Leeward Islands Round Trip Yacht Charter

A Luxury Yacht Charter in St Martin, St Barths & Anguilla

St Martin

Beautiful anchorages and so much to do

St Barths

Chic French style in the Caribbean


Incredible beaches and crystal clear water

Leeward Islands Yacht Charter

St Martin to St Martin (St. Martin, St. Barths, Anguilla)

St Martin, St Barths and Anguilla are unique and very different islands. Each has its own ambience. From chic French culture to laid back beach life; exclusive designer boutiques to handmade local crafts; breathtaking, deserted beaches to busy shopping areas. And there are many more islets, anchorages and hideaways to explore. This week long charter takes in all three islands plus Tintamarre and Ile Fourchue. Of course, we can help you tailor your own charter to your specific preferences and tastes.

 Leeward Islands Yacht Charter Intinerary

This is a great yacht charter itinerary for the northern Leeward Islands taking in St Martin, St Barths and Anguilla. Remember, on your own luxury crewed yacht you can decide where to go and when. Stay a little longer in one place or cruise overnight and wake up in your next destination – the choice is yours.

 Set Sail

Yacht Charter Day 1

Board your chosen yacht at Simpson Bay Marina, St Maarten. Enjoy a sunset cruise to the French Capital, Marigot.

Anguilla Bound

Yacht Charter Day 2

After exploring the vibrant markets at Marigot, set sail for Anguilla. The Capital, Road Bay is a charming village set on a lovely beach. A few friendly local bars line the beach and welcome visitors. Take an Island tour to one of the pristine beaches, visit one of the high end resorts, or take a late afternoon sail to Crocus Bay.

A Day in Paradise

Yacht Charter Day 3

After breakfast, a short motor to Anguilla’s National Park. Anguilla’s National Park is a collection of small sandy Islands and reefs, perfect for swimming, exploring and snorkelling. Afternoon sail back towards St Maarten, to Grand Case, a long sweeping beach-fronted bay with the town built along the beach. Grand Case is well known as being the gastronomic centre of St Martin.

A Morning Sail to Tintamarre

Yacht Charter Day 4

Tintamarre has a superb beach along its western shore, with paths that lead over to another beach which lies protected behind a barrier reef. Enjoy lunch followed by an afternoon sail to the Riviera of the Caribbean, St Barths.

A Day in St Barths

Yacht Charter Day 5

Spend the day exploring chic and exclusive St Barths; shopping at the many boutiques, beach combing or people watching. Late afternoon a short hop round to “Anse de Colombier” a secluded bay with a perfect beach backed by a smattering of palms. Partake in some water-skiing or scuba diving, or just sit back and enjoy the view.

Sail to Ile Fourchue.

Yacht Charter Day 6

Ile Fourchue is a privately owned uninhabited Island which offers excellent snorkelling and diving – an intricate reef hosts not only reef fish but sting rays and turtles also. Enjoy an afternoon sail back towards Simpson Bay, St Maarten.

Duty Free Shopping & Water Sports

Yacht Charter Day 7

After some duty free shopping, or perhaps water sports from the boat, moor the yacht and depart at 12 noon.

Book A Luxury Yacht Charter in the Leeward Islands


We’re the experts in luxury yacht charters throughout the Caribbean. From the British Virgin Islands (BVI) to the Grenadines, we know every boat, every crew, and every anchorage. We’re fully accredited members of the Charter Yacht Brokers Association which means you can book your charter with confidence.


“I just wanted to thank you for the greatest trip of a life time!!

This trip out did our greatest expectations! The crew was amazing, tailoring to our every wish. The food was above 5 star and it was incredible to us how this could be accomplished with such a small kitchen. Each day was better than the next and we have never been more relaxed in our lives. If anyone ever needs a reference please do not hesitate to have them call us. I hope one day we can take this trip again.

The Haltmans

Let Us Arrange the Sailing Vacation of a Lifetime aboard a Luxury Yacht in the Caribbean

Charter with confidence – Independent Yacht Charter is a member of the Charter Yacht Broker Association.

Every Yacht. Every Destination. Every Day.