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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...



All Inclusive Sailing Yachts

Does the thought of a Virgin Island vacation with turquoise blue waters, comfortable trade winds, line of sight sailing, and breathtaking anchorages appeal to you?




If the only thing stopping you is that you do not know how to sail, you cannot, or do not want to do it yourself anymore, then a crewed monohull charter from Virgin Island Sailing is just for you!

Our fleet of mono-hull yacht charters is comprised of several hundred yachts with a variety of designs and cabin configurations all geared to maximize the comfort of your floating haven at the level of luxury you choose.

Pacific Wave Sailing Vacation in the BVI  

Whether you are a couple looking for a romantic getaway, a family or a group of friends, our intimate knowledge of each vessel and crew enables us to put you in the right mono-hull for your ideal vacation. A crewed sailing vacation is as good as it gets!


There is nothing more magical than the absolute relaxation and personal service you will receive on board one of our vessels.


If you want total relaxation, we promise you don't have to lift a finger.


Your professional, knowledgeable and friendly crew (usually a captain and cook) will sail the monohull yacht, care for the vessel, cook gourmet meals,that suit your tastes, serve as personal guides to the wonders of culture and nature that make up the Virgin Islands, and spoil you like you deserve.


Virgin Island Sailing Vacation


There is no fixed itinerary on board a crewed mono-hull yacht charter. Your charter captain will generally recommend the best itinerary for the area in order to meet your preferences, but the choice is ultimately yours.


You have the freedom to choose the peace and tranquility of a quiet anchorage, explore the islands, or, party island-style at one of the local beach bars.


The Virgin Islands offer numerous water activities and at a minimum, your crewed mono-hull yacht charter will generally carry snorkel equipment, but if you want to scuba dive, your crew will gladly make arrangements for you. Other water sports are available to meet your preferences.


If this is your first time sailing and you want to have a try at the helm or even learn to sail, your captain will be delighted to teach you.


A crewed mono-hull yacht charter is more affordable than what you might expect and is often less expensive than staying in a luxury resort.


The cost of a crewed mono-hull yacht charter varies depending on the size of the vessel, the duration of the charter, what time of year you go and how many people on board.


We have mono-hull yachts that can accommodate almost any budget. Generally, all food, beverages and water activities are included. If you are looking for the ultimate worry-free Caribbean vacation, then a crewed monohull yacht charter is for you.

Please contact Emily Mack or Melody Delgado of Virgin Island Sailing at 1.800.382.9666 to plan your perfect sailing vacation.

A Few Favorite Sailing Yachts


Aurora Yacht Charter

Aurora Yacht Charter Crew

AURORA: 67' Sloop

AURORA'S sleek lines are shown to perfection by her classic dark blue hull, white deckhouse and golden teak decks.  Designed by Ron Holland, her sea-kindly ride and sailing performance is exceptional for her size.

Two Guests: $7500 / Per Person / Winter
Four Guests: $4000 / Per Person / Winter

$15000 / 2 Guests / Winter
$16000 / 4 Guests / Winter

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

Antillean Yacht Charter

Antillean Yacht Charter Crew

ANTILLEAN: 50' Sloop

Named for the Lesser Antilles, which are the small islands which make the Caribbean such a beautiful destination for charter yachting, Antillean is your passport to these islands! Riding at anchor, her shaded cockpit allows for comfortable lounging! Antillean sports four cabins, three for the guests and one for the crew. Each is completely self-contained, and has its own facilities.

Two Guests: $3400 / Per Person
Four Guests: $2350 / Per Person
Six Guests: $1783 / Per Person

$6800 / 2 Guests
$9400 / 4 Guests
$10700 / 6 Guests
Winter & Summer

Families: 1/2 price for children under 10 yrs. old

Online Brochures, Reviews & Availability

Sublime Yacht Charter

Sublime Yacht Charter Crew

SUBLIME: 72' Ketch

The Virgin Islands...turquoise waters, pristine diving, white sand beaches, pirate lore and one of the best sailing locations in the world.

Step aboard your own private yacht and into a SUBLIME vacation. This vacation is not the stuff cruise ships are made of. This vacation is catered to your wishes. You tell us where you would like to go...white sand beaches, the best dive locations or the famous party spots. You tell us what you would like to eat...rack of lamb with a decadent dessert or are you looking to come home slimmer than you arrived? Every day is planned to your specification to create your vacation of a lifetime!

Yacht SUBLIME was designed as the perfect charter yacht. She has four equal, beautifully appointed staterooms and a large salon, providing plenty of space to relax. We also have ample deck space for you to enjoy the beautiful scenery and catch a bit of a tan.

