I have drove down to Disney but next year, we plan on flying. So how is the best way to get all your stuff home? (souvenirs, purchases, etc.) And if you mail your stuff back home, how much does it usually cost? ALso I have NEVER flown before, so I just don't see how I can get all my stuff packed in the limited amount of luggage you can take on a plane on the flight back home. I plan to only take "carry on" bags, I'm scared my luggage will get lost.
I recommend you have a smaller carry-on with what you need for two days (from the skin out!--including medications) and your quart-size zip-top bag with your 3-1-1 toiletries. Than pack what you need for the bulk of your stay in a bag to be checked.
Seriously, I travel a lot and my bag has gone missing about 6 times in 30 years! It's always been found and returned to me within 2 days--usually a few hours. The biggest culprit tends to be connecting flights when the arriving flight is late and there is less than one hour between the flights. I usually make the flight, but the luggage tends to be iffy!
For a 10-night WDW visit, I pack one wheeled 21" or 22" pilot's case that is checked, one wheeled laptop case or wheeled 18" duffel that I carry on (overhead bin), and a large tote bag that will hold my purse, magazines, book, etc. for the fllight and fit under the seat in front of me. I don't buy a lot, and if it's too big for the bags, it is shipped. Most of the WDW shops will ship the items you purchase there. Cost depends on weight, value, fragility, etc.
You probably can ship from one of the resort business centers (you'll need a box, though, and shipping supplies such as tape, marker, etc.), as well. They do charge a handling fee in addition to the shipping charges, which are published rates for the carrier (i.e., no discounted rates).