benetti 2003
  • 180' 54.86m Newcastle Shipyards 2011
  • 164'1" 50m Westport 2011

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