As to the Dengue fever, it is limited to Key West and mostly has infected only a few locals who are out 24/7 with mosquitos. There are really only 2 airports in the keys that are not private, Key West and Marathon, so it really depends upon whether you want to be in the southern keys or the middle/northern keys. Both have fuel so that is not a big issue. If it is Key West, I may have some connections to get discounts for fuel and tiedowns but I really have nothing in Marathon. Finally, Fantasy Fest will be sometime right around Halloween and 1) it is too late to try and make accommodation requests and 2) you had better not take your wives, and take your amnesia pills if you plan on going. Went last year and it was beyond strange. I checked it off the bucket list and feel no need to return. The good news is that this seems to be the official end of summer, all the tourists go home, and the island quiets down a little (as much as Key West can at least).
Jim Olsen