I usually start by picking the week and then using a crowd calendar, picking what park for what day
I research which hotels we'll stay at on the way down and the way back home (we drive from Ottawa, Canada)
I plan the activities, movies and snacks for the drive
I research and book our ADR's. I put a lot of thought into these and take my time. It's part of the fun. I check the disney dining site as well as this site to see the menus:
http://allears.net/menu/menus.htm
I update my list of must-do atrractions for each park, usually adding a few new ones as my kids have grown a year taller. This year they're super excited because they can all do splash mountain
I check out
youtube videos of some attractions and restaurants to give me a better idea of them
Using a touring plan site or software, I make touring plans for each park
I make "park cards" for the days we're at a park. Last year I used a mini picture album, but this year I'm using a peice of 7.5" x 9.5" bristol board with my touring plan and park ADRs on one side a park map on the other side, then laminating it
I usually re-read and update my list of tips from this thread I bookmarked a few years ago:
http://www.disboards.com/showthread.php?t=1082988
I order new safety wristbands from mabels labels:
http://www.mabelslabels.com/products/my+411+wristbands
I make a countdown calendar. This year I did a mickey head countdown calendar using those disney paint chips from the paint store. I put a disney fact/trivia behind each head so when we take one down each morning, we can read it. So, this took some time. No pictures yet, but if you look here, you'll see what I mean:
http://www.google.ca/search?hl=en&q...urce=og&sa=N&tab=wi&ei=lTtfT77wDYbY0QHQgrygBw
I plan out our meals for when we're not out at restaurant. We stay at Bonnet Creek, so we have a full kitchen.
Once I have our meals, I make out our Garden Grocer list. I'll place that order just before we leave.
Book Bonnet Creek, obviously
Start a list of little things to buy for the road trip and hotel room (mini sunscreens, collapsable bins, travel trays, etc)
I have a folder that I keep all the paperwork/ideas on while everything is in progress, then once complete, I move it all to a Disney binder I made last year that has the following dividers: Packing, Shopping Lists, Money Matters, Driving, Hotels, Hollywood Studios, Magic Kingdom, Animal Kingdom, Itinerary, Dining, Touring Plans, Misc., and Documents.
Hmm, that's what I can think of off the top of my head. If I think of anything else, I'll add it.
Honestly, for me, half the fun is in the planning! Good luck & have fun
