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...




Caribbean Sailing at it's best through Virgin Island Sailing Ltd. which offers bareboat, yachts with crew and mega yacht charters, throughout the Caribbean and world wide.


Caribbean Sailing Yachts
With a stunning variety of islands ranging from coral atolls with endless white sand beaches to emerald green mountains with dense rainforest, the islands of the Caribbean each have a unique charm and attraction, offering you an infinite range of experiences. There is perhaps no better way to experience the magic of the islands than on a Caribbean sailing vacation. If you are considering a trip to the Caribbean, and are looking for an adventure that is as memorable as it is unique, then look no further than Virgin Island Sailing ( for all of your Caribbean sailing needs. With over 25 years of experience in the yacht charter business, we know what makes a Caribbean sailing vacation perfect…well maintained boats, friendly knowledgeable staff, easy travel arrangements and reasonable charter rates.


Whether looking for a romantic getaway or a shared vacation with family, friends or colleagues, we have the ideal yacht charter for you. Our fleet of mono-hull, catamaran and motor yacht charters comprise several hundred yachts with a variety of designs and cabin configurations all geared to maximize your comfort while at sea. No matter if it is crewed or bareboat, our staff personally inspects the yachts and meets the crews to ensure that our longstanding reputation for quality service continues .



Our experienced staff offers expert advice on all your Caribbean sailing needs with prompt and friendly service. We are dedicated to spending as much time as necessary with our clients to ensure you have the perfect Caribbean sailing vacation. Not only will we find the yacht that best meets your needs, but we offer a wide range of itineraries, from the British Virgin Islands to the Grenadines and everywhere in between, to help you plan your Caribbean adventure. In addition, we offer a unique, “hands-on approach” to our clients acquired through our own ongoing Caribbean sailing experiences. This allows us to not only share first hand information, but also extensive local knowledge to ensure no unexpected surprises await you on your Caribbean sailing vacation.

Caribbean Sailing Charter


With Virgin Island Sailing, making your traveling arrangements can not be easier.

Caribbean Sailing


Whether deciding what to pack or how to provision, making air or hotel reservations, or even obtaining travel insurance, we have the answers to all your questions. If you want us to handle it all, it is no problem because it is always our pleasure to serve you.


Virgin Island Sailing is the premier charter yacht broker. If you are looking for that, “Wow” experience, contact us at to enjoy the thrill of your own Caribbean sailing vacation.

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Virgin Islands sailing vacation!


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Sailing Catamarans
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Dolphin Water Taxi, St. Thomas to Tortola
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Meet our Crewed Yacht Team
Meet our
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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
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