I'm looking for some travel advice. This may be lengthy so please bear with me. We are flying out to WDW in Jan aboard Jet Blue and because of their luggage policy we are limited to one suitcase and one carry-on each, (wife & I) now I have come to the conclusion that I will need to have one more bag to bring along because of a cooler that I have to bring to keep my diabetes medicine cool and another case to bring all my other medicines that I have to carry with me. The cooler and medicine bag ARE allowed under medical equip. However I have a camera bag that has to travel with me and will have to be put IN my carry-on bag, and what would normally go into my carry-on will have to go into the third checked bag. Now I have no problem paying the extra $30 for the extra suitcase. However on the RETURN trip I thought I read that when taking advantage of resort flight check-in at your resort They would not accept the extra luggage because they are just representing the airlines and there was no procedure in place for accepting payment. Obviously I do NOT want to put my expensive DSLR camera in checked baggage. My other alternative would be to ship a package via UPS or FED-EX but then I run a risk of losing it in the shipping. It would be insured but still. I once had my son ship me some extra medicine (overnight) and I never got it for three days, What would you all suggest or what would you do in my place.