Book with the Caribbean specialists. For over 18 years we have been a leading yacht charter brokerage connecting groups like yours with the best crewed yachts available for charter in the Caribbean including the Virgin Islands / BVIs / USVIs, Leewards, Grenadines and Bahamas.
Utilize out firsthand knowledge about available charter yachts, crews and locations to book the best yacht and crew for your budget and travel style.
Start planning your vacation today!
Sail away to white sand beaches, consistent Caribbean trade winds, clear blue water, sheltered island bays great for cruising, world-class dive sites, award winning yachts and crew, and sunshine every day of the year.
These crewed catamaran charter specials are available for new reservations sailing from St Thomas or Tortola in the Virgin Islands, or elsewhere in the Caribbean. Contact us now for further information and a no-obligation quote.
The crew was wonderful. Kayla and Chris fit in with our family perfectly and made us feel comfortable and at home aboard Felix. Their humor and knowledge were both greatly appreciated!
The food was fantastic; Chris truly spoiled us! I personally have a challenging diet with several allergies and he made sure every meal felt complete vs feeling like an “allergy friendly” meal. And it was all delicious!
The yacht was very comfortable and clean. It had all of the accommodations we needed - nothing was missing... I enjoyed the various different viewpoints to sit or lounge at while we went from island to island.
Kress S, aboard Catamaran Felix, November 2023 sailing the Virgin Islands
Melody D, aboard Catamaran Excess, January 2023 sailing the British Virgin Islands
Mathieu C, aboard Catamaran Cashmere, December 2022 sailing the Caribbean Leeward Islands
A crewed Caribbean yacht charter offers you the freedom to explore this tropical paradise without limits and at your own pace.
With accommodation, a professional captain, a personal chef, all meals, cocktails, wine, beer, snacks, fuel, equipment, and water toys included, few other vacations offer such an extraordinary experience and value.
Itineraries are completely flexible within your cruising area. Sail the diverse US and British Virgin Islands, the undeveloped and resort islands of the Caribbean Grenadines, or charter a luxury power yacht to cruise St. Martin, St. Barts, and Antigua in the Caribbean Leeward Islands.
Sailing Direction's charter brokers help you book a private crewed yacht in the Caribbean for any group size and budget. Whether you're looking for a family sailing vacation, a couple's adventure holiday, a BVI yacht charter, or a honeymoon or anniversary celebration - we've got you covered for an unforgettable crewed yacht charter experience.