With temerity, I will comment on your plans, having never sailed beyond the BVI's, but having sailed extensively there. I would certainly read Donald Street's works as he has cruised extensively in these waters. Bear in mind that it is pretty much an into the wind
sail from the BVI's to Antigua
almost any time of year, wind
is a little more northeasterly in the winter. Once the corner is turned, it gets easier. A direct course from the BVI's to Grenada
should be OK in the winter, while the wind tends to swing more southeasterly as the year wears on. Hope that this is of some help! Don't forget the hurricane
season (June throught November / heaviest August & September)!