Virgin Islands Sailing Charters

Welcome to the #1 rated bareboat charter company in the US Virgin Islands.  Why did our guests rate us the top sailing charter company in the Virgin Islands?  Simple -- we provide generously equipped and well maintained yachts at fair prices, all from our convenient charter base at the East End of St Thomas.   What better way to experience the wonder and beauty of the Virgin Islands than on a yacht featuring the comforts of home.  Enjoying the comfort of air conditioning, listen to your own play list and blow dry your hair  (except the Island Packet) both dockside AND while anchored or moored. If you want to charter monohulls or catamarans - -we've got the perfect vessel for you (see bareboat charter fleet details and prices below).  Of course all our vessels come with a full compliment of snorkel gear, RIB tenders with Tohatsu outboard motors and a range of other extras -- all at no additional cost.  Come sail with us and enjoy the crystal clear water, consistent trade winds and beautiful anchorages in the US and British Virgin Islands.

Nothing beats a quick and smooth trip to your bareboat charter yacht, so if you've never started a charter from St Thomas, you are in for a surprise.  It is a less expensive and more convenient charter base than the BVI, but provides the same level of convenience.  Click HERE to see the top 5 reasons to start your BVI Sailing Charter from St Thomas.  

Looking for more service than a standard bareboat charter?  No problem, Fair Wind also offers Captained charters with one of our experienced sailing Captains (all our Captains are US citizens, fully licensed by the US Coast Guard and are sailing instructors) as well as luxury charters with a full staff (Captain and Chef) and all expenses included.  We also offer a full provisioning service to help speed your trip from marina to water. 


We also offer a range of water toys, available to rent at your option, to make your trip perfect Click HERE to see our inventory and pricing list.





Please note, there is an additional $300 / week fee for charters Feb 1 - Mar 31, 2017


Low Season Rates
May 13 - Dec 5, 2016
April 22, 2016 - Dec 7, 2017 

Mid-Season Rates
Dec 5 - Dec 24, 2016
Jan 7 -  April 22, 2017

High Season Rates
Dec 24, 2016 - Jan 7, 2017

Leopard 42
Cat 4C/10B/4H/AC/Gen

Leopard 45
Cat 4C/10B/4H/AC/Gen





Fair Wind on Facebook