View attachment 129071 I've been mulling over this exact idea for the last two years... there are many classic designs that I would want to build, but I know the math intimately and know that buying used will cost me 1/3rd of what it will cost to build, so with that said;
Hinckley Bermuda 40 (mk III if possible).
I think everyone is familiar enough with this boat and the pedigree of the design to understand all of attributes and its few compromises... (the head is pretty cramped). All that said and done, this is still my number 1 choice. And Yes, I can afford it (sort of). I can sell my house right now and buy one is cash, but I'm working on a smarter financial plan... Keeping my house as an investment property and still buying the boat. Lots of stuff going on, Grad School, Job offers; many things that need to be ironed out first... BTW, the B40 pictured is on the market although not my first choice. Most of them are on the east coast and shipping to the west coast might cost too much. The great thing about Hinckleys is that there are always several on the market.
haha, I forgot they 'why' part;
Classic lines and highest builder standards in the structure as well as finish
Shoal draft centerboard design for gunkholing in far off destinations
Although not fast by today's standards, they used to race them and it still makes for a comfortable and efficient passage maker.
And really.... Just LOOK at it!