If a yacht will you need a captain, cook, or are you qualified to bareboat?

Jost has some great villa options now - Glass House, Escape, Almost Heaven and Hendo’s has brand new beachfront accommodations. We’ve stayed at White Bay Villas and love it - they have a new beach club. Virgin Gorda has many options. If you decide on USVI it is St. John all the way. Many many options there - post St John questions on the St John TripAdvisor forum.

After several nightmare trips through San Juan we only fly to STT. When heading to our boat in the BVI we use Island Time water taxi or Island Birds air charter from STT.