Yachts anchored offshore of the U.S. Virgin Islands

U.S. Virgin Islands

Sail the USVIs


Take in the culture and natural beauty of these unique Caribbean destinations with an unforgettable charter experience. The consistent trade winds, year-round warm weather, and line of sight sailing make the U.S. Virgin Islands ideal for your cruising adventure. With dozens of unspoiled islands and cays, beautiful white sand beaches, bountiful marine life, and a unique, relaxed island culture, the Virgin Islands are perfect for your next cruising adventure.

Charter the U.S. Virgin Islands with Waypoints® to Experience:


  • Week-Long and multi-week Charters 
  • Skippered, Bareboat, and ASA Certification Charters
  • New Luxuriously Appointed Sailing and Motor Catamarans and Monohulls
  • Yachts Equipped with Air-Conditioning and Ice Makers* 
  • Provisioning and Personal Concierge Services

Why Book With Waypoints® Versus Going Direct?


When you book with Waypoints®, we offer an objective point of view. We want happy clients and we want to keep you coming back for every charter you want to take, no matter where it is. We have access to all of the charter companies around the world and specialize in a handful. We know the quality that you deserve and can put you on the right boat, in the right location, based on taking the time to know what best suits you and your group.

Your charter sales specialists are veterans and have been doing this every day, year after year, and that allows us to expertly match you with your yacht. If something does go wrong, we are here to take the stress and worry off of your plate and allow you to keep smiling!

We participate in many of the international charter shows, inspect the yachts, interview crews, and visit the many destinations. There are so many options out there. Let our team sort through them and propose a few of the best for you to choose from for your vacation.

Contact a USVI Charter Specialist Today


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Boats anchored offshore of the U.S. Virgin Islands