Originally posted by Kaycee
Just my two cents worth...
I have a rolling backpack for school, and when you mentioned taking one to WDW, I cringed. Mine is also the size of a regular backpack, but the frame that allows it to roll makes it very awkward in a crowd. Plus, I don't know if you've ever actually tried carrying one of these around, but the frame makes it much more uncomfortable than a backpack.
Disney has rules against things that you have to pull behind you for a reason. Having lugged one around for months, I can attest to the fact that they are a safety hazard in the wrong situation, namely a crowded area. As far as pushing it in front of you, believe me I've tried, and it just doesn't work. It would take you forever to get anywhere, the thing is just not made to push.
If you do decide to try to take your rolling backpack to WDW, please let me know when you'll be there. Avoiding strollers is enough of a challenge for me!