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Virgin Island Sailing
Virgin Islands 29 years

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Windward Island

All Inclusive Sailing Yachts 2 Guests

These beautiful all inclusive yachts are available in the US and British Virgin Islands of the Caribbean.
Rates are for one week for the number of guests shown and include: a friendly, professional crew, three freshly prepared gourmet meals per day, open standard ship's bar and daily running expenses.
Prices are subject to change without notice. Many yachts have a surcharge over Christmas and New Years.


See our Windward Islands Itinerary.


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(Yachts are sorted by their length on this page)

Gaiamar Yacht Charter

Gaiamar Yacht Charter Crew

GAIAMAR: 42' Sailboat

GAIAMAR can accommodate 2 guests in one double cabin with ensuite facilities. She is fully air-conditioned throughout.

Whether your idea of an ideal getaway includes rendezvous diving, snorkeling, hiking, exploring historical sites or relaxing on the beach with a great book, we can take you there. Also, your captain is a certified ASA instructor who can teach you the basics of sailing or help you to learn advanced coastal cruising skills, navigation, and can even get you certified to charter on your own.

Rates for 7 nights / 8 days

$6300 / 2 Guests
Winter & Summer

$3150 / Per Person

ASA courses available

Online Brochures, Reviews & Availability

Darling Blue Yacht Charter

Darling Blue Yacht Charter Crew

DARLING BLUE: 54' Sailboat

DARLING BLUE is a timeless classic Tayana 52 ft cutter rigged sloop. One of Robert Perry's favorite designs, he said she has the "sweetest sheer" of any yacht he has ever drawn. This lovely sailing yacht is perfect for honeymoon charters, a small family or two couples. Equally ideal for leisurely island hopping as a thrilling ride, DARLING BLUE provides an unforgettable adventure. Charter this head-turning Tayana 52, an eye stopper of the first magnitude, and experience a truly magnificent sailing machine!

R. Perry designed her to sail, and sail she does easily handling 25 knots. She is a classic offshore yacht from the Ta Yang yard whose name means "big ocean" in Mandarin; the brand name, Tayana, means "belongs to big ocean" and is an appropriate label for these yachts.

DARLING BLUE has superb on-deck features. The centre cockpit is very comfortable with space for everyone to relax and to operate the sails from. The cockpit and companionway entrance leading down below is protected from sun and spray by a large spray hood (dodger), bimini, and awnings (sunsails) are available to protect most of the boat.

The beautiful, spacious, teak aft deck is is made for BBQs and water sports fun. The stern is shaped as a swim platform with a deck shower to rinse off after a dip. Walk freely right around the vessel to the roomy foredeck with spectacular views and plenty of room for all to relax and sunbathe. Right foreward is the anchor windlass. All decks have hatches and vents sending cool air into the cabins below.

Interiors on DARLING BLUE are designed with a traditional, nautical ambiance without sacrifice to all the modern conveniences. Varnished solid teak and matte off-white finishes in the saloon give way to a symphony of honey colored Taiwanese teak down the companionway. Colorful seat cushions and decorative details add panache to the decor.

DARLING BLUE accommodates four guests in one king and one queen ensuite cabins. There is a large aft cabin with en-suite head and shower positioned starboard. Going forward there is a walk-through with a fully equipped galley on the port side of the engine room. In the main saloon, to port is the Nav. Station and to starboard is the main dining table with seating for 8 plus. Forward to starboard is a double cabin. This cabin can be isolated for added privacy by its own sliding door. Going forward there is short passageway and then the forward cabin which has its own door also. This cabin is a large V berth double bed cabin. The forward cabin deck hatch is very big. Further forward is the chain locker. All berths are more than six feet. Headroom throughout is six feet or more.

Charter performance sailing yacht DARLING BLUE for an authentic yachting experience in the breathtaking Caribbean islands. Whether you are an experienced sailor keen to man the helm, a novice eager to learn, or just want to relax and be pampered, DARLING BLUE will exceed your expectations.

Rates for 7 nights / 8 days

$6500 / 2 Guests
Winter & Summer

$3250 / Per Person

Online Brochures, Reviews & Availability

The Dove Yacht Charter

The Dove Yacht Charter Crew

THE DOVE: 54' Cutter

A yacht in her own class, built to sail fast and safely around the world, in pure luxury and comfort. She has cruised and chartered in the South China Sea, Sulu Sea, Andaman Sea, Indian Ocean, South and North Atlantic Oceans, Mediterranean Sea and the Caribbean.

