Even though I live in the SF Bay Area and not too far from DLR, I only go once every 1 1/2 to 2 1/2 years because of expense. As a result, my trips are always 5-6 days, and in my opinion that requires planning. I try to justify it, but actually you can count me in as one who likes to plan, at least to an extent.
I have a list of restaurants in DLR (broken up into DLR location) that my boyfriend and I like or are are interested in, as well as dishes or snacks that appeal to us at each restaurant so we can make a decision about where we want to eat based on what we feel like having at the time. I change the list accordingly based on menu changes. I do plan what meals we're going to have for breakfast, lunch, and dinner on each day ahead of time, but having the list of all of our options allows us some flexibility, which is always nice to have on any vacation. Of course, meals for which I make reservations are an exception, although we made a last minute decision not to show up for a DTD reservation at least once.
Additionally, I print out a compilation of helpful parks tips, many of which are pieces of HydroGuy's various threads here on the DIS boards. I break all of the information up into categories, omitting things I already know to make it shorter, and form separate packets, which I include in a folder along with my restaurants list and dining plans. The folder goes into a backpack that I bring on every trip. These tips also change accordingly.
I have kept most of my old packing lists for different trips, and I use those to make my packing lists. I make various notes on my lists after my trips are over so that I know if something may or may not be necessary on our next trip. My packing list length varies depending on whether or not I'm flying, but I always drive to DLR.
As far as rides, we know which FPs to get and the order in which to get them, but when we go on the rides is based on how long the lines are. So we kind of wing it after obtaining the FP. If DLR decides to enforce FP times like they're doing at WDW, it will drastically change that, but it works for now.
I have a DLR folder on my laptop desktop that contains any miscellaneous tips, dining plans and options, parks hours for my trip, and entertainment info so that I can easily make additions or omissions as necessary.
I must confess that I have no idea how my planning is going to change with the addition of Cars Land, but my next trip isn't until mid to late 2013, so I still have plenty of time to think about it and plan accordingly. This message board has been an asset to my planning on both of my adult trips, so keep yourself updated on here and utilize the information as much as you can to fit your own needs. Most importantly, have fun planning! It doesn't have to be a daunting task if you just start early.
