Running to the southwest to get to the "safe" quadrant is OK for ships when they turn as almost always from West to Northwest to North to Northeast, but that's because you almost always have searoom to run. But if it doesn't turn northerly as fast as you hoped, you can rapidly run out of road in South Florida. And every so often they decide to go west and loop in the Gulf. Plus the southwest corner of FL is almost totally devoid of the assets needed to support hundreds of thousands of refugees even before it gets cut-off from the North by cut roads
Navsta Key West criteria
www.cnmoc.navy.mil/nmosw/tr8203nc/keywest/text/sect4.htmTampa
www.cnmoc.navy.mil/nmosw/tr8203nc/tampa/text/sect4.htmHurricane Havens Handbook for the North Atlantic
[ur]www.cnmoc.navy.mil/nmosw/tr8203nc/0start.htm
The above is a pretty easy read and if you go to the Miami section it will give you the averages of winds, directions, etc, for 149 storms in the last 125 years or so.
Caveat - I don't know if you can reach it. As a retired Reservist, I have retained some access to some DoD computer systems, mostly for the Exchange System) and I may have cookies allowing me to get into this one. I went right in, can everybody, I don't know.