George, First off I will agree with cam about it would be a hard beat to windward to get to the Virgin Islands from the Bahamas. However, that said it is not impossible. When we were in St Thomas in Jan - March of 2005, we met a 23 year old single-hander who bought an old 26 foot sloop for $3,500 in Tampa FL. He then sailed her, by himself (with no auto pilot or wind vane self steering device) from Tampa down through the Bahamas to the Dominican Republic, and from there over the top of Puerto Rico (without stopping) until he arrived in St Thomas. He would heave-to at night to get some sleep and at time he could trim the boat so she would sail by herself. So you see, it CAN be done.
To see a picture of Nat go to:
and scroll down to "Nat the young single-hander"