>>250769I would recommend looking for a sunfish as a starter boat. It's a great boat to learn on, and will keep being fun as long as you sail it. They can be found for a few hundred dollars on craigslist fully rigged and ready to go. Or if you want a project boat you can get one for probably around 50 bucks. You will have to spend a bit on sails and everything though.
vid related
http://www.youtube.com/watch?v=59RS9sT8S-Ualso here's some porn of the original Rainbow, JH2. Damn sexy boat