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Pretty open question, are you asking the ongoing maintenance cost after you have made the boat seaworthy ?(on a boat that old, getting that far alone will cost a bit) I would definitely buy something made in the 80's. A 30 footer is very capable, unless you plan on visitors staying aboard. You should be able to get a well found 30-32 footer in the $15-20K range if you take your time and look for bargains on the right boat. (investigate and know what boats fit the need ahead of time) The next question is where will you live? In a marina or on the hook? If you go to the bahamas and live on the hook, I dont know why you cant live on $1000 per month. You will need to haul and bottom paint about every year, figure maybe $650 for that. Figure oil and fuel filter changes make up another $350 per year so now you are up to $1000. Everything else is dependent on what you want and the original condition of the boat. (sails, engine, running rigging).... If you want to live in the eastern US in a marina, that's a whole nuther cost scenario... but then you asked about maintenance, but it's all connected...
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