I'm guessing we get one carry on per person?
You can bring on as many carry-ons as you can haul, as long as each is no larger than the max size Disney specifies (it has to fir through the x-ray machine).
I have 3 carryons, and sometimes a 4th:
- hardside small spinner wheeled bag [it is an international carry-on size and on an airplane can fit under the seat in front of me); it rolls well and is excellent for stuffing full of bottled water and ginger ale;
- softside small wheeled bag that contains only medical supples/equipment/medication [thus when flying this bag does not count towards my carry-on allowance]; it has a slider pouch on the back that lets it slide over the handles of another wheeled bag if I want;
- a very softside tote bag (when flying this is my personal item) that contains purse, important documents, tablet, etc.; it also has a slider pouch
- sometimes another softside tote (but it can hold 50 lbs though i have never had that much in it!) that extra food and bottled water and ginger ale gets put into if it doesn't all fit in the hardside spinner; same make as the normal tote bag, just a different colour [both tolds fold down nice and small when not needed]
If I am lucky I just have the two wheeled critters stacked on each other + the personal tote. If I am unlucky, both wheeled critters are used for their wheels and the totes stack on them. Either way they move well and while a bit of a pain occasionally (there are some spots on the walkway onto the ship where you have to lift it up a bit as the wheels don't like the gap).
SW