I researched and investigated sailboats for amlost 2 years. First I was convinced the Mac 26M was THE boat to have. Then I drove to a dealer and looked at it. Seemed much smaller and 'frailer' than I thought it would be.
Then I took a charter certification class on a Catalina 34....got spoiled on a bigger (but out of my price range) boat like that.
Then I started looking at boats with these criteria:
1) Late '80's vintage - Because they would be in the right price range

2) 28'-34' range - Because I thought I would be comfortable on the Great Lakes in one this size
3) Diesel engine - Because I prefer the safety & reliablilty of a diesel over gas
I really liked the Oday 322. Could have had a 1988 for $25K, but did not pull the trigger fast enough and it sold.
This weekend, I purchased a 1996 Hunter 280. The more I see this boat, the more I like it. Great cockpit, where I will spend most of the time, set up for single-handed sailing, great swim platform on the back, cabin is a bit "modern" compared to some of the classic boats I was considering, but like the Mac in many ways...only better. Wheel steering (with a big wheel), a built-in icebox (with a drain and everything), A stove and sink (that I do not have to move out of the way to sit down), a head that actually has a head and room to sit on it). The aft berth is big like the Mac and the V-berth is useless, like the Mac. All for the price of a newer Mac ($25K).
So, even though the boat was smaller than I originally wanted in a real keel boat, I think it is a great compromise and better suited to me than the MAC. The only thing I won't be able to do is trailer it to Superior for a cruise in the Apostles.
But then, I drive a Honda Civic Hybrid, so I would not be towing anything around anyway
To each his own....but for me...this is the real deal:
http://www.yachtworld.com/boats/1996/Hu ... ted-States
Greg