More time qualifying your surveyor
Warren's list is a good one. But on "classic plastic" boats like our '77 h27, the issues of time, weather, and use patterns of previous owners mean that problems can arise with low frequency almost anywhere.I think one of the most important tools for the survey is the moisture guage, since the most common problem is water getting into the wood core of the cabin top or deck, and rotting the wood meaning that the cabin/deck sags, and must be fixed.Our surveyor said to keep an eye on the mast step, and last summer, it clearly collapsed - the interior liner wrapped around the compression post, and all of the shrouds had to be tightened as far as they would go to tension the rig. We replace the rotted wood with aluminum and glass last spring - the cost was around $1,200.Also, check the hardware on the overhead hatch(es) ours wore out and broke, causing leakage into the v-berth. We replaced it while we were doing the mast step so we could just refinish the cabin top once.Finally, the portlights (windows) almost always leak unless they have been carefully replaced. I don't know how to spot this in a survey. The leak ends up between the cabin top, and the liner, and could show up anywher in the cabin.But these are absolutely great cruising boats! They ride the waves and wind very well for their length, and show good speed when reaching - our most common cruising point of sail.And the simple systems are a most positive advantage. There are too many things to break on some of the newer boats. We enjoy a camping lifestyle, and find it very comfortable for 2 on the 20 nights we spend on her each summer. I spent a week with my Dad and two brothers, and the issue was storage - the sleeping on the two benches, quarterberth, and v-berth was fine. And it was a good thing we were family!Finally, 27 feet is a good size for one or two to sail. Moving up in length means rapid increases in boat weight, and stress on the running rigging with resulting handling issues. Handling the boat and the sails on Lady Lillie is easy for my wife.Good luck,DavidLady Lillie