Rates for 7 nights / 8 days

$8200 / 2 Guests
Winter & Summer

$4100 / Per Person

Rates are inclusive except bar, local fees and taxes, communications and dockage.

Online Brochures, Reviews & Availability

Silent Wings Yacht Charter

Silent Wings Yacht Charter Crew

SILENT WINGS: 55' Sailboat

SILENT WINGS, a 2009 Jeanneau Sun Odyssey 54 DS, is a fully coded high specification yacht with a visible 'wow' factor, offering smart and comfortable accommodation.

Charter magnificent SILENT WINGS for the very best bespoke "away from it all" vacation, with a flexible choice of destinations and itineraries in the Grenadines, either for long days of sailing or shorter hops to spend more hours anchored of palm-fringed beaches or deserted atolls. From the moment you step aboard, the elegance and luxury of SILENT WINGS will bewitch you. You can relax and enjoy a complimentary first night Rum Punch sitting on the roomy deck admiring the stars, and be sure that Captain Stephen and Mate/Chef Sally will be on hand to give a unique and highly personalized service.

SILENT WINGS is a spacious, fully air-conditioned yacht, and accommodates four guests and two crew in three cabins. The Stateroom located at the bow (front) of the yacht consists of cabin DVD player and ensuite bathroom, electric flush toilets and showers. The remaining two cabins are located at the stern (rear) of the yacht, and offer exceptional headroom, each with ensuite bathrooms and cabin DVD players. All guests will have access to the luxury saloon and an extensive onboard entertainment system.

Sally's wonderful culinary skills will provide a varied menu, with many home-made foods that reflects local fare. Guests also have a choice of drinks on board as well as the opportunity to experience some local bars, restaurants and beach barbecues. Stephen and Sally are both qualified captains and Stephen will be delighted to provide hands-on sailing opportunities and tuition if required.

The Mission of SILENT WINGS is to give guests a cruise to remember, taking home memories of exhilarating sailing, luxurious accommodation, delicious home cooked meals, exotic bays and anchorages and a real taste of the Grenadines.

Rates for 7 nights / 8 days

$10860 / 2 Guests
Winter & Summer

$5430 / Per Person

Online Brochures, Reviews & Availability

Blithe Spirit 2 Yacht Charter

Blithe Spirit 2 Yacht Charter Crew

BLITHE SPIRIT 2: 56' Ketch

BLITHE SPIRIT 2 is a comfortable 56ft. Irwin ketch that embodies the true spirit of sailing through the magnificent islands of St. Vincent and the Grenadines. This classic sailing yacht accommodates four passengers and specializes in honeymoon charters and couples charters including vegetarian yacht charters and alternative lifestyle yacht charters. Traveling with the winds and whims of her guests, BLITHE SPIRIT 2 transports you on an unforgettable journey through paradise.

BLITHE SPIRIT 2 features a layout that ensures total privacy above and below deck. Her master guest cabin located aft is equipped with a queen bed, a settee and an ensuite bathroom. The spacious V-berth cabin forward is comfortable and well ventilated.

Guests may elect to dine in the open plan salon below or in the cockpit, cooled by gentle tropical breezes and surrounded by spectacular landscapes. In the cockpit, full bimini with roll down side curtains keep guests protected and cooled beneath especially designed sunshades.

Outdoor living is superb aboard BLITHE SPIRIT 2. The remarkable amount of lounging space on deck allows guests to relax in sun or shade, lie in the hammock for an afternoon nap, or sit on the benches under the awning with a cooling tropical beverage and a good book.

Captain Michel is an expert sailor with intimate knowledge of the region. In addition to being a licensed boat captain and a certified scuba diver, he holds a Professional Mechanical Engineer degree from Montreal Polytechnique as well as a Commercial Pilot license. He is a convivial raconteur, an accomplished bartender, the BBQ master, and delighted to act as scuba buddy or snorkeling guide for guests aboard BLITHE SPIRIT 2.

Chef Dominique loves cooking and grows her own fine herbs on board. Her cuisine is best described as passionate, innovative and elegant, and has been featured in many magazines and a cooking show on National TV where she and husband Michel (who also cooks, very well indeed) have appeared 18 times.

