I think if there's an itch there, and you can scratch it, then you should.
A "stick n rag" boat on the open sea never appealed to me because it's not something I'd experienced when I was forming an opinion on boating, I'd experienced a motorboat " in a ditch" and lochs and I loved it. Each to their own in my opinion.
Sure, boats are a money pit, but how can you put a price on an enjoyable and relaxing hobby? A Morgan could well be described as a folly by some people, personally I think it's worth every penny I invested in it. I don't want to be on my deathbed with covid thinking I could have done this and that but didn't!
I worked at an undertaker's for a number of years, there was a saying there, " there are no shops in the graveyard"