I like this idea. I liked all the test ideas too. I wouldn't mind if there were more too it even and you would have to come back later in the game to get to take all of the other tests they have.
I think a small city would be cool. Windfall was pretty good itself. I think if it had some more mini-games it would be even better. Maybe have another part of the island that is less hospitable with a few enemies or something. Maybe even some areas to explore. It would probably be a large island.