Looks like tomorrow will be a strong, real cold day in SE Florida. Winds off Miami are predicted to be around 18 to 23 kts. NW with a high temperature of 55 F. This means a substantial wind chill as well. They are forecasting about 20 kts NW through the Keys at this point. Key West is to have a high of 58 F, still damn nippy. Hypothermia is a concern tomorrow, even more so than in a normal strong front, so be sure to dress appropriately. Being on a boat, you'll need to stay warmer longer than if you were doing a session off a beach and ducking into your car to warmup for a while. For some reason the SW coast has lighter winds forecast, on the order of 10 to 15 kts. in the Naples to Marco Island area. Further north up the west coast, the forecast winds improve.
A boat is still required to haul you out into Florida Bay or Biscayne Bay to use the NW wind. Way to the north, Sebastian Inlet is to have 15 to 20 kts. NW with a high of 55 F. The park has a limited launch for westerly winds on the ICW. Need to watchout for getting lofted into signs and cars there however, things can be tight.
More info on forecasts at:
http://www.srh.noaa.gov/mfl/