This is gonna be the easiest part of your planning...transportation. How far away you live or how quickly you want to get there will determine your arrival method, be it planes, trains, or automobiles (yeah, I know, that joke is getting old). We usually fly, but this time we are driving. But however you get there, transportation while you're on property is easy...Disney takes care of that for you!
We book airfare pretty early, just because flights to Orlando fill up fast and I want to be guaranteed a seat. I don't do well with the unknown. But, for those more adventurous people, you might get better fares by waiting (or you might end up having to drive).
If you do fly, transportation from the airport comes pretty straight forward as well. You can either rent a car, use a car service, use a taxi (the most expensive option) ,or use Disney's Magical Express, a free (yes, I said free) bus service provided by Disney for resort guests only. They not only deliver you to your resort door, but get your bags from the airport for you and deliver them to your resort by the end of the day.
We don't rent a car because driving in Orlando can be tricky. We don't use the bus service for a completely different reason: I just spent two hours on a plane enclosed in with screaming kids and annoying adults, I sure as heck don't want to be in an enclosed bus with them! At least in Disney it's a wide-open enclosed space!
We use a car service because it's the easiest for someone with my problems. You get off the plane and they are waiting for you at the bottom of the escalator. You grab your bags, sit in your own private environment, and 30 minutes later..."WELCOME HOME!" (what they always say to you when you arrive at Disney). I can't think of a more relaxing way to detox from a plane ride!
Even though we're driving this time, once we get there, it's still Disney transportation. You don't want to be driving yourself around on vacation! On site Disney transportation consists of buses, boats, and monorails, but is only available to resort guests (yes, lots of people use the transportation service that aren't resort guests, but I have seen bus drivers ask for resort passes and seen people turned away because they didn't have one). The monorail system is the only Disney transport not restricted (well, except for the resort line unless you have dining reservations at one of those particular resorts, but they only really enforce this at peak or heavily crowded times).
Transportation is pretty straight forward if you're a resort guest, but if you're not...well, the next post is for you!