It is time to experience the vacation of a lifetime aboard a luxury, all-inclusive, professionally crewed catamaran, sailing or power charter yacht in the Caribbean.
Escape from the icy winter to white sandy beaches, consistently light Caribbean trade winds, clear blue water, gourmet dining and fresh cocktails, islands close enough for day sailing, outstanding game fishing, world-class dive sites and sunshine every day of the year.
Sailing Directions® helps you find and reserve a crewed yacht charter in the Caribbean. We can find you a charter yacht that best fits your budget and needs; from an all inclusive family sailing vacation to a corporate group or an unforgettable honeymoon. We provide a wealth of information and support throughout!
When you book a private crewed yacht through us you get all of our services as well as peace of mind that our advice is unbiased and your payments are held in a secure 3rd-party escrow account until the charter date.
Sailing Directions® is an independent yacht charter broker with an extensive range of crewed yachts and a depth of expertise. Let the experts match you with the perfect crew and yacht for your needs. We know all of the boats and have extensive knowledge of the local cruising areas. Contact us now for your unforgettable Caribbean crewed yacht charter vacation!
5% off all family charters with kids age 16 and under
Available for charters starting now through 15 December 2015
15% Discount in 2014
Available for charters starting now through 17 December 2014
Pay for 2 passengers and bring up to 6 passengers
Special valid on any charters taking place between 1 February 2014 and 20 March 2014. Limited to 2-6 passenger parties only with St Thomas pick-up and drop-off. Not valid for 7 or 8 guest charters.
2 passenger rate is $17,890 inclusive of meals, snacks, canapés and standard ships bar.
Available for charters starting now through 20 March 2014
These crewed catamaran specials are available for new charters sailing from Tortola or St Thomas in the Virgin Islands. Contact us now for further information and a no-obligation quote.
Catamaran Miss Kitty
Pat and Aline were great, loved them both. Food was fabulous. The Virgin Islands were excellent, could not imagine it being any better. Everything was very smooth.
Randy G, sailing the US Virgin Islands
Just want to let you know we had an outstanding charter with Oli and Naomi. We very much appreciate you matching us up with them. They were both professional and extremely pleasant. They took care of all our needs and made us feel comfortable and welcomed.
Oli was always in control of the situation and all the guests commented on how they had complete trust in him and his management of the boat. Not to mention, he prepares an awesome breakfast and is a skilled bartender.
Naomi was simply superb. Several of the guests took advantage of her yoga classes and looked forward to her morning sessions. The food was as good (or better) as any fine dining restaurant in states. Service, flavor, presentation, portion size, it was all done perfectly. The worst meal we had all week was the one dinner we had OFF the boat!
The boat was in excellent condition and always kept clean and in order.
Although my wife and I have done bareboat charters in the BVI's before, this crewed charter was unquestionably the best experience we've had. Oli and Naomi transformed a good trip to a great trip!
We would all travel with them again and would be willing to recommend them, without reservation, to anyone who wants to have a fun, relaxing time at sea.
Trey B, sailing the US Virgin Islands
Catamaran Green Flash
We had an amazing time! Absolutely the most relaxing week of my life.
Arthur and Sherri were incredibly friendly and accommodating. We felt like we were visiting friends on their boat for the week - friends who catered to our every whim! From Sherri's cooking, to Arthur's music, they made us feel so welcome and relaxed on board Green Flash.
We had so many wonderful snorkeling experiences, and the boat also had fishing rods, kayaks, paddle boards, wake boards and knee boards - all of which got used! It was the perfect vacation!
We had the master suite, which was wonderful. The boys shared the 2nd room, and it worked well for two big boys.
The food was excellent. Every meal was delicious and the presentation was impeccable. The itinerary was perfect. Each day got better and better - we ran out of superlatives to use!
I will be certain to share our experience with friends/family and would not hesitate to recommend Sailing Directions and Green Flash.
Tracy R, sailing the US Virgin Islands
A crewed Caribbean yacht charter offers you freedom to explore paradise at your own pace, choose your itinerary, activities and have a personalized menu unlike any cruise ship, resort or beach side hotel.
With accommodation, a professional captain and a personal chef with all meals, cocktails, wine, beer, snacks, fuel, equipment and water toys included few other vacations offer such an unforgettable experience and value for money.
We offer a large selection of Caribbean charter yacht rentals including a fleet of luxury crewed catamarans based from St Thomas & Tortola, as well as full range of crewed power yachts, monohulls and catamarans based throughout the Caribbean to suit every budget.
Unlimited options include sailing the many and varied US and British Virgin Islands, sailing and diving in the undeveloped Grenadines or chartering a luxury power yacht in Antigua, St Martin & fabulous St Barts. See more information about the team at Sailing Directions.