> -Spend different seasons in different places. I'm moving to Tokyo for 3 months next year as a breather.

As I was a teacher, this is what I did before I moved countries. I'd spend a month or two of the summer holiday in a different country doing language courses (I love languages and linguistics as well). It was a great way to have structure in a place as well as stuff to do, plus I've found they often arranged guided tours cheaply, so it always worked out well.

Might consider doing that again, but I'd likely need some extra income streams, which could be doable.