It means making a couple or three significant passages, but it's doable. Turks&Caicos to the Dominican Republic
; get a window for the Mona Passage
, then on east past Puerto Rico
into the British Virgins. From Virgin Gorda, to DesHaies, Guadeloupe
. From Guadeloupe
to Saint Lucia, then Saint Lucia on to Grenada
. This gives you plenty of bailout options, but if the weather
plays you would be able to do it in a couple of weeks.
We did this trip from Georgetown
in 2011, starting late April, arriving Grenada mid June, but we made more stops and lingered some (for fun and for weather). Quite a lot of motorsailing, but it is largely to windward for many of the 1000+ nauticals.