Before I go into what details we have and are figuring out, first a bit of background -
We had a trip planned in April that of course didn't happen. Which was going to be this little guy's first trip -
We had booked the hotel and tickets separate, so while we got a refund for the hotel, our 3-day tickets became "floaters". We figured we would end up saving those for our next planned trip in 2021.
But then in the middle of a tough week (I know things could be a ton worse and really our problems are probably petty), my dear wife happened to look at a DVC rental website and saw a 5 night beach club studio for less than $1,000. We had been trying to find somewhere to go away and couldn't find a single thing. Either we weren't allowed in to the state, it ended up being too expensive, or it honestly wasn't anything that different than all of us spending 24/7 together now. With our tickets we already had, this became extremely tempting.
It's not ideal to take a 16 month old under these circumstances for his first trip, but at the same time there are definitely pros to everything. No night-time shows means we don't have to fight bed time. No shows means we don't have to try to get the kid who just wants to walk to sit still. We'll take mid-day breaks most days which can work for nap time.
We waffled over the last few weeks, but everything we see coming from folks who visit, we feel more comfortable going to the parks than to the grocery store. As time has gone on, we got more and more comfortable. The big issue for us was how to get there. We were first considering driving overnight (thanks to
@DisneyGigi for some really helpful info!), but after some research decided we'll fly Southwest.
So now the main thing on our to-do list is to figure out if we want 4 or 5 park days. There just isn't a ton in HS for baby L to do, but C has taken a liking to Star Wars (and I'm pretty sure Kylo Ren is her first crush...). And an actual rest day does sound pretty nice.
The most interesting part of this 2 week planning time-frame is that when normally we can have to-dos for the week, this is pretty much to-dos each day. My sister thinks we're nuts (not for going now, but for the quick planning time), but considering this will be less planning than normal, I'm pretty excited! And plus, with working remote - will anyone know if I do it during the day?
My consolation prize for not going this anniversary is pretty cool too though, we will be meeting our newest addition, a granddaughter August 31! I am here and following along, while planning a fall trip after the baby gets here and settled. 
)
