Re: February Miami-Tortola Sail---Wind/Weather?
Get hold of Bruce van Santes book a Gentleman's guide to Passages South and STUDY it closely. He made that trip many times and he tells you exactly how to do it by island hopping.
If you have a big boat a big diesel tank and a big engine you can motor all the way upwind and upcurrent.
The offshore route is well documented, head towards Bermuda till you reach I 66 then turn south. Would I do this in Feb. ? NO WAY.