We are about 2.5 hours away from Disney, so that cuts a huge cost (flying or driving and hotels) out of the price. We do get price cuts on the Disney hotels as Florida residents, but I think someone told me the annual passholders get pretty much the same rates.
I do know that we make more money than many people do, and that is how we buy annual passes. We do go on weekends quite a bit, comparatively speaking. since individual tickets aren't a problem. (I just didn't want to sound like we do all of this on $40,000 a year).
However, I grew up with much, much less than I have now, and I know my parents really worked to take us from Ohio to Orlando two or three times. I have still sometimes scrimped on grocery money and saved the overage in my sock drawer just so we wouldn't have to come up with a ton of extra cash for food. Plus, Animal Kingdom used to have some kind of voucher for lunch, a drink and a snack for pretty much the same price as just the lunch, so we'd make ice cream lunch and space a drink inbetween that and the meal that we'd eat at the end of the lunch timetable. Snacks at the hotel and water bottles carried in.
And, in my humble opinion, you will have just as much fun and probably appreciate your time at Disney more than those who don't have to sacrifice to get there -- and that is not a slam on anyone!!!!!!
Hope you have a fabulous time! It will create incredible memories. Let us know how those trips go. Those reports are so much fun to read.
