Luxury Yacht Charters Caribbean – Itinerary Leeward Islands

Luxury Yacht Charters Caribbean – Itinerary Leeward Islands

Several countries, several languages, people of different nations and mentalities, secluded bays, colourful villages, green plantations, luxury lifestyle…the Leeward Islands have it all…pure Caribbean feeling.


Day 1: St. Martin / Sint Maarten

The first day of the trip starts with the arrival at the airport and embarkation aboard your yacht at Simpson Bay. As you are already at the harbour, take a look at the world´s largest charter yachts or spend the day at the beach or shops nearby. Or just use your first hours aboard your charter yacht to explore some other bays around. Composed of French and Dutch areas, the island is riddled with lagoons and beaches perfect for swimming. Spend the evening enjoying one of the casinos, night clubs or shopping strips.
Day 2: St. Martin / Sint Maarten – Anguilla

The second day starts with a short cruise of 6 miles to the beautiful beaches of Anguilla, the most northern island of the Leewards. It is a pleasure to snorkel in the coral reefs and enjoy the relaxing atmosphere. If you prefer walking in nature instead of swimming and sunbathing, take a look at the adjacent islands like the Prickly Pear Cays, which are filled with a unique flora, birds and fauna. Prickly Pear offers as well a good diving spot with an interesting wreck.
Day 3: Anguilla to Grand Case – French St. Martin
Grand Case on St. Martin’s French side is only 12 miles away, it is definitely worth stopping at. There are a lot of charming boutiques – and the town is well known for the best restaurants and bars on the island. Enjoy a beachside drink there before a tender takes you back to your yacht in order to eat dinner at anchor with the setting sun.


St. Martin - Marigot
Day 4: Grand Case / St. Martin – lle Fourchue

After a short cruise of 10 miles to Ile Fourchue you will find a large, protected bay with a natural wild coast. This place is perfect to swim and snorkel or to relax the sun on-board. You could also try out and play with your yacht´s water toys in the quiet and peaceful atmosphere. You can as well hike and see a lot of cactus that cover the island, see herds of goats grazing,  and climb the hills to have a fantastic view.
Day 5: lle Fourchue – St. Barth´s

St. Barth’s, meeting point of superyachts and international high society, is only a short trip away. You can enjoy fantastic beaches, charming towns, and underwater world with reefs and wrecks…. and depending of the time of your visit, attend events like super yacht races or music festivals. The port of the main town Gustavia is picturesque and full of life, one of the Caribbean´s poshest and enjoyable island towns, sophisticated French. Brighten off your day with a shopping tour in the French boutiques and jewellery stores, visiting galleries, enjoy patisseries and bistros. Finish off your evening with a glass of fine French wine.
Day 6: St. Barth´s –  St. Kitts and Nevis

Enjoy the morning view of the sunrise with the beautiful clear Caribbean blue water, which surrounds you all over on your cruise to St. Kitts and Nevis (officially Saint Christopher & Nevis). The two islands of this small country are only separated by a two mile channel. In Basseterre, main town of St. Kitts which looks back to 400 years of history, you will find Victorian wooden houses, during a tour across the island you can visit an old sugar factory, plantations and beautiful mansions – and Brimstone Hill Fortress, part of UNESCO world heritage. From the fortress, you will have a fantastic view and can see even the islands of Montserrat or Saba.


St. Kitts - Brimstone Hill-Fortress


Charlestown on Nevis is worth a visit as well, picturesque streets with creole houses. On Nevis, several sugar plantations near the rain forests have been changed into exclusive touristic resorts. The island  is a as well a perfect place for golf lovers, as it offers a 18-hole course designed by the famous Robert Trend Jones II for the Four Seasons resort.



Day 7: St Kitts and Nevis –  St. Maarten

Return to St. Maarten – enjoy the cruise until you arrive in one of the beautiful bays of the islands for a relaxing the afternoon, swimming, snorkeling, playing with the water toys… Enjoy the warm, smooth breezes and a cocktail admiring the sunset before your last night at sea.
Day 8: St. Maarten (St. Martin)

There is no need to rush since the airport is only about 15 minutes away from the yacht anchorage. Take an early-morning walk during sunrise on the beach with its white sand and take a look at the beautiful clear-blue water and inhale the fresh air before leaving after an unforgettable holiday.


Suggestions for alternative stops or longer yacht charter cruises in the Leeward Islands:


If you have more time than a week, if you travel aboard a fast yacht, or if you just do not mind some longer distances you might like to include one of these islands in your itinerary:


Antigua & Barbuda

365 beaches, one for every day of the year, St. John’s, the lively main town with a big harbour for cruise ships, Jolly Harbour as a mix of marina and holiday resort, hills, rain forests – Antigua has a lot to offer for visitors who arrive aboard a luxury charter yacht. The island is famous for one of the world’s most prestigious maritime event, the Antigua Sailing Week. A highlight is a visit in English harbour with the historic Nelson’s Dockyard, which is a mixture of museum and normal marina life. And don’t miss the perfect view from Shirley Heights, best on a Sunday when best steelband live music and barbecue are waiting for you.

Barbuda consists mainly of pure nature and unspoiled long beaches – famous for the nature reserve with a lot of birds. Explore its single village Codrington or take a walk along the beach. This is also a great place to launch any onboard watertoys for a day in the sun.




Other islands you might want to see:


Saba, sometimes called  “Unspoiled Queen of the Caribbean”. There is no mass tourism, but some fine bars and restaurants – and beautiful dive sites and hiking trails in the rainforest.


Montserrat with many black beaches – after the eruption of the volcano Soufriere in 1995, some areas cannot be visited, but the Northern part of the small island can be visited withoutrestrictions.


Sint Eustatius (Statia) – stroll around the town Oranjestad with some historic sites, enjoy the view from Fort Oranje. There are several hiking trails, one is leading to the famous crater of the volcano Quill.


*Each cruise will be tailored according to your wishes and ideas and current
weather conditions. Please discuss details with the captain – often he has the
best suggestions!