I understand the need for brining in food with the size of your family. It was mentioned about renting a locker and that would help, but that would mean you having to go back to the locker to get the food and the added cost. I work construction and I know how heavy the coolers get to carry around and that is a consideration for walking around in the parks. Years ago I went to college and had to lug around a backback full of books and it as big enough to fit in a themos and sandwiches; it was heavy. So by exprience of those 2 I can say not to get backback type of coolers. You say the coolers you have would be a tight fit for the stroller I think that means you have them aleady, a thought would be if you could get different 1's that were a bit smaller and fit in better in the stroller. Another thought is to attach 1 of the coolers to a cord and hang it from the stroller handles. And 1 other thing to remember is a little hidden isuue at WDW , there has been a rise in people stealing items left behind on strollers, not publisized much but it happens so that is a reality and something to think about.