Let SUBLIME'S crew members cater to your every need...because that is why they are there, to make sure that everyone gets to have a vacation that is simply SUBLIME!

Two Guests: $7500 / Per Person
Four Guests: $3750 / Per Person
Six Guests: $2833 / Per Person
Eight Guests: $2375 / Per Person

$15000 / 2 Guests
$15000 / 4 Guests
$17000 / 6 Guests
$19000 / 8 Guests
Winter & Summer

Diving Included for Certified Divers

Tilly Mint Yacht Charter

Tilly Mint Yacht Charter Crew

TILLY MINT: 67' Monohull

TILLY MINT is a semi-custom, handcrafted 67ft sailboat built in England by Discovery Yachts – a boatyard renowned for innovative and award winning sailboats. She is the largest model offered by Discovery, and like her little sister the Discovery 55’, she was designed by the most prominent naval architect of this century, Ron Holland. Since being launched in 2009, TILLY MINT has been lightly used by her private owner. She is now being offered for charter in the Caribbean and the Mediterranean.

TILLY MINT can accommodate 7 guests in 3 cabins. There is a large ensuite master cabin aft with more than 6’6” headroom, a queen sized walk around bed, a large TV and DVD player, iPod connection, aircon, a dressing table and stool and a bathroom including a glass shower enclosure with power shower, electric heads and beautiful cherry vanity unit. Forward, the accommodation is flexible. The door to the forward double cabin can be moved to make the luxury bathroom either ensuite, or shared with the double Pullman cabin, depending on the number of guests. The forward cabin itself has a queen sized bed, aircon and large TV and DVD and iPod connection. The forward bathroom has a power shower with a full glass shower enclosure, electric toilet and luxury cherry vanity unit. The Pullman cabin is ideal for a couple or for children. There is a large double bed and a single Pullman bunk. 3 people could share this cabin if required. It has aircon, small TV and DVD player and an iPod connection.

Two Guests: $9750 / Per Person / Winter
Four Guests: $5125 / Per Person / Winter
Six Guests: $3583 / Per Person / Winter

$19500 / 2 Guests / Winter
$20500 / 4 Guests / Winter
$21500 / 6 Guests / Winter

Rates are inclusive except fine wines, taxes, dockage and communications.

Online Brochures, Reviews & Availability

Spiip Yacht Charter

Spiip Yacht Charter Crew

SPIIP: 86' Monohull

SPIIP is a yacht designed for fast cruising in modern style and comfort. The CNB 86', designed by Philippe Briand, is equally well suited for charter guests seeking performance as those seeking elegance and grace.

SPIIP accommodates 6 guests in 3 cabins with ensuite bathroom. The master suite is aft and includes a vanity desk, TV screen, sound system and spacious ensuite bathroom with shower stall. One of the guest cabins has a double bed convertible into 2 singles.

Guests will enjoy the convenience of the swim platform and will delight in being spirited away to quiet, sandy beaches in the tender only to return to SPIIP rejuvenated and ready to indulge in the superb cuisine on board!

Two Guests: $14500 / Per Person / Winter
Four Guests: $8000 / Per Person / Winter
Six Guests: $5667 / Per Person / Winter

$29000 / 2 Guests / Winter
$32000 / 4 Guests / Winter
$34000 / 6 Guests / Winter

Rates are plus expenses

Online Brochures, Reviews & Availability

Takapuna Yacht Charter

Takapuna Yacht Charter Crew

TAKAPUNA: 112' Monohull

Powerful and luxurious at 112', TAKAPUNA offers high adventure and excitement plus an amazing amount of interior and deck space to lounge, dine, sunbathe and dance under the stars. Staffed with a world class crew of 5, no details are overlooked and service is truely five star. She is equipped with numerous water toys and a fabulous walk down stern for easy access to the water or the tender. The crew will customized your vacation to include any combination of activities or relaxation to satisfy your desires and exceed your expectations. The crew is fun-loving, with diverse backgrounds to help create singularly enjoyable memories that will keep you coming back time and again.

2011 Tortola Charter Yacht Show - Winner of Best Monohull.

Two Guests: $22500 / Per Person
Four Guests: $11750 / Per Person
Six Guests: $8167 / Per Person
Eight Guests: $6500 / Per Person

$45000 / 2 Guests
$47000 / 4 Guests
$49000 / 6 Guests
$52000 / 8 Guests
Winter & Summer

Rates are all-inclusive in the USVI and BVI only. 3 night minimum.
MINIMUM AGE FOR CHILDREN: 10 or adult/nanny supervision required

Online Brochures, Reviews & Availability

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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
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Tom DeMartine, Proprietor
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