We only checked one bag our last trip and manhandled our carry-ons through the airport with our 3 boys who were 10, 7 and 3 at the time. Honestly, it was a huge pain and I wouldn't do it again. This time we are pretty much checking everything since we get a checked bag with each ticket. I was going to pack one carry-on with a change of clothes for everyone in case they lose all the luggage, but my husband said we are going to Florida, not a 3rd world country and as long as we have a credit card we will survive

Now we will probably just carry on our electronics and stuff we need for the park that day.
I loved having our band at Great Wolf Lodge that did pretty much the same thing (room, charging and entrance into the water park) so I'm sure I'm going to appreciate having the magic band in WDW. However, the KTTW card did pretty much the same thing when I was there the last time. That was all I carried since it was my ticket, room key, meal plan and I could charge to it.
Louis Jadot Beaujolais