If you are going to have your own car that will make alot of things so much easier, if you have a GPS or know someone that has one take it, because the rental companies charge extra for this & I do not think MAW will pay for one.
The money they alot for food (I Think) is around $45.00 per person per day. Cinderella's Table is high, for 4 of us-- 3 adults & 1 child with pictures,food & tips it was around $200.00, that was for breakfast.
There is a Walmarts on the same street where Give Kids the World is, you will turn right where it is. You might want to get your t-shirts there, they are alot cheaper.
When you first get into the parks, get a times guide, it will tell you about the times of parades, shows & meet /greets. Go to guest relations & get a wheelchair sticker for your stroller if you are going to use one instead of a wheelchair. You can also get first time to visit Disney World badges there also.
Just rememeber that Magic Kingdom is the most popular /with the New Fantsyland the most packed. When you approach a ride or go into a show, go to the CM & show Them your GAC, this will give your family a different intrance for most things. Make sure you wear you Make A Wish shirts & the Badge that GKTW gives you, sometimes this helps with things.
I don't think shirts will be a big issue, it will probably be the stuffed animals and little souvenirs, Allie is super stocked on Disney shirts!! Lol, I typically buy like 4-6 whenever they go on sale at the Disney store!! I really wanted to do the cinderellas table for lunch or Askerus(sp?) for lunch for character dining, but I think we may just skip the dining experience, since we can meet the characters outside of eating and spend the money on souvenirs for the kiddos. We'll definitely be picking up maps once we get into the park and thanks for the info about the stickers and stuff, I didn't know we needed to do that!! And the magic kingdom is probably where we'll spend most of our time, it's the one park that has almost everything we want to do!! Hopefully we'll be able to do a lot of what we want in the MK in a day and a half, or at least do a good chunk of it!! Lol. And I'll have to ask my dad if we can borrow his gps!! He has one and I really want one but idk if we'll be able to afford one before we leave!!