I'm busily making notes on my Nook of different places/things to do (or not, sometimes one just has to roll with the day). We're booking a motel at the beginning and end of the trip, 4-5 days out on the keys, and leaving the rest to fall where they may. Definitely will take 41 through the Everglades and the Loop Road.
@Dutchlady1 I do think we will spend a couple days at least on the gulf side, near or close to Naples. That's the loose plan anyway.