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Is that 2 year old Catalina is going to end up costing me $150,000, $250,000 or much more in 25 years. Is the cheap to buy upfront older Tartan going to cost me $80,000, $150,000, $250,00 or even more in 25 years. I keep hearing that keeping an older boat going can be extremely expensive.
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Over 25 years you are going to replace everything on the boat except the hull - regardless of which one you buy. If you buy a 20 year old Tartan and maintain it well, I would venture that it is going to be worth more as a 45 year old boat than a Catalina will be as a 27 year old boat. A vintage BMW is worth more than a vintage Chevy. Not that Tartan quite hits the BMW level ... but it's a tier or two above the Catalina...