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 family group that we booked aboard 60' Catamaran JimJams for New Years 2016/2017 said:

We all truly enjoyed our experience. Lynne and Joe, thank you for all your logistics coordination and assistance with contracts. If you have any other questions or want to use me as a reference I'd be happy to assist. Look forward to working with you for a future holiday.
Audrey M., Texas

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.