How did you get the money for your first sailboat?
Saved up and bought a Siren 17 for $900. It was in sailing condition save for needing a few lines and some trailer work. I put a little more money into it to make it nicer. I've recently traded it for a Chrysler 22. It's a bigger boat but its not as nice and needs a little work. It's okay because I have the whole winter to work on it. It cost me nothing but a tank of gas to go get it and a few bucks to swap titles. I'll fix it up and then see what's in the cards for me a few years down the road spending only a little money at a time.