porthole
Retired
Have you looked at any bellows for the cylinder? I just had a though a shock boot might be suitable but there are other options. http://www.mcmaster.com/#protective-bellows/=12c2fez
On the winch drain holes on the bottom resting portions and silicone applied to the upper portions might help it survive a little better.
It is the pump piston that is the issue.
The davit and winch are harbor freight stuff - I got about what I expected.
As far as sealing the winch, I'll look into that if I have to replace this one. Part of that problem is the orientation of the winch. I have it mounted vertical on the davit, and probably in the wrong vertical orientation to minimize water intrusion.