TLC vs. Almost new
Im not going to get this exactly right but, hopefully, you will get the gist; you can buy a boat for $10,000, put another $10,000 into it and have a boat worth $15,000 at the end of the process. If I had to guess I would say that the depreciation on a new boat is even worse than that of a car. With a used boat you neither want a boat that was never used nor one that was used extensively and in trying conditions. I think the best bet is to buy a used boat that has recently gone thru a mechanical/sails/rigging upgrade cycle.