On my last trip to Disney World, I planned much of our trip very carefully. I had a spreadsheet, suggested times to ride rides, which parks to go to on which days, and everything I could think. I even had routes laid out to get fastpasses and get to rides early enough to get on them.
However, I found when those usual instances of "life happening" delayed my itinerary, I unfortunately found myself being mildly bitter at one of my favorite places to go. This was entirely my own fault and something I still am mildly ashamed of.
However, my girlfriend loves to gloat about how we had such a productive trip, got to see a ton of attractions and rides, and generally did more than we could have ever dreamed of doing. So, despite the pointless and mild bitterness my itinerary may have created when things didn't go to plan, it did help create a more successful and productive trip.
So, what do you do? Do you plan every step and moment? Do you just go with the flow? Throw a dart at a map of Disney World and go where it lands? Combine the two? Anything else?
According to my wife, I'm just as bad as you, as she always jokes about me having her bathroom breaks planned for her! :lol: But all joking aside, the truth is that my approach falls somewhere in between your approach vs totally winging it. The underlined portion is about where I am. I usually make ADRs 180 days out and thus, also plan which parks to be on based on those ADRs, and on EMH schedules. So I have a general plan for every day, as to which park we're going to (or what we're going if we're not going into the parks) and I may plan certain other activities for the evening portion of the day. But some evenings I leave up to spontanaeity. And once we get into the park, I am not nearly as organized in my plans as you are. I may have a general plan, such as start out in FantasyLand, AdventureLand, or TommorrowLand at the Magic Kingdom, or start out in DinoLand vs Africa at Animal Kingdom, etc. But I don't do spreadsheets or anything like that, or map out routes for fastpasses. I do, however, plan to hit the major rides first so as to beat the crowds, but other than that, alot of it is just doing whatever rides we are close to and available.
Last year, I decided to be alot less "scripted" so I opted not to do any ADRs except a two or three. I thought it would be nice to just decide as we go where to eat. There were some days that I was almost unable to get a ressie, but I managed to barely squeak by, and it gave me a chance to try some restaraunts that I never would have thought to try. For example on Wednesday or Thursday (or maybe it was even Friday, I don't remember), I called to book a ressie for Saturday night and none of my choices were available. One of the only available places was Sannaa, so I gave it a try. So it was kind of nice, for a change, not to have ressies planned ahead of time, but I barely managed to pull it off, and it was "regular" season. This year, we are going in Peak Easter season, so I knew better than to even try that this time! So I have had my ADRs all booked for quite some time now and we are going in 6 weeks. But on that particular trip, I really wanted to even try not planning our park days in advance and just deciding that morning where to go. But we have friends who were there at the same time and we were meeting up several times, so we had to have a plan of which parks we were doing.
But just as an example of my approach for this year, on Thursday of our trip, we are doing Magic Kingdom and eating supper at the Crystal Palace, with a midday break back at the hotel. Other than that, I don't have an ironclad plan of what order we are doing what rides, which land we are starting at, etc. We'll probably just get there and then decide where to start at. On Saturday, we are going to GatorLand, and having supper that evening at Chef Mickey's. The rest is kind of open. I thought we may go to the Florida Mall after GatorLand, but we may do something else instead. After supper, we may go back to the hotel for the night, spend the evening at Ft Wilderness, go into the Magic Kingdom, or maybe even go mini-golfing. So again, I do have a plan, but not a detailed plan for every single part of the day. Just the major highlights and then fill in the minor points as we go.