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Virgin Islands 28 years

Windward Island Sailing Yachts 2 Guests

These beautiful 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: 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

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

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

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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