St. Maarten/St. Barts Yacht Charters

Yacht vacations in and around St. Maarten would typically include visits to neighboring St. Barts and Anguilla. This cruising area has become a favorite within the northern part of the Leeward Islands chain, providing its visitors with a combination of Caribbean charm, azure waters, plus splendid beaches. While passages between islands on a St. Maarten yacht charter are within sight of land, the conditions are typically more challenging than those found 90 miles to the northwest in the Virgin Islands.

  • St. Maarten: half French and half Dutch, this is the smallest island in the world separated by two different nations. While its border is almost unnoticeable, each side of the island retains its own distinct culture and character, creating incredible variety on one island. St. Maarten's French side boasts secluded beaches, a relaxed atmosphere, and some of the finest dining experiences in the Caribbean. The more developed yet less formal Dutch side has long been a tourism center, with its cruise ship port and busy shopping area.
  • St. Barts: the French island of St. Barthelemy, nicknamed St. Barts, lies 12 miles from St. Maarten and is a must-see on any St. Maarten crewed yacht charter. This tiny island of only 5,000 residents has a picturesque port and chic main town of Gustavia which bustles with small French Cafes, fine dining, plus duty-free shopping in its many boutiques. In contrast, the island also offers several secluded coves and 20 beaches, a perfect place to explore via moped.
  • Anguilla: the British island of Anguilla lies just 5 miles to the north of St. Maarten. Crystal clear waters, pristine beaches and banks of coral encircle this small island. With 33 white-sand beaches and an international flair, Anguilla offers a great escape and something for everyone.

Interested in other Caribbean islands vacations? Ask our Charter Specialists about custom designing a yachting itinerary which could include ports of call anywhere from the Virgin Islands to Grenada.

A group of couples that we booked aboard 67' Catamaran Lir in January, 2018 said:

The LIR is a beautiful boat, like being in a 5 star hotel. The 6 of us are already discussing our next sailing adventure and be sure it will be through Carefree Yacht Charters.
Lee S., Pennslyvania

Sampling Of Our Popular St. Maarten & Leeward Island Choices


More From Carefree Yacht Charters®

Other Destinations

Consider a charter in the Virgin Islands, including our popular BVI yacht charters, or Grenadines, each offering a slightly different flair.

Yacht Styles

Enjoy the islands in and around St. Maarten aboard one of our catamarans, monohull sailboats, or motor yachts. Learn more about our various yacht styles.

The Crewed Charter Yacht Experience

Personalized and private, embark on the vacation of a lifetime! Learn more about what these charters offer.