I was a single mom for quite a while. I took my DD to Disney quite a bit and stayed on site. There are lots of ways to start saving for your dream trip.
Create a Disney savings account - separate from your "real" account.
Garage sale is one of the quickest way to earn some Disney money. Also selling on eBay, kids clothing, toys, and adult clothes in good condition sell well. Consignment shops are also another good way to earn some extra cash.
Swap out child care with your friends, this can save you a bundle. When my DD was little I had a group of friends that we would help each other out on baby sitting. So if we had a date, working late, weekend jobs, instead of shelling out 50 + dollars for a babysitter we would watch each other children. You can bank that money, for Disney.
Also check out what before and after school care would cost you at the school were your son goes. I saved over 100.00 a month with early drop of and after school program. Instead of using the day care to do this for me.
Have a girls night cocktails and clothing swap - This is a fun way to spend the evening, have everyone bring a few items in their closets, clothing, scarves, jewelry, purse's ect... then put all together then let everyone take turns choosing something new. This saves on buying new clothes and accessories.
Couponing is a great way to save on your grocery bill, it takes some time but you have a 5 year old that can help you cut them out, this makes it a family activity, while teaching him about money and budgeting. Groupon,
Amazon local is another great way to save money, for you to get your hair done, oil changes, and other things for around the house.
I am not sure but is a part-time job on the weekend something that you could do? Watching a neighbors child, dog walking, maybe waitressing at a local place tips are easy to save. I had a second job when it was just DD and me, I worked banquets and events for catering company and at a resort. The money was really good. Flat rate for the evening was anywhere between 100.00 to 250.00 dollars, plus tips.. depending on the event and size, I started bartending at these events, and I would walk away with around 500.00 dollars not bad for 1 nights work. I also got some private events from the catering service in people's home for Christmas parties, family gathering, or work related events. That money was always really good.
For Christmas and birthdays you can ask for Disney gift cards, so that you don't spend them on something else.
Save your change, this you can get the kids to help with.
I would stay on site that what the magic is all about, especially for your 1st trip. Try to go when there is a good promotion, free dinning, you might want to think about staying at a moderate during this promotion that way you can have character meals, which is something that was important for us. When staying at a value during free dinning, you get the quick serve plan. You can upgrade but there is another cost... Always run the number then re-run them.
I would go for the package, this way you have paid for everything up front, and don't have to worry about shelling out once there for stuff, except.. souvenir's, and tips.
Shop airline fares - my friends just got a great deal, they bought 1 way to Orlando on one airline 99 dollars, then one way back on another 129.00. Round trip was going to cost them 329.00 per person. so over 100.00 per person.
Create a Disney box, for you to put items in for your trip, have the kids help you decorate it. Keep it where you can see it. This will help you stay focused!!!
Good Luck you can do it.......

