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Virgin Island Sailing, Ltd. offers prompt, friendly service and expert advice on yacht charters and Caribbean sailing vacations. Charter Yachts – Monohull Sailboat, Catamaran, and Motor Yacht charters with crew or bareboat, are available for sailing vacations throughout the Caribbean, Bahamas and around the world.

We share accurate, first hand information and extensive local knowledge to ensure no unexpected surprises await you on your sailing vacations! Our top quality yacht charters on private yachts and through reputable companies like The Moorings, create the most memorable sailing vacations, as you explore the islands aboard a Caribbean charter.

There is a reason that Virgin Island Sailing, Ltd. is the premier charter yacht broker! We’ve been arranging quality charters with 300 of the finest privately owned crewed yachts and 17 of the best Bareboat Companies, including The Moorings, for over 26 years! If you’re planning a luxury yacht charter with crew, sailing vacation, catamaran charter, mega yacht or superyacht charter, or bareboat charter from The Moorings, Sunsail or one of our boutique bareboat companies, you’ll get the best value, the most comprehensive selection of yachts and unsurpassed friendly service through Virgin Island Sailing, Ltd. Charter the Caribbean!

We supply our service at no cost to the customer.

Quality Yachts
We know that choosing the right yacht is the key to success… yours and ours. Repeat clients represent over 50% of our business.

We personally ensure the quality of the yachts we recommend by yearly inspections of both the yachts and professional crews. We also study all our clients’ reviews and post these reviews on our website for all our clients to see.

Our information is current and accurate and we only recommend the yachts that we determine are suitable for an enjoyable and successful charter.

Attention to Detail
We realize the importance of a well-organized charter! Our Expert Brokers stay in constant communication with the charter company or yacht crew to ensure the details of your charter are being handled and prepared for properly. Through our experience we know all the right questions and the small, but very important particulars to address.

Our goal is for your vacation planning to be effortless and worry-free!

Our user-friendly website enables you to browse an extensive selection of yachts. You can either call us at 1-800-382-9666 or email an Availability Request Form and we will go to work for you.

We respond promptly by phone or email with availability and complete details of several yachts that match your charter dates.

Feel free to call or email anytime you have a question or need a recommendation. Office hours are 9:00 am to 5:00 pm est. Monday to Friday though our expert brokers are usually available from 9:00 am to 9:00 pm, 7 days a week. Plus, we give our clients the option to connect to our cell phones through our regular phone number for emergencies 24 hours/day. 800-382-9666

Price & Other Services
Our fee is paid by the yacht owner or company. We do not own any yachts, our recommendations are completely objective, entirely focused on our clients’ interests. We have built our reputation on providing prompt, friendly, accurate and professional service.

Due to the large volume of charter vacations we arrange each year, we are able to offer a complete service. We can help with discount airfare, comprehensive trip insurance and give good hotel advice.

Our private crewed yacht charters provide your own personal captain and chef. The charter rate includes your crew, all meals prepared to your individual preferences and in most cases, house wines and open ship’s bar.

Prior to your charter, your professional captain will suggest a personalized itinerary tailored to your group’s preferences. You may also have the opportunity to take the wheel if you wish, or simply sit back, relax and enjoy all of the pleasures that the islands have to offer.

Provisioning, cooking and cleaning will not be required by you or anyone in your group. Your professional crew will attend to all of your needs. Many of our seasoned professional crews speak multiple languages.

We also offer:

  • Yachts for Family Reunions
  • Corporate Functions and Sales Incentive Programs.
  • Sailing Catamarans with captain only
  • Sailing Mono-hulls with captain only
  • Join a group sailing
  • Yachts in the Leeward Islands
  • Yachts in the Windward Islands
  • Yachts in the South Pacific