Speaking of youth, this 14-year old has just crossed the Atlantic making him the youngest sailer ever to do so.
[http://www.yachtingmonthly.com/auto/newsdesk/20070003092614ymnews.html
Google News

I'm a bit surprised that windsurfing is not mentioned as a way to get started in sailing.
IMHO there are a lot of parallels with high-performance sailboats like cats, skiffs, etc.
like the use of a trapeze, rig and sail tuning (and lots of swimming<img src="http://www.catsailor.com/forums/images/graemlins/grin.gif" alt="" />).