Keep in mind that any boat, even a brand new one, will require constant repair and maintenance. If you happen to find the right deal, invest sweat equity and just inch a profit from the increased value, the simple cost of carrying the boat for any period of time will take it all back.
Like many big toys, there are ways to partially offset your ultimate cost of ownership, but it is a cost.
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In the harsh marine environment, something is always in need of repair. Margaritas fix everything.