BLITHE SPIRIT 2 is meticulously maintained and has been refitted in 2011 to meet the highest standards in the industry. This private sailing yacht is a perfect option for romantic honeymoon and anniversary charters, snorkel and dive adventures and couples getaways to the breathtaking islands of the Caribbean.

Rates for 7 nights / 8 days

$6125 / 2 Guests
Winter & Summer

$3063 / Per Person

Online Brochures, Reviews & Availability

Mojeka Yacht Charter

Mojeka Yacht Charter Crew

MOJEKA: 56' Sailboat

Not often does a new yacht enter the market that is truly unique and clearly innovative, nudging the enjoyment of the yachting experience even further, if that is possible. The Moody 54 DS is such a yacht, introducing a new concept in monohull design with the salon and cockpit on the same level - referred to as "one level living". With skylights that flood the main salon with light, panoramic views all-around, and a huge comfortable cockpit with convertible sunning bed, she offers unparalleled luxury and comfort in a yacht of her size.

MOJEKA is, simply put, a very special boat combining the benefits of a catamaran with the beauty, grace and sailing characteristics of a monohull. Because she is built with public spaces on the main deck and private staterooms below, she actually fits the space of a 64ft boat into a 54ft boat. Hanse, the owner of Moody since '07, has always been known for high-sided boats. MOJEKA incorporates this design, which translates to extra side windows and well-lit cabins. And when it comes to sailing, she’s extremely easy to handle. She provides absolute sailing satisfaction unique to a monohull. There is no question that MOJEKA will become the class for a new level of sailing.

MOJEKA accommodates 6 guests in 3 very comfortable staterooms. Stepping to the lower level, the spacious master with ensuite bath is located forward. A wonderful large skylight directly above the king size bed creates a great view. The bath has a separate shower stall and electric toilet. The portside VIP cabin is virtually equal to the master in size only with less headroom. It also offers a luxurious and spacious ensuite bath and shower. The third guest stateroom with double bed is located starboard side and shares the day head/shower accessed by steps at the rear of the salon, or the other guest heads.

The main level features a very spacious salon with large skylights and expansive side windows which create a 360 degree panoramic view. The large galley has many smart conveniences, all incorporated into the design so they are hidden and out of the way when not in use. In addition there is a coffee and cappuccino maker. Throughout the yacht one finds such niceties as wood paneled walls with upholstered accent, creating a warm and elegant feel. The safety features incorporated into the design include well-rounded corners, handgrips in all the right places, a very high bulwark, solid steel rails and deck cleats that retract when not in use. MOJEKA is an extremely comfortable and safe choice for just about anyone, offering an unusually high degree of protection, even to children.

Following her launch this year in Europe, MOJEKA will arrive in the Caribbean in December and be available for charters with Captain Dave Buller and Chef Emma White. She'll be based in Antigua in the first half of the year and Grenada in the second half, and will be available from the Virgins to the Grenadines.

If you were wondering whether there is special meaning to the name of this lovely yacht, the answer can be found in a beautiful story in which MOJEKA'S name sources from the writings about Vasco da Gama, the captain-major of four vessels dispatched by the King of Portugal in 1497 to go in search of spices. The party made landfall in South Africa near the Cape of Good Hope. They found the inhabitants of this country to be very pleasant and hospitable, as they spent time with them waiting for a weather window to round the Cape. When they finally made their departure, the natives bid goodbye by shouting "Mojeka, Mojeka" again and again, which seemed to bestow best wishes for a safe and successful journey. And so you will find the gracious accommodation of a holiday aboard MOJEKA.

Rates for 7 nights / 8 days

$13250 / 2 Guests
Winter & Summer

$6625 / Per Person

Now including 300 MB of satellite internet usage per week

Online Brochures, Reviews & Availability

Alpha Centauri Yacht Charter

Alpha Centauri Yacht Charter Crew


ALPHA CENTAURI is a clasically beautiful 57’ Nautor Swan sailing yacht, designed by Sparkman & Stephens and built in 1979 with several refits since then. She's easy to sail, yet tough and strong in all sea conditions. Her interior has a very warm feeling thanks to all the wood paneling and leather upholstery.

Accommodations are for up to 6 guests in 3 cabins, all with ensuite bath. The large aft master cabin has both a double and a twin berth, so it's great for a couple with a small child. The aft also has a separate entrance. All bathrooms have Vācu-flush toilets. A/C is available when docked. All rooms have fans to catch the seabreeze.

