Don't buy a 27..
Buy the 30 and be done with it. I know so many sailors that thought a 30 was too much boat, bought a 27, and within a year wanted a 30 and lost lots of money in the process. A 30 is NO harder to handle than a 27 and in many cases it's easier to handle. They are also less tender so if you're trying to convice a SO about sailing always opt for the more stable boat! My 36 footer was easier to handle & sail than my 30 but there was more work to do on the 36. I'd look for a used Pearson 30, there is one for sale at the traffic circle near the Quincy ship yard, I saw it last week while making a trip to Eastern Yacht Sales or a Catalina 30. It's been said before but the Catalina 30 is a LOT of boat for the money and you won't quickly out grow it like you will with a 27, 28 or some of the smaller 30's like a Cape Dory..
You will regret buying a 27-28 footer, unless it's a freakishly large 28 like the Catalina 28's. Stick with a 30 and there are plenty of good ones out there.. If you're just sailing MA Bay then you do not want a full keeler. They are slow and have less room when compared to a fin comparitively speaking unless your talking about an IP. Deep draft is fine but the re-sale in that area tends to lean towards shoal draft or wing keels. There are plenty of boats out here but DO NOT buy a fixer upper thinking you are getting a good deal or you'll be sorry!!
-Maine Sail / CS-36T
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Last edited by Maine Sail; 02-21-2007 at 06:49 PM.