For years as I was a kid my Dad and I went to boat shows looking for small cruising powerboat you could use on a trailer as a "camper" and also on the water. He died at 62 and never pulled the trigger. I ran "spreadsheets" for years and could never justify the "cost" of a big sailboat (that's the engineer in me) but like my Dad I dreamed of having one. I had a heart attack at 47. Lots of spreadsheet between 40 and 60.
At 60 or so, I found a boat my wife and I both liked in New Rochelle New York and the price/condition was right so we flew to New York to look at it. When I got back I ran the spreadsheet anyway and concluded it was not a "wise" use of money. My wife said "BUY THE D$%M BOAT." Almost named it that. You either need to enjoy working and fiddling with a boat in addition to using the boat or it will become a chore. My wife doesn't quite understand that. Buying a boat is an emotional decision and if you are worried about it being a sound financial decision, you will never buy one. Just my 2 cents.
At 60 or so, I found a boat my wife and I both liked in New Rochelle New York and the price/condition was right so we flew to New York to look at it. When I got back I ran the spreadsheet anyway and concluded it was not a "wise" use of money. My wife said "BUY THE D$%M BOAT." Almost named it that. You either need to enjoy working and fiddling with a boat in addition to using the boat or it will become a chore. My wife doesn't quite understand that. Buying a boat is an emotional decision and if you are worried about it being a sound financial decision, you will never buy one. Just my 2 cents.