This post, plus many of the recent ones, rings so true for me. I hate to be that old f@rt who longs for the good ole days, but it's impossible not to. My then girlfriend/wife (in the later 90s/00s) and I used to book the trip with park hoppers for every day, and that was it. All booked with minimal effort a few months in advance, and then relax until about the week before when we'd start to talk about what parks on what days, etc. When we got there, MK on first day, and then the rest of the trip just morphed into whatever we felt like. No strict regimen. We really liked MK the first day, so after visiting AK on day 2 for half the day, go back to MK for the rest. We weren't restricted by FP+ reservations, or anything of the kind. I know you can still hop after 2pm, but you lose any FPs you had and stand in ungodly lines. Back in those days, FP+ wasn't a thing, so there was no 10-1 FP ratio creating lines for every ride that lasts hours. Disney has just ruined spontaneity and relaxation.There are a combination of two things that have greatly curtailed the amount of time, and by extension, money that I spend with WDW.
1) The first is value. I have posted this story before, but I will do it again. I first went to WDW as an adult where I paid my own way in 1999 or 2000. I was recently married, just bought a house, had a new kid and money was tight. WDW was on a budget at that time, and my (then) wife had convinced me to go. I though there were much more affordable vacations out there. Within the first day at the parks, I thought I was getting my money's worth, and then some. Yeah it was expense (to me) but it was worth it. The value was there. The little details, the attitude of the cast members, the sense of relaxation, the being in the "bubble".
Fast forward to today. Suffice to say I can afford a WDW vacation, even at today's prices, easily within our budget. I am also a DVC member, so I have that prepaid room as well. However, every time I go, I come out feeling like I have been robbed. My wife and I come home, look at what we spent, and say "why do we keep going back". In fact, we no longer go back as often. We used to go on a family vacation with our kids every summer, and then F&W 2 out of 3 years with just me and my wife. We haven't been to WDW as a family in two years now (and have no plans to do so this summer). We haven't been to F&W in 3 years (but we do have room reserved for this year).
2) The second is logistics. I manage a team of Technical Project Managers as my job. Any given day I am managing budgets, overloaded IT resources in wildly varying time zones, marketing, legal, supply chain, retail, and network engineering requirements. All while making sure things are reported properly to executives and meeting their requirements. I do not want to do anything approaching this on vacation. I do not want to be up at 6:00 AM with 4 cell phones trying to snag a time to get on a ride. I do not want to have to plan where I am going to eat months in advance, I do not want to have to consult crowd levels, park schedules, and reserved ride times in order to not wait in a 90 minute line. I do not want to have to look at my cell phone - I look at those things all of the time at work, I don't want to do it on vacation. WDW has become a massive planning event, and a lot less of a vacation than it used to be (at least for me)
And don't get me on the whole mind-melting staring at your cell phones all day. Most people on their vacations become phone jockeys trying so hard to maximize their experience that they miss their entire vacation that's happening in front of them. Those are the same couples I see sitting in a restaurant together at their table... both staring at their phone the entire time, occasionally sharing a picture with the other. People say a zombie apocalypse is impossible, right? Science fiction. Nope, we're living it with people wandering aimlessly staring at their phones. The problem is that Disney has made it so that if you DON'T do this, you don't get to experience all the stuff we used to experience in the 90s/00s. It used to work so well without phones, and now with them, it's less enjoyable. That's a realization I've come to know because the old days without phones are never coming back unfortunately.
The fact that everyone is staring at their phones now is why I believe Disney doesn't clean as much, and tries far less when it comes to the detailed nuances I used to enjoy. Why bother when you've made everyone stare at their hand? Why make the queue intricate when everyone is hitting refresh every 5 seconds. They're not seeing what's around them anyway.