If I happen to win the lottery, and get to live out my dreams, I would probably race cars "for a living" -- IMSA or Trans Am type cars, and definitely on road courses (as opposed to ovals).
For something a little more realistic, I may take a class (Skip Barber) at Road America.

Check out RacingSchools.com's list of racing schools--they have a list for just about any type of racing school.

Also, check out my motorcycle page for motorcycle racing info & links.