Whether it is performance sailing or pure relaxation, Bruno and Anna know how to ensure one fabulous vacation aboard. Aboard ALPHA CENTAURI there is a golden rule: Life is beautiful and you should take advantage.

Rates for 7 nights / 8 days

$8000 / 2 Guests
Winter & Summer

$4000 / Per Person

Online Brochures, Reviews & Availability

Amanzi Yacht Charter

Amanzi Yacht Charter Crew

AMANZI: 57' Sailboat

AMANZI is an excellent example of the Oyster 56 with a stylish interior finished in Maple wood to give a stunning light and contemporary feel. Cutter rigged with fully battened mainsail for improved performance but utilizing latest Park Avenue design boom for ease of sail handling. A light and airy saloon offers a sumptuous seating area in navy Alcantara, with a TV and DVD player, to enable you to enjoy a film or enjoy relaxing whilst listening to music.

Below are accommodations for four guests in three cabins. Aft is spacious double a master cabin with en-suite shower room. Forward of the saloon you will have your choice of either a spacious bunk cabin or a double bed cabin. The forward guest cabins share an en-suite with toilet and shower facilities. Mid-ships is a cozy single cabin.

AMANZI comes fully equipped and has a number of water toys for guests to enjoy through to buckets and spades to help you build those sandcastles for the younger children.

The crew will look after your every need ensuring that you feel like you are in a floating 5 star boutique hotel, where nothing is too much trouble. To relax, enjoy a day at sail, on a deserted white sandy beach or sipping cocktails at one of the local beach bars.

Rates for 7 nights / 8 days

$13200 / 2 Guests / Winter

$6600 / Per Person / Winter

Rates are inclusive except fine wines, taxes / fees, dock and communications.

Online Brochures, Reviews & Availability

Point 02 Yacht Charter

Point 02 Yacht Charter Crew

POINT 02: 57' Monohull

POINT 02, a luxury 57-foot sailing yacht, is based year round in St Martin and available for term charters in the BVI, Caribbean Leeward and Windward Islands.

This elegant Beneteau sailing yacht designed by renowned Bruce Farr offers the ultimate in safety, impressive performance and luxurious accommodations for six or seven guests.

On board POINT 02, you and your guests will be delighted by the remarkably spacious interiors, elegant furnishings and beautiful finishes. The Beneteau design team knows that attention to detail results in an exceptional yacht. The saloon has a large dining table complimented by a curved settee and comfortable chairs. The saloon is equipped with a flat-screen television and DVD mounted to starboard, a great Bose sound system, and forward-facing panoramic ports to flood the saloon with light.

Aft on POINT 02 is a spacious master centerline cabin with queen berth, ensuite electric head and shower, lots of storage, hanging locker, settee and abundant ventilation and natural light. Positioned forward of the salon the two ensuite, guest double cabins are located. To starboard, the cabin with two single bunks is for crew.

On board POINT 02, you will want to spend your time on deck, sailing beneath sunny, blue skies or at anchor enjoying the starry nights. The huge cockpit has U-shape seating around a large table that can accommodate the entire charter party and perfect for cocktails and alfresco dining.

This beamy yacht has an exceptional aft deck, ideal for sunning or relaxing on the sumptuous teak. The aft transom steps offer easy access in and out of the water and you and your guests will appreciate the convenient hot and cold deck shower!

The name of POINT 02 is a dedication to the owner's uncle who was involved in Europe's space program. Point 0 is a technical term for the smaller distance between our world and an orbital trajectory.

Welcome aboard POINT 02, this fascinating yacht and skillful crew are poised to take you on the adventure of a lifetime!

Rates for 7 nights / 8 days

$10250 / 2 Guests
Winter & Summer

$5125 / Per Person

Online Brochures, Reviews & Availability

Calliope Yacht Charter

Calliope Yacht Charter Crew

CALLIOPE OF ARNE: 60' Schooner

CALLIOPE OF ARNE'S wide flush deck and spacious cockpit offers plenty of room for relaxing and entertaining while sailing or at anchor.

She also offers a tasteful interior with large salon and library. With four comfortable staterooms, she can easily accommodate up to eight guests.

Rates for 7 nights / 8 days

$6000 / 2 Guests
Winter & Summer

$3000 / Per Person

Inclusive except bar, licenses fees, taxes, communications, dockage.

Online Brochures, Reviews & Availability

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