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Leaky ports are not that unusual for an 18 year old boat. What would be a concern is if the deck or hull are cored, and if there is moisture in there. I suspect that the owner of this boat has lost interest, and she has been neglected.
To check if there is moisture in the deck, either get a good surveyor, or find a friend that owns and knows how to use a moisture meter, and check the deck and hull out. (I lent mine to a friend, but it seems that he did not have a clue. He did not get meaningful readings, and messed up the calibration. I don't lend it out to anyone any more).
Spider cracks can be cosmetic, and don't scare me.
To check if there is moisture in the deck, either get a good surveyor, or find a friend that owns and knows how to use a moisture meter, and check the deck and hull out. (I lent mine to a friend, but it seems that he did not have a clue. He did not get meaningful readings, and messed up the calibration. I don't lend it out to anyone any more).
Spider cracks can be cosmetic, and don't scare me.