It all depends on what the donator wishes to accomplish. If hamiam want to get the maximum tax donation, he should follow sailingdog's suggestion and sell it for the best price. Donate the sales proceeds to the non-profit org you wish to. But if hamiam wants to see the sailboat have another life, give it to a true sailing non-profit who will maintain the boat, teach others the joy of sailing and forever keep the joys of sailing flourishing. End of delima. Personally, I would sell it for the best price and donate your proceeds to your favorite non-profit. Better yet, donate your proceeds to a sailing non-profit such as Sea Scouts.