Re: Purchase an ex charter boat
My thought on charter boats, never having owned one, but worked on them when they were first bought from the charter companies, is that the regular maintenance was almost always up to snuff. Engine oil was changed, tranny oil was changed, electrical bugs fixed, ect... And often there were maintenance logs for all of it going back to break in, since the charter companies treat their boats like a long haul trucking company do. They are huge investments and maintenance needs to be done, and quality maintained.
What I tended to find in poor shape were the 'soft' systems. Sails were often in bad shape, lines were up for replacement, cushions were worn (generally the foam would be due for replacement), the interior wood was due for varnishing. Every boat was different, but generally there was never anything that would keep the boat from leaving the dock, but a lot of things showing wear. Some new owners wanted it all redone which could be expensive, others didn't care and just wanted a mechanical refresh.