Sounds interesting! Lets look into this some more and try to put something together. What would you guess the flight radius on the 182 would be? Andros is interesting but this place really has me curious ...
http://fksa.org/showthread.php?t=4260
Do you dive, free dive as well as kite? Getting there within a weekend using normal carriers is pretty tough. I imagine Long Island is so far out they might even have trade winds to play with as well. Kent might be up for the trip.