All depends on you and where you are. I lived on my Pearson 30 for about a year, including a Michigan winter. It was like camping. Alcohol stove. Foot pump water. Trudging through the snow to take a shower and then coming back wet wasn't nice. Same for going to the toilet in the middle of the night. Water from Jugs. Don't use the head at the dock. Not real nice. Sitting at the dock with a cold drink on a summer evening. Socializing with dock neighbors. Great! All in all, I wouldn't trade it for anything, but I don't think I would want to do it now. If you need air conditioning, pressure water, a real kitchen, like my wife, out 41 footer is just about right, although in fairness, I must admit she survived a month down the ICW on the Pearson.