The mere thought of just winging it at WDW makes me feel anxious.
My wife and I are exactly the opposite from you ... the mere thought of following a plan at Disney makes me feel nervous.
Before my first family trip, I read all the major books, joined The DIS (and some other sites), and gathered all of the book knowledge I possibly could. In other words, I knew what would be best to do in any given situation. This works well for me, because we never know what situation we'll find ourselves in.
My wife and I both work full-time in very demanding, high-stress jobs ... the LAST thing we want from our vacations is having to follow plans. We just want to relax and go with the flow.
For a weeklong trip, we grudgingly make maybe 2 ADRs because we want to make sure our kids get some character meals. Other than that, we prefer counter-service meals. The idea of having to watch the time to make sure we're at a certain place at a certain time sucks all the enjoyment out of a situation for us ... I just can't enjoy myself and lose myself in the moment because I always have one eye on my watch.
So we prefer counter-service meals. And by the way, counter-service doesn't have to equal unhealthy and unappetizing. During our second trip, we were in the midst of training for our first-ever half marathon, and there was no way we were going to assult our bodies with fried foods and cheeseburgers. Using sites like allears.net, I knew which counter-service places suited us.
Now, here's where I make all of the planners' heads explode ... just guess how we decide which park we do on which day? Ready .... ? We let our kids decide that morning, or at the very earliest the night before. Yes, even when the kids were 5 and 2.5 on our first trip, and up to almost-9 and 6 on our most recent trip 3 months ago, we let the kids decide where we're going. The trip is mostly about them, anyway.
And no, we don't miss anything we want to see. And we tour the parks quite efficiently. As I said before, I know the parks. I know basic strategy. I know the dos and don'ts. I just don't decide exactly what we will do and on what days. Take Epcot for example. I know to get Soarin' FASTPASSes ASAP. I know to wait on Spaceship Earth until mid-afternoon when we leave to go back to the hotel, and so on. I am an absolute FASTPASS ninja, by the way. Lack of planning doesn't have to mean lack of knowledge.
It works for us. We have a blast, we do and see everything we want to do and see, and we relax while doing so. I can see how this might drive other people nuts. But let me tell you ... if you offered me a free WDW trip but I had to stick to a plan of specific meals and parks and whatnot, I think I'd say "Thanks but no thanks."
7 days left to work out the rest but we ADR'd ourself's out in 2005, and with kids that are so picky I dont want to pay that so they can just turn their nose up at the food that comes 
we are taking my BIL and he has never been, but he has advised me that he will be Drinking around the world showcase (oh course he hears that one) We only check the hours and are avoiding EMH and taking on Star Wars Weekend! Here's to no more rain!! 
and we will have a blast! 
). There was entirely TOO much time spent in the hot sun, everyone looking at each other like, "what do we do next?" and everyone getting frustrated because no one could make a decision. That was enough of that for me. 
