One of the best books on the subject, and lots of other interesting stuff, is Frank Bethwaites "High performance sailing". If you can chew trough and understand what he writes in the first section of his book, you will know most of what there is to know on the subject. I have read trough his weather section lots of time, but I still find new and interesting things there.
I borrowed (stole) this from my brother's apt when I went to NYC for his wedding. I started reading it... wow... in depth stuff. I like the pics of the boat with the streamers all the way up the mast to show what direction the apparent wind is at different points of the mast in light through heavier winds. Lots of info in the book, LOTS... like you could study it for months and still learn stuff.