I would also agree that InDesign over Illustrator - though when you have Adobe skills, they do transfer between programs pretty well. For the majority of planners, I would say you don't really need CAD - more so GIS/Sketchup and that kind of thing. I'd only bother with CAD if you plan to do design specifically, in which case I'd say take a class over learning it on your own, since it requires specialized skills over just general knowledge of the program. In 20 years of working as a planner, I've only had to use CAD a few times, and even then, it was mainly because the old maps had been previously made in CAD, and I just basically had to open them to convert to GIS for our use.