Book with the Caribbean specialists. For over 14 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, 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 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.
We had a great trip! Ryan & Katie were great. Very knowledgeable and helpful. The food was excellent. The itinerary was great. Everything was perfect.
Glen D, aboard Catamaran Siren Song, August 2019 sailing the Virgin Islands
I just wanted to drop you a note to thank you for your help booking our trip. Ryan and Leslie are great! They catered to what we wanted to do. I could go on and on. Anastasia is better than ever.
Priscilla F, aboard Catamaran Anastasia, July 2019 sailing the Virgin Islands
Nim and Fabiola were a joy and perfect for our family. Nim answered all of our million questions about boat and the sea while making sure everyone was safe. Fabiola was warm and accommodating every minute of the day.
Luna was immaculate. Nim ran the a/c for us in the afternoons and evenings making for a very comfortable stay. Loved the water maker, loved the coffee machine, and the kids loved the bean bags on the trampolines.
The food was fantastic and beautifully prepared. Fabiola took all of our preferences into account and nailed our favorites. Very impressive what she is able to prepare on a boat.
I believe I requested a fairly ambitious itinerary and we covered it all. One of our favorite spots was stopping in St John our first night. The anchorage was great and the snorkeling at Watermelon cay was spectacular.
Shaun F, aboard Catamaran Luna, July 2019 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.