Bryan,
Be sure to check rider resources for SE Florida, in this case there is a lot of info and images about the kitebeach in Key West, Smathers Beach. Anyone wanting to ride there should check this out:
http://fksa.org/showthread.php?t=5813
Greg is a local expert and will take good care of you. Hey Greg for most winds, how much do you take off of the Sand Key wind reading to approximate winds shoreside, about 3 to 4 mph?