I catch up with Dave Pike and get a boat tour of his small cruising boat, on his second half of the Great Loop. His modified Walker Bay is a dandy little craft, well thought out and designed for capable cruising.
It is much more fun to live with a boat that fits your actual cruising plans, not some fantasy dream machine that is way more than you need or can afford. Finding a good fit makes for a memorable adventure rather than a trip down bummer lane. The number of big trawlers for sale for "health reasons" is proof that one should focus on the smallest boat that is big enough.