Boats (yachts) appear to maintain a residual value or worth. When eventually depreciated to that value, they tend to remain near it. Inflation keeps them there, although inflated dollars have intrinsically less purchasing power, etc. They maintain a non-zero value. So, when it is finally paid off you can still sell it for something. This, of course, is true of many kinds of hard assets; but we’re talking about boats.
Boats are always in a buyers’ market; whereas, homes/houses are nearly always in a sellers’ market. Going out, that is selling the house and buying the boat, looks “good” to people b/c they have the better hand in both transactions. The converse, selling the boat and buying the house, is not so good b/c one has the poorer hand in both transactions there. Think of it as sailing downwind versus upwind to destination.
If one wants to blow off the world and live the “dream” until waking up

, then he/she/they doesn’t/don’t care about that. But if you wish to return to a “standard of living” like the one that was left behind, then you need a viable financial plan.
At the most, you would not wish the boat to represent more than 20% of your net worth. Someone with a net worth of, say, $500K, should not be looking at boats costing more than $100K after the deal is done, IMHO. Remember, there are many “holding costs” for the boat; e.g., insurance. So, the first thing is, do what you can afford to do. You can do more if you use your “power” in the market you’re in. As a buyer, search out boats of good value. Forget about what you “want”. Think about what you need, and can afford to have, to pursue the dream, etc. A good value is a boat that can do the job you wish, one that is in good condition, not needing any major work, and hopefully one that has enough intrinsic build quality to hold a comparatively high residual value. So, you’re a little “cramped.” Let me tell you, one (i.e., inexperienced newbie) cannot accurately assess the comfort level of a yacht from the prospective of land-based structures. Once you’re on it, living on it, it’s big enough. Trust me.
Newer yachts have a lot of wasted space. Empty volume designed to appeal to prejudices of prospective buyers’ land-based perspectives of space and comfort. You can pay a premium for all of that nothingness. Don’t fall for that; or at least be aware of the subliminal tug on you to go for the “promise” of land-based living “comfort” on a cruising yacht

. This why you need experience with boats b/f diving in

!