I was just curious about leaving the cooler on the back of the stroller during rides. I do not want to carry it. It is not that big and it is a soft sided one but with an excited 5yr old... Anyone?
We carried a soft sided cooler on the back of our (expensive) stroller last August in the parks and had no problems with any of it. It had some water and fruit in it and we also left diaper bag type items in the stroller basket with no problems.
This summer we will also bring the same cooler and since my younger DS is now diabetic (wasn't last summer) and has a peanut allergy we'll need it more than ever. I will not keep his insulin in it though. Just don't put anything you couldn't live without (like meds - they will keep those for you in First Aid) in the cooler and try not to worry!