Caribbean Charter Yacht Sailing Vacations

The best sailing vacation in the world awaits you in the Caribbean. We are experts at booking well maintained, all inclusive charter yachts. Our yachts have dedicated crews, professional captains and gourmet chefs to tend to your every need.  You can set your own pace and itinerary, with any number of exciting water sport activities included. Or you can kick back and relax with a tropical drink and let the world float by.

The warm climate and trade winds make sailing in the Caribbean the most relaxing and refreshing vacation of a lifetime. You’ll experience the breathtaking scenery of lush green islands rising out of crystal clear blue water, and miles of beautiful white sand beaches, all from the deck of your own private yacht. The Caribbean, from this unique perspective, will appeal to your every sense.

The Caribbean has something for everyone. People new to chartering will appreciate the smooth and protected waters of both the Virgin Islands and the Grenadines. More experienced sailors may choose the open sea passages of all the islands in between those areas.

Starting at the northern end of the Caribbean archipelago is the popular cruising grounds of the U.S. Virgin Islands consisting of St. Thomas and St. John, home base to a number of fully crewed sailing yachts and bareboats. A short distance from the USVI is Tortola in the British Virgin Islands. This is another major base for hundreds of fully crewed sailing yachts and fleets of bareboats.

The islands of St. Thomas and Tortola probably have more charter yachts than the rest of the Caribbean combined. Why? The Virgin Islands are easy to reach by air. They offer well protected waters with ideal sailing conditions and they provide an amazing amount of safe comfortable anchorages never more that an hour away. The cruising grounds of the Virgin Islands extend approximately 45 miles east to west with approximately 45 islands in that span. offering hundreds of wonderful places to drop an anchor.

The next major cruising grounds heading south are the Leeward Islands, made up of such islands as Sint Maarten/St. Martin and Antigua. Numerous large sailing yachts, catamarans and motor yachts and mega yachts call these islands home. They cruise the open waters to such places as St. Barthelemy (St. Barts), St. Kitts, Nevis, Guadeloupe, and Barbuda.

Heading still further south you enter the Windward Islands, the base for many crewed charter yachts and bareboat fleets. These four islands are Martinique and St. Lucia to the north, and St. Vincent and Grenada to the south. Canouan, Union Island, in the Grenadines are popular departure points since both now offer luxury resorts and airports with connecting flights to major airports in the Virgin Islands. You can also find a few crewed charter yachts and a couple of bareboat fleets in Grenada offering the option to depart from the island of  Carriacou.

Charter the Caribbean offers thousands of charter yachts in the Caribbean, Mediterranean, New England, Florida and Bahamas to match every taste and budget. The typical cost of chartering a luxurious fully crewed private yacht in a size range of 45 – 80 foot in length in the Virgin Islands ranges between $10,000 to over $60,000 per week including all gourmet meals and in most cases, also includes the ship’s bar. If you require even more luxury, we’ll be more than happy to help you select from hundreds of yachts available ranging in sizes from 100 – 250 foot in length.