That does sound like fun, although I do wonder if there might be some balance problems?

Someone getting "City state, trade route, port city" basically only has to draw an archipelago, but someone with "Desert, Forest, Mountain Range" probably has to figure out a bigger landmass to be able to fit everything in.

Maybe instead of rolling for random elements, we could roll for "templates" which are packs of 3~4 elements that someone vetted to fit more or less in the same scale / level of detail?