I noticed recently that two working mail subfolders -- WDW trip and holidayreservations -- had never really been decluttered, and before I got too delete happy, I thought to consider them as input to a timeline project specifically aimed at Disney, and then, ultimately, our vacation travel as a family in general.
Because I really had struggled with how to create a table of the information in question, I am just producing something sort-of narrative like, organized chronologically (which is tricky, because I want to preserve data like, when did I _book_ various components of the vacation vs. when did I _take_ the vacation). And like all retrospective, personal narratives, it is a form of memoir or life review, which dredges up all kinds of past thinking that is different from the way I think now. For example, I called R. (not my husband or my sister) to discuss with her what happened in August 2011, when we left the Cape a day early because we were concerned about Irene, and she chose to stay. From the perspective of 2015, when we've been friends for 4 more years (weird, that sounds like a campaign slogan), I can barely fathom what the hell I was thinking leaving her there. Now, I'd basically insist she leave the Cape with us. At the time, however, I was a lot more laissez-faire about Other Adult Decision Making. As I've gotten older, I've become much more aware of when someone else is making a mistake that they don't even _realize_ they are making, and I am therefore a lot more intrusive on insisting that they at least reassure me that they understand what they are doing, and are consciously taking on that risk. Turned out that even post-Sandy, R. had no idea what could have happened if Irene had come closer to the Cape that summer, instead of fizzling out. Worse, R. had concerns about the risks of last minute travel plan changes in terms of messing up reservations; I could have addressed those if I had known about them, but I didn't, because I didn't ask.
That's the big difference between then (2011), when I was first starting to drag friends and family along on my adventures and now (2015), when I've been doing it for a few years. I realize now that by dragging people way, way, way out of their normal routine, I am exposing them to a bunch of weird possibilities that they might not know about, and I have started really making sure that communication happens about those possibilities. It never mattered much with people like my cousin B., or my friend A., who both have traveled a ton for work. They've already had everything bad go wrong while away from home -- I wasn't going to surprise them with anything. But that hasn't been the case for everyone else.
Ah, life review. Where you realize you actually _have_ learned some things along the way.
ETA: Even with many emailed charge slips, reservation confirmations and the family paper calendar for the relevant dates, it is an enormous pain in the ass to reconstruct all of our weekends at StoryLand and Santa's Village. They've all run together in my head, and while I can work out the dates from the photos in the Flickr albums, figuring out which hotel we stayed at can be a real mystery, since I apparently don't take pictures at the hotels.