Re-built my rudder this winter
Coming in late to this string but I have a 285 (1987) and I bought it two years ago knowing that it had a delaminated rudder. (They all do!) Before the problem went on too long I had the rudder removed and over this past winter rebuilt it. Like you I had four areas where the "skin" was delaminated along with lot of water in the rudder. Using a Dremil, I cut away the delaminated parts and drilled about 50 holes all of the rudder. Then I built a tent out of clear plastic and placed a heater inside (be very careful if you ever try this). I "baked the rudder almost all winter at a low heat and you should of seen the amount of water that came out! After it was dry, using West products, I sealed up the holes, taped along the leading edge of the rudder (which slpit open from the baking process), replaced the cut out skin areas with new glass, faired it, barrier coated it and painted on three coats of WHITE bottom paint. I should also mention that I worked on the area where the rudder shaft entered the rudder, a very comon area of water entry.Which brings me to my point. Prevent the problem before it happens again! It was a lot of work to re-work the rudder. It cost me about $300. in materials and some tools but cheaper than a new one. Just about everything I've read in this string is true, in my opinion. But the most important thing it to make sure the job is done right, either by you or the yard. Next winter, after your boat has been out awhile, have someone from the yard come over with a moisture meter (their too expensive to buy and you can't rent them) to see the moisture level in your rudder. Don't do it right after the boat is pulled cause you'll get a false reading.