SAFD: I did the Keys to the Kingdom decades ago with my family (meaning my parents and siblings) and it was way cool.
Bucket list items: staying in a lux resort like GF, which should be checked off later this month (corporate dime, not mine), and W&D and the food festival. We have two more years until DS2 is out of HS, so maybe then the DW and I can head down in the fall for W&D. The Wild Africa Trek sounds fantastic, and would love to do it if DW's new knees will allow in a year or two.
Wayback machine items: the Star Wars themed races, the ToT 13K, and the Expedition Everest obstacle challenge. I missed all of those races and would loved to have done them.
I do miss the Disney art that we used to be able to purchase at WDW and at the
Disney store at the mall. The ex and I used to collect sericels on a low key basis, meaning we'd buy one if we saw one we liked. All of those "disappeared" in the divorce. There were a few I'd like to have now, but so be it. I really liked being able to shop and have everything delivered to our room at the resort.
And I miss the old marathon route where we had much more time in the parks, especially HS.
As for WDW at Christmas: I absolutely do not want to be there with all the crowds at the end of December. To me, one of the perks of MW is that I get to see Disney decked out for Christmas without the crush of Christmas week visitors.