Since 2005 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, 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 with the crewed Caribbean yacht charter specialists.
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 specials are available for new reservations sailing from Tortola or St Thomas in the Virgin Islands or elsewhere in the Caribbean. Contact us now for further information and a no-obligation quote.
I can say it was the best vacation ever. Taylor and Margaret were awesome. Wise beyond their years. Would give them a 10 on everything professional and mature. I would also give them a 10 on food which was wonderful!
Thanks best v ca ever.
Cathy H, aboard Catamaran White House, December 2018 sailing the Virgin Islands
The crew were FANTASTIC! They were friendly, knowledgeable, attentive, accommodating and more.
The food was amazing. 5 stars for the food and presentation.
Kathy B, aboard Catamaran Dianna Rose, December 2018 sailing the Virgin Islands
Tyler & Kelsey were awesome.
Re Playtime: We loved it all. Like the convenience of having an icemaker and water maker. We enjoyed the upper deck lounge area as well.
The food was wonderful, tasty, and customized to dietary preferences. It was always beautifully presented.
We enjoyed everywhere we went. Kelsey was like our personal tour guide offering stories, fun, historic & scientific facts.
Jamie H, aboard Catamaran Playtime, July 2018 sailing the Virgin 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.