Thanks smackdaddy, looking forward to picking a lot of your brains....
Heh-heh. As many around here will tell you - that won't take long in my case.
As for my very inexperienced take, I sail a C27, and I personally wouldn't want to live on it (or any other sub-35' for that matter). But that's me. I might have done it when I was 20, but not now.
You should probably poke around the "Living Aboard..." thread. You'll get some good answers there. There is LOTS to learn. And SN's a great place to do it.