RebeccaTN,

I frequently do USVI to BVI in my boat and I would also encourage JVD... I have done them all and it is my preferred.

The boat may be held in the name of LLC . Either way, I would agree that a Notarized letter that states 1) you are authorized to sail boat, entering various islands in the Carribean 2) boat is for your own personal use (specifically "not for hire"). I would prefer the letter state "My friend , RebeccaTN", emphasizing that you are friends and not a business relation. .

Organize your paperwork(registration, insurance, etc) and present what is asked for.