My Yacht List
You have no yachts selected at this time - just click on the
'Add to My Yacht List' link on boats that interest you so that
you can easily enquire about them.

Virgin Island Sailing
Virgin Islands 29 years

Explore new islands every day...

No schedules ... Set your own pace...

Professional and fun crews...

Personalized gourmet menus...

FREE cruising guides & planning materials...

Celebrating 30 years of service...



Leeward 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 Leeward Islands Itinerary. See other Leeward Island Itineraries.


Sailing Yacht 1  > Sailing Yacht 2   > Sailing Yacht 3   > Sailing Yacht 4
(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

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

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

Sailing Yacht 1  > Sailing Yacht 2   > Sailing Yacht 3   > Sailing Yacht 4
(Yachts are sorted by their length on this page)

Leeward Sailing Yachts
Leeward Catamarans
Leeward Motor Yachts
Yachts with Crew
Trip Reviews & Photos
Experience the Virgin Islands
Virgin Islands
Videos of BVI, British Virgin Islands
Maps,Charts of Virgin Islands and British Virgin Islands, BVI
Maps Charts
Interactive Tour of The BVI
Interactive Tours
and more!
Meet our Crewed Yacht Team
Meet our
Crewed Yacht Team

What We Do For You

Get to know
Some of Our Favorite
Crewed Yachts
Yacht Chartering Articles
Helpful Tips
Submit a review
of your last charter and
receive $200
Moet & Chandon Champagne
The French Canal Connection Self drive
Virgin Island Sailing

Contact Us
Emily Mack, Ellen Stewart & Melody Delgado
All Inclusive Crewed Yacht Charter Specialists

Melody Delgado, Joann Higgins & Mallorie Lewis Bareboat Yacht Charter Experts
2216 Lake Shore Drive, Nokomis FL 34275 USA
Phone: (800) 382-9666 • (941) 966-9387
Toll Free Secure Fax: (866) 813-1230
Secure Fax: (212) 500-0028
Bareboat Yacht Charters and Yachts with Crew brought to you by Virgin Island Sailing
It is our pleasure to serve you.
Tom DeMartine, Proprietor
We are Members of:
Virgin Island Sailing Bareboat Vacation
Virgin Island Sailing Bareboat Vacation
Virgin Island Sailing Bareboat Vacation
Virgin Island Sailing Bareboat Vacation
Virgin Island Sailing Bareboat Vacation
Privacy Policy Copyright © Virgin Island Sailing Ltd