I think it depends on your particular circumstances (big group with mixed ages vs. small group of adults or older kids; 'easy' booking straight through the website or some manner of speciality booking, etc.) Also, I don't know about you, but I know that my job involves doing elebenty billion reams of paperwork on my laptop. So what seems like another day of clickety-click-click-clicking away as usual to me can see like a big task to people in my family who aren't used to that. Even the idea of making a park reservation seemed like a lot to some people - it kind of made me laugh because I am used to sitting in meetings where the 'meeting' goes dead silent because it's a bunch of people sitting around filling out forms on their laptops, going "Ok, if you'll just bear with us for a minute, we're just completing a few forms..." So no, to me, making a park reservation didn't feel like a lot, but to my family members who don't understand why Panera doesn't take orders over the phone anymore and makes you use that daggone app, it feels like a lot.
Currently planning, and I have already spent a looooot of time planning due to research and being on hold though. Again, that might not apply to someone doing a very straightforward, 'easy' trip. For example:
- Preliminary research regarding the best rate for us (which can really take some time).
- Needed a special conference rate. Had to call for that. On the phone for elebenty billion hours.
- Must have gotten a newbie on one of those phone calls, because the tickets we purchases just - disappeared. Poof. On the credit card statement but not on anyone's account. On hold for about 40 minutes at a time with about 4 or 5 different people until someone could locate them and link them to the My Disney Experience (keeping in mind we've been before and have that set up, to a newbie learning My Disney Experience and getting a large group registered and linked would be a whole 'nother project.)
- Very large party, and, as always, someone's account refused to link up with the rest of the group on MDE. Another call, got everyone linked, linked our tickets, our resort, made park reservations.
- One family mentions they are going to go to two different parks on a particular day, because the average person isn't aware of different ticket types. Drat. Back on the phone for elebenty billion hours to change them to park hoppers because with our tickets that can't be done on the website.
- I start playing around with dining reservations even though our window isn't open, and realize I can't book a large party at CRT. Double drat. Hop online to research why this is the case and if I should try booking two tables online or risk calling a CM who might be able to get us one table (but by the time we get through to them the restaurant could be full, on the day reservations open.)
- Somebody needs a birthday cake. Don't want the standard mouse ears cake. Long rabbit hole of research. Supposedly there are resort bakeries but for whatever reason those numbers are hard to find on the actual Disney website, although there are threads devoted to them (with the needed numbers) on Disney message boards.
- Do we want a cabana on the aforementioned birthday? How the heck do we reserve it? Back to the laptop to figure that out. Think we have it figured out when I realize that half day rentals are no longer available and there is a limit to the number of people allowed in each cabana, with unclear rules about how flexible that limit is. None of this information is prominent or clear on the Disney site, it takes digging to find.
- Somebody wants Bippity Boppity Boutique. Not sure if it will be open. If it is open, not sure what the process for making reservations will be. Currently watching like a hawk.
- Somewhere in there, remember to add stroller rentals and PhotoPass.
- Research transportation from the airport. Sunshine Flyer is super cute - that's a go, right? Let's just spend more time reading some reviews. Oh... wait. They may or may not have luggage handling by the time of our trip. And angry reviewers are saying they don't even send the cute train buses sometimes even though you think that's what you're paying for, for your kids. Mears? Ride service? But what about carseats? We'll come back to that one.
I haven't even gotten to the following tasks:
- Make ADRs for each day the second our window opens (which involved me figuring out what my work schedule is going to be months from now to make sure I would be available).
- Add Genie to our tickets and watch video tutorials on how to use it, so that our fingers are ready to fly at 7:00 am on our first park day to score a good ride.
- Same for watching Lightning Lane tutorials.
- Make a rough plan of how we will tackle the parks each day in terms of target Genie+ ride, possible LL ride, areas where we will be focused (elderly members of the group can't walk far,) nap times, mealtimes. Of course Genie or LL could throw a big wrench in that as you can't pick your time on Genie and on LL it might change on you, but really nothing we can do about that.
To be fair, part of this is probably due to the fact that when people do these huge family trips, they usually go somewhere easy and open ended, like the beach, where the general plan is "wake up, head to the beach at some point, kids run around, figure out dinner in the evening." If you were trying to take a huge group of mixed ages to, say, Europe, that would no doubt be pretty complex too. So I don't think this is 100% on Disney - but I do think they are trending towards making the process more complex, not simpler.