Difficult question for me. My 1996 Hunter 376 that I've had now for coming up on 12 years now could qualify. It is my second boat...first being a 21' draw keel boat I had as a teenager. I didn't know much about boats when I bought this but now I know a lot more, so much I am confused as to if I would buy it again if I did it all over again. One thing is for sure, I got a lot of boat for the money I spent (when I think about the money I've spent on maintaining her since, 2x the price, I sometimes wonder on that

).
When I sold my first boat as a teen I told myself 'one day I will buy a big boat, make it my home and sail around the world'. Well, when I bought this boat I wasn't planning on living on it or sailing around the world (that took a year for that dream to come back and another 6 years to get ready and now I'm doing it) but when the salesman asked if I wanted to change the name of the boat 'because this is the time to do it' when I was filling out the paperwork, I said 'no way man, the name is perfect'. These days sometimes I wonder about picking a name a bit more less common like me

such as 'Broken Compass' or 'This Way' with an arrow pointing forward but I still can't get around how perfect the name was for me.
Now that I am getting married in Tonga to a wonderful woman who has graciously agreed to finish the around the world trip and maybe even do it a second time, I have been wondering about upgrading to a larger boat. My issues is no water maker and such a small water tank (60 gallons) that does great for me but with her on board could be a problem. I collect rain water and that is awesome as I never seem the need to jug water anymore, but that will change soon. I thought about more water tanks but no place to put them. I can't even figure out where to put a water maker.
The boat came with a genset but it is old and loud and takes up a valuable lazarette and that lazarette is shallow so it is the only getset made that can fit in there. Then there is the issue with stock piling food...where to put it? I had plenty of room for just me on my 30 day crossing for food but next time...hmmm...could be an issue.
If I do go with a bigger boat, well, what kind? I've thought about another Hunter but doubt it. The swept back spreaders is a pain when sailing and after all the manufacture defects I've had to fix on my boat, well, that kind of turns me off too. The problem is, I've been on many boats and the only ones I would like to have better than my boat I would not be able to afford for another 5-10 years.
A Swan 53 would be nice though
She says my boat is just fine so if I can figure out a solution to the water issue and do some re-design inside to make more storage space then I would have to answer my 1996 Hunter 376 - s/v Dreamboat


