Something you might want to think about, OP, is getting a clear make-up bag to check your testing supplies in. I'm a type 2 (on insulin unfortunately) and keep all my testing and insulin in a clear make-up bag that fits easily inside either cargo shorts pockets or my parks bag. (I wore the shorts on the particular shopping trip to check!)
It has made a world of different, not only at Disney but when traveling as well, so I've been using it whenever we travel- especially through airports. Sometimes the lancelets or pen needles set off the agent at the XRay machine, and they can just pull out the bag and see the contents. Same with bag check at Disney when it's needed. And the plastic-y outside is heavy enough to protect everything, and water-proof.
I fit in it: Ultra Touch mini meter (that has a download port- very important with my endo), a container of testing strips, a good supply of lancelets, a lancelet device, a pen of fast acting insulin, a supply of alcohol wipes, a handful of pen needles, and a few hard candies just in case sugars drop (another of my problems is that my sugars will drop fast without warning, and I need something NOW).
I keep a plastic zip-lock baggie in it as well (I think it's snack size? maybe quart size but no bigger than that) to keep used testing supplies in. I have to test before meals (especially because of the insulin), and have tested under the tables of many a place while my husband has gone to get food (bad DISer, I know). I have even done injections if need be under the tables where people cannot see (no one has never noticed), and used napkins to wrap up everything, and then popped it into the baggie until I could get it back to the hotel room and the sharps container. I've not had any issue with Disney hotels and getting a sharps container, but other hotels I have- at times it's been so bad my husband just went to the nearest drug store and purchased one.