I Can Answer Some Of Your Questions, Rob.
Cigar Caddy's Are Great For Short term storage, Say 1 week. Most People Try To Keep Their Cigars Stored between 55-65 RH & Below 75* F. I Would Worry About Leaving Them For very long in those temperatures you mentioned. It Would seem easier to smoke everything you have while in Kuwait So you don't have to worry about customs. Good Luck!