Very generally speaking the eastern Caribbean
winds are east to east-northeast in the winter months and east to east-southeast in the summer months. So you can win very often when heading up or down the Windwards until you get to Guadeloupe
and then can head
- - The strategy I have used for several years is to island hop up the Windwards moving from island to island when the GRIB files show favorable winds. In between we visit and explore each island waiting for weather
- - We were used to Grenada/Trinidad weather
and temperatures and when we got to the Virgins nearly froze out butts off (70's and 80's F there).
- - So there really isn't much to whether you rush up or not. Normally we chose the islands we missed last time down or repeat our favorites. Unless, of course, you have a reason to "hurry" to get to the Virgins.
- - We greatly prefer the Windwards to the Leewards, so take our time heading north and then do any hurrying on the return trip south again. Just personal preference.