I use a sandwich cooler (small, square, for just a sandwich, with a small reusable freezer pack-got it at Walmart in the camping section, I think a few years ago) most of time, if it is a short trip, or a plane trip. I also remember being told that it can be out for 24 hrs., but no more than that.
We also have used the ice bucket in our hotel room, and refilled it whenever we came back to the room. We have also gotten to put it in the staff refrigerator at the hotel and I'd just grab one on my way in for the night (make sure it is well marked if they let you do it- and this was several years ago <img src="i/expressions/face-icon-small-wink.gif" border="0"> )
I also bought a minifridge (holds a 6 pack) at Tuesday Morning on clearance for when we drive and know we will be needing one at a hotel- it can be plugged into the car lighter, and with the other cord, plugged into the wall when you get where you are going. We haven't been anywhere to use it yet (of course! lol) but I also planned on putting a freezer block in it, in case it had to be unplugged or something, to buy a little more time. It wouldn't be frozen, but it would be cold.
If you go with one of these, be sure to check the temp first- you certainly don't want it to get too cold and possibly freeze <img src="i/expressions/face-icon-small-shocked.gif" border="0"> .
I really didn't find it a hassle at all, and to me, any aggravation with my meds is better than not having all my meds and feeling subpar while I'm on vacation <img src="i/expressions/face-icon-small-wink.gif" border="0"> .
If you are flying, just contact the airline and ask them and their policies are concerning refridgerated meds.
Have a great trip! <img src="i/expressions/face-icon-small-smile.gif" border="0">