Hi Jackie!
My son (8) took us on his MAW trip to Disney this past October 2013. It was magical & we talk about it at least once a week
let me see if i can answer some of the questions you had:
1.) the money.. Disney IS expensive. BUT MAW will give you a stipend for your meals for each day per family member times the number of days there, even though you will most likely eat a majority of them at GKTW. I was terrified too as I am a single mom, but it all really worked out OK. We ate breakfast everyday at GKTW, then lunch at the park - sometimes this was just a simple snack we brought in, then dinner at GKTW or park. We splurged on a character dinner & I paid for that on my own.
Your MAW kid should also get some $ for souvenirs too, so that helps. Stop at the
Walmart down the street & get some small portable snacks to bring into the park. Also that is a GREAT place to get your souvenirs!
2) Must See's depend on your family & what they want to see, really. We talked about what we all wanted to see beforehand & mapped out each day accordingly. You only get 3 days at Disney, you can go to multiple parks within those 3 days, but only 3 days. You get 2 days at Universal Studios/Islands of adventures (we went both days) and one day at Seaworld (we didn't use & returned to office). That's 5 full days of parks and you're only there for 7 days including travel. 2 Full days at Universal/Islands of adventure, they treat you like ROYALTY there.. We LOVED it! You NEVER wait in any line at Universal/Islands, with VIP lanyard they will escort or send you to the FRONT of every line. We loved Harry Potter world! We spent a full day at Magic Kingdom, a full day at Hollywood Studios, and a half day at Animal Kingdom. We never made it to Epcot. Your genie lanyard will get you into the Fast Pass lanes at Disney, but you will wind up waiting in those lines. That was fine, it was just not the 'magic VIP' experience everyone talked about. We did love it there, just not as much as Universal. I will also say be sure to look over the schedule of events at GKTW & see what you can do there. We loved Christmas, Halloween, the World's Largest Candyland game, horseback riding and every morning they had characters!
3) As for flying, just get some dollar store stuff to amuse the kids on the plane. I let mine pick out some candy, coloring books, etc.
4) The passes are 3-day park hoppers so you can come & go at all the parks, but it's only a 3-day pass. So once you go through the gates at a park that's the start of one day. Also, they give you parking passes for all the parks. be sure to factor in drive time to the parks each day, plus walking from the car to the park itself!
5) Talk before hand about what you want to do and put together a plan. We had a plan for each day to make sure we were all covered in what we wanted to see & do but were pretty flexible.
Please let me know if you have any more questions, I'd be more than happy o answer them!
Kathy