If you go directly to Key West, or Grand Cayman, this is a most difficult passage, since you will be bucking into the trade winds and seas all of the way.  I strongly advise against taking this course.  I only know of a very limited number of boats which have made this passage, and the vast majority would not try it again.

The prudent trip is to San Andres, or Provendia, thus to Roatan, Belize and Isla Majeres or along the Columbia/Venzuela Coast, thus to the Eastern Caribbean and across the island chain to Bahamas and Florida.

Bob Austin

We have had a delightful trip, no more than 6 foot following seas and a
2knot push most of the way.  Perhaps I'm just lucky?  With stabalizers a
beam sea is a delight.  The boat doesn't pitch, it just goes UPPPPP,
Downnnnn,  Uppppp,  Downnnnn.  Using the Manual Moderate setting on the
autopilot took most of the wallow out of the boat with the following seas.
Again, this has been a delightful trip so far, but we still have at least
one more night ahead of us, perhaps 2 if we don't get a push soon.

Scott Bulger, Alanui, N40II, Seattle WA
W tip of cuba