Ah, well it doesn't help much if it all of a sudden worked I hadn't tested in the mode with autosaving on, maybe there's a problem specific to that. Then again, I just tried and it all worked ok. One thing though -- while adding stops, you currently pretty much always have to hit Finish before saving. And the save will kick in automatically at that stage anyway. This is something that needs fixing, because I think it is just confusing that nothing happens when you try to save at that point. Autosave is meant to periodically save, but I'm pretty sure it too won't kick in while in stop-adding mode.
So yes, always hit Finish to trigger the save!
Yes, the calendar thing should be fixable. It already works this way in the Planner view, but of course that's not much use in the map view