We fell in love with Disney in 2003 and it took us 2 years to save up to get back. I think for alot of folks, going once a year is just too expensive.
I have a large in - law family out of state and we rarely see them for Christmas. Now, rather than have them spend the time and money buying toys or clothes and mailing them out, my kids just ask for Disney dollars (or I guess they are gift cards now.) They are easy to mail, easy to get, and everybody is happy. My DH and I also ask for them from whoever got our name in the gift exchange...
After our 2nd trip, DH wants to take a break from Disney for a while. So I am scrimping and saving to take DD back in Dec, 2006. My little trick is that at the beginning of the month, I go to the
Disney store and buy a gift card--maybe $30 or so. This way, I am saving money for my trip, I know I won't use it for something else, and I alwyas get it before I have spent my monthly budget on other stuff. I think I will probably book the vacation about a year out, and then make monthly payments like someone else posted so that the trip is all paid for before we go.
Also--our Visa and Am Exp cards each give you one frequent flyer mile for each dollar tht you charge. So by the time we are ready to go, we should be able to fly Southwest for free. Not sure if you have to fly or not, but that is something to consider. We charge everything (and then pay off at the end of the month) just for those air miles. Just be careful about charging too much each month--we keep a running tally sort of like a check book balance sheet--to make sure we stay on budget.
I think some hotels give discounts for teachers, don't they?
Also, ask around. It turns out that one of the parents on our son's baseball team has a family member that works in Fl and he says can get us one day tickets through his hotel. I'm not sure if they are free or discounted, but every little bit helps.
Good luck!