The jumping really should go for you when you click on the distant lands. That might be hard for pathing, though, as the game would have to guess if you wanted to jump to the spot or walk around to it (if such a path existed). It does seem to know when there isn't a path, though.

They should really allow you to select the group so you could at least say (jump here) together.

It's very frustrating when your low strength character can't jump a distance and you have to burn a slot on a teleport. In real D&D, it would just slow your progress as you dealt with climbing down and climbing back up, or as you find a way to ferry the person over. It wouldn't hard block you.

We need more climbable surfaces too.