Guys,
Are you looking at the pictures of the same boat that I am? It's a 16ft boat for $800 with a trailer. We're not talking about a 30-40 ft boat with all kinds of systems here. Why would you even talk to a surveyor on something like this. I can see talking to a friend that knows boats. I'd look at the hull, look at the centerboard trunk, inside and out. look at the rigging, look at the halyards, look at the sails. is it all easily fixable? If you have the know how, the right books and forums, go for it. I didn't learn how to fix boats by paying someone to do it, I learned how to fix them by tearing them apart and doing it. I read every book I could find and asked questions on forums. Then I fixed what needed to be fixed. If you move up to a bigger boat, you will have to learn how to fix them too. They're all about the same, some have more and complicated systems, but hey, read some more, ask some more questions. That way when you get out somewhere and get in a jam, you can fix the problem and get home safely. Don't rely on someone to come get you and tow you in to a safe marina so you can pay $$$$ to have your boat fixed. Do it yourself and take pride in the fact that you can fix it.
The trailer is worth a couple hundred, so that leaves about $600 for the boat itself. I don't know about you, but I make that in a few days. I'd buy it, tear it apart, and fix it, just to say that I can do it. And I'd tell the person I'm selling it to next that I took it all apart, and fixed everything so it's safe.
You've got a whole winter ahead of you to fix her up. Learn how and do it and you'll be surprised at the outcome.
Dave