I have to say planning is overrated. Planning might be fun, but that's what fun becomes... a plan. I picture vacation as something else. If you're trying to enjoy a moment, it is very hard to think of the next thing, but a Disney vacation forces you to become less spontaneous. You become less attuned to the moment.
Of course, that approach should be familiar to anyone who's been reading my stuff on here for a while. ;^)
There are different models for vacations. I have just returned from two weeks on Madeira and revelled in the freedom to decide what we would do on a day to day basis. But previously we have taken a cruise and known before we set off what we would be doing every single day of the vacation. Neither model is better than the other. They just offer different ways of having a great time.Last year we went to Orlando and I found the experience somewhere between the two. To get the best out of a Disney vacation you have to do some planning. It's no good turning up mid morning for example and expecting to be able to walk onto any ride or attraction. In the same way I research any vacation destination to ensure I get the best out of it I research orlando in order to make sure I have the best experience I can. But no matter how planned and ordered our vacation is at Disney there are still plenty of 'moments' to savour and opportunities for spontaneity... Planning doesn't impair the pleasure. It enhances it and increases the scope for the spontaneous....
One time, I went to Orlando in September. I highly recommend it. Walk-ons mostly. Hardly any wait.
My next vacation to Orlando is in May 2014. I expect it to less busy than the high season in March/April (spring break) or June-August (summer break). Planning means timing.