Speaking as an expert
I'm an expert on this particular question because I'm so new to this whole world, which means my situation is still pretty close to that of the original poster. My wife and I bought our first boat about a year and a half ago. We got a 1982 30' Catalina for something like $14,000 and sailed it in the SF bay for a year. I think it was the perfect boat for me and what we wanted and needed. It was big enough and roomy enough but also inexpensive enough. It wasn't too big for me to feel comfortable bringing it back into our berth. I was strongly advised to get a boat with a diesel engine, vs. gas (the Atomic 4). This is what we did, but there's another issue I'd raise here: After a year we sold the boat. No sooner did the new owner take full possession of the boat and motor it down the Alameda estuary than the engine blew out on him. Although "legally" I had no responsibility for the boat anymore and there was no prior evidence that the engine was about to blow out, I still felt partly responsible and ended up paying half of what it costed to install a new outboard engine. But not every seller might do the same. What I've since found out is that these older, smaller diesels are cooled by direct sea water. Maybe this isn't such an issue in the Great Lakes, but on the coasts this means that salt water is flowing through the engine. Not a good thing. I would advise anybody to make sure that the engine has a heat exchange. Probably all you more experienced sailors take that as a matter of course, but us newbies don't necessarily know about that detail.Anyway, I think that a good, production boat of about 30' is a good start. Here in the Bay area, Catalinas are pretty popular and it was easy to sell the 30 when the time came. Also, unless a person is extremely wealthy, money matters. What if a new sailor finds that they don't like sailing that much or it's too time consuming? I think it's better to start with a boat that's not too expensive, which usually means one in the 25-30 foot range.Anyway, having been there pretty recently, that's my view.
I'm an expert on this particular question because I'm so new to this whole world, which means my situation is still pretty close to that of the original poster. My wife and I bought our first boat about a year and a half ago. We got a 1982 30' Catalina for something like $14,000 and sailed it in the SF bay for a year. I think it was the perfect boat for me and what we wanted and needed. It was big enough and roomy enough but also inexpensive enough. It wasn't too big for me to feel comfortable bringing it back into our berth. I was strongly advised to get a boat with a diesel engine, vs. gas (the Atomic 4). This is what we did, but there's another issue I'd raise here: After a year we sold the boat. No sooner did the new owner take full possession of the boat and motor it down the Alameda estuary than the engine blew out on him. Although "legally" I had no responsibility for the boat anymore and there was no prior evidence that the engine was about to blow out, I still felt partly responsible and ended up paying half of what it costed to install a new outboard engine. But not every seller might do the same. What I've since found out is that these older, smaller diesels are cooled by direct sea water. Maybe this isn't such an issue in the Great Lakes, but on the coasts this means that salt water is flowing through the engine. Not a good thing. I would advise anybody to make sure that the engine has a heat exchange. Probably all you more experienced sailors take that as a matter of course, but us newbies don't necessarily know about that detail.Anyway, I think that a good, production boat of about 30' is a good start. Here in the Bay area, Catalinas are pretty popular and it was easy to sell the 30 when the time came. Also, unless a person is extremely wealthy, money matters. What if a new sailor finds that they don't like sailing that much or it's too time consuming? I think it's better to start with a boat that's not too expensive, which usually means one in the 25-30 foot range.Anyway, having been there pretty recently, that's my view.