Why not do it another way round? Why not 3 days Miami, and 2 days somewhere, and 3 days Naples?
They aren't that far apart that you can't catch a flight from MIA leaving Naples.
Thanks for the ideas. I suspect I'll end up staying an extra 2 days in Naples, and do day-trips up the coast.
Great decision! check out Sanibel/Captiva it is beautiful... and Ft Myers Beach both not that far from Naples but different vibe. Enjoy the beaches and seeing the dolphins and wildlife and different restaurants on the beach, FMB has many waterfront restaurants. In this heat in the summer I would not want to be driving around all day ....maybe rent a pontoon boat at FMB and check out Lovers Key on FMB. And you will have only a two hr drive back to the East Coast.
Relax and enjoy the beautiful SW coast.
I like Naples, but prefer all the other islands mentionned. I'd choose one for a 2 day trip.
And you won't get the full effect of staying on any island by day trip. No sunset coctails (you'll be driving) and no early morning beach strolls.
Have you considered Key Largo?
True. I'm going to leave the 2 days open and decide when in Naples. I'm told I shouldnt have any problems finding hotel vacancies at that time (last week in July).