Number 5...

Because in 1981 the Hobie 16 was a chick magnet, really.

Number 4...

Satisfies primal thrist for oneness with the elements.

Number 3...

Got a great deal on the Y membership, the lessons came with it.

Number 2...

Love the water, but I'm a cheap bastard and wont pay $4/gal for gas.

and the Number 1 answer for why I sail...

I got bored having sex all the time <img src="http://www.catsailor.com/forums/images/graemlins/grin.gif" alt="" />