Are you crewing
on another boat
? Or bringing your own boat
down from the Carolina's?
The choice of taking "I-65" the open ocean route heading east or east/northeast to Longitude 065° or there-abouts then south to the Virgins/Puerto Rico is simply how much time do you have to get your boat from the US east coast
There is a major difference in the time required to get from the US east coast to the Bahamas
then Turks & Caicos then the Dominican Republic
and finally to Puerto Rico
and eastward to the Virgins. You are looking at up to roughly 2 weeks (+/-) for "I-65" versus 2 months or more on the "Thorny Path."
Stopping along the way on the "Thorny Path" at all the different islands and island countries is very nice and interesting but takes considerable time. So it is ultimately only a question of what the time restraints are on your getting the boat to the Virgins.