Crewed Yacht Charters to the Virgin Islands, The Leeward Islands, Greece, and Beyond...

Carefree Yacht Charters specializes in custom, crewed yacht charters in the Virgin Islands, the Leeward Islands, the Windward Islands, and other Caribbean destinations.  We can also provide expert advice regarding Yacht Charters and Sailing Vacations in Greece and Croatia.

Our 12 years of hands-on experience owning and operating an extremely successful Caribbean charter yacht is what sets us apart from the norm. This first-hand experience is undoubtedly our biggest asset and will prove to be your best source of information. Let our local knowledge of the islands, yachts and crews and our unique insight into Virgin Islands yacht charters help you in selecting the perfect yacht for you or your group.

We feature very select listings of sailing yachts, catamarans, motor sailers and power yachts to choose from. We are constantly updating our list of recommended yachts by staying abreast of who’s who in the chartering scene, visiting our selected destinations, and personally inspecting each and every yacht we recommend, whenever possible.

We’ve already done much of the leg work for you by sorting through the many charter boats available and focusing our attention on a handful of excellent yachts in each category. When it comes to yachts, at Carefree Yacht Charters we believe in quality, not quantity. Contact us directly so that we can determine which type of yacht, which destination, and which specific crew would best suit your needs.

Link Resources