Lots of choices!
rpierpo1, I would go first to the link below and buy A Complete Guide to Choosing a Cruising Sailboat. A key exercise is to refine what you are looking for, and what criteria will be key for you.In fact, there are very few "bad" boat designs out there. So you are looking for one of a broad set of designs that best meets your needs. Our best friends just bought a cruising boat on the Great Lakes. Since he is 6'2", a cabin taller than that was a must. Although they bought a 1982 Hunter 30, Ericssons, Pearsons, and Islanders were all attractive to them.Once you identify the designs that could work, searching the market for the specific "right" boat can take a long time, especially (as your price point indicates) when you are shopping in the used boat market. Although I think the Catalina 30 is a great boat (it was our number two choice when we decided on our '77 Hunter 27) our friends simply didn't like its looks. Luckily there are many choices out there.But the search is fun on its own account, and you will end up with a great possibility for fun and recreation "down east."Good luck!DavidLady Lillie