I appreciate all the feedback, seriously. It's potentially in June, so that seems a bit more my taste, weather-wise, and definitely not 100+. I'm leaning towards it, for sure, now definitely might be the time. Maybe I could even stop by Tokyo (that literally just occurred to me, holy shit). There's also the worry in the back of my head that, since he's so much more of a go-getter than I am, there might be expectations that I should accomplish something while there, professionally. And I honestly don't even know where I stand, in that regard. Sabbatical = quitting my job and fucking off for a bit, while (potentially) making future plans/choices. edit: okay, Tokyo is definitely not as doable as I thought....but I'm not a very good traveler.
Duly noted.