I am shopping for a boat and really like the cape dorys and southern cross 31 and plan to liveaboard as well. I have seen and talked to so many who had bigger boats like 40ft and was tired of working all the time paying just to keep it tied to the dock and there very happy on there 31ft boats. I to wanted a 35 at first but then realized I don't need that, I would be just find on like a 31ft so that is what I'm shopping for. All you can do is go walk aboard these boats and decide for yourself. I asked the same questions when I first considerd this but the more and more I read I would rather something smaller and it's all I can afford anyway. I hope to after I buy my boat to save up and take off for a few years so around a 30ft is more of something I could afford.