Boasting warm and steady tradewinds, safe harbors and 365 beaches, Antigua is the winter destination of choice for many superyachts. Spend a few days cruising around the beautiful island, jumping in to discover some of the finest coral reefs in the Caribbean, before heading to the exclusive island of Nevis for a peaceful anchorage.

The island of Nevis is old Caribbean at its best – easy going and unspoiled by mass tourism, its few hotels are small and stylish and there are no glitzy clubs. Step ashore to explore the plantation houses and sugar cane hillsides that dot the landscape and spend the evening on the beach dancing to the reggae beats. Lift anchor to cruise across The Narrows to St. Kitts. Berth at Christophe Harbour and step ashore to Salt Plage for a cocktail with the yachting crowd.

Spend the day diving or snorkeling the underwater world around the tiny island of St. Eustatius, where coral reefs, exotic fish and wrecks abound. Step ashore to experience a laid-back Caribbean with a few places to eat and a little bit of history to contemplate.

Cruise towards the tiny island of Saba – as you approach, the volcanic island seemingly rises out of the sea. Perfect for energetic hikers, explore the dramatic scenery inland. Saba doesn’t have any beaches but offers plenty of diving opportunities for the skilled scuba divers in the charter party. Spend a peaceful night anchored off the tranquil island.

Cruise north to the quintessentially chic St. Barths. With a distinctly French flavor, St. Barths is the Leeward chain’s most exclusive and elegant island. The Caribbean’s take on St. Tropez, this is the place to go for pristine beaches, calm waters and gourmet restaurants. Take the tender to the bustling waterfront at Gustavia before anchoring off Shell Beach. Step ashore for cocktails and canapés at Do Brazil. St. Barths has so much to offer so dedicate at least two nights to the island, discovering the French island’s joie de vivre.

Discover the low-lying coral island of Anguilla with its 12 miles of blinding white sand beaches and fabulous culinary scene. The most northerly of the Leewards, the island has excellent restaurants with wine lists to please a French sommelier. Spend the next few days in and around the reef-protected shallows of Shoal Bay East.

Cross over to St. Martin/St. Maarten and slowly acclimatize to a 21st century pace of life. The island enjoys a dual personality – part Dutch, part French – and has exuberant night spots, duty-free shops and exciting casinos promising an upbeat, cosmopolitan experience – the final link in your Leeward Islands chain.