If I may ask, I make a decent living and I can't afford to go more than once a year (though we do stay in the deluxe resort , do the dining plan, etc).
How do you all swing 2-5 trips a year there?
Ok... here is how we try to do it. I'm giving away a huge secret here. Lately, we have been staying at a Disney Vacation Club Resort during off-peak times. If you can swing a Sunday through Thursday stay, you can stay at a DVC resort for 5 nights for around $500.00 tax included. We book through existing DVC members and get the price break. You can book these same resorts direct through Disney and pay about $300.00 per night. We get the meal plan as well. 2 adults and 2 kids. We have also been purchasing the annual pass which saves you money on the second trip and entitles you to some nifty discounts for shopping and such. Depending on what part of the country you are traveling from, you have to consider the best options for air travel. There are more tips and techniques but if I give them all away here... the parks will be to crowded when we go back! LOL!
One more thing... you cannot by anything else except food, clothes, and utilities in your life at home! Im kidding!