Opinions Please: 1940''''s Wood vs. 1960''''s Fiberglass
Wooden boats take an extreme amount of maintenance to keep them in good sailing condition and good appearance. The spars alone, it they are wood also, are enough to keep a person busy most of the time. Also, since you are going to be sailing on the Great Lakes you will most likely be taking the boat out of the water every winter and that tends to dry out a wooden hull and create leaks at the beginning of every season while the hull swells. For the amount of money you intend to spend you should be able to obtain a 30 ft fiberglass sailboat into the early 80''s models. In my opinion, if you want a boat that looks absolutely beautiful and are willing to work on it virtually every week of the sailing season to keep it looking beautiful, get the wooden boat. If you want to spend more of your time sailing...get the fiberglass boat.