Late reply to the OP--For those with the 1/2" bolt through the trunk, it is possible to achieve a dust dry bilge using SS conical washers that have EPDM bonded rubber on them. Available from Marine Bolt Supply or on Amazon.
https://www.amazon.com/dp/B01N9DK14T?th=1BUT, you should first do some of what I did last year as shown in this thread:
viewtopic.php?f=2&t=6942&p=42091#p42091The key point is to use a bushing which is longer than the centerboard is thick--it should barely fit in the trunk opening. That way you can fully tighten the nut without squishing the trunk. It's possible that these washers would work without modifying the bushing, but it wouldn't be that difficult to have a plaxtics shop make you everything you need. Gotta drop the board though.
I ended up removing the 2 ugly shims in the other thread. Instead I made some washers which were exactly the right thickness to fit over the barely protruding ends of the bushing and sit flush. I got lucky with finding the right thickness plastic lying around. By eliminating centerboard lateral travel along the bushing, I was also very happy with the lack of CB wobble! No need to adhere the washers as they will be pinned in place. Part of that success might be the tight tolerance hole I made in the bushing (33/64").
The control lines now work so well that if I have my gear bucket in the way it just gets pushed over when I'm tugging on either up or down haul. While I was at it I upgraded the cleat to 2 clam cleats--one releasable. Thanks to long time poster Tim Webb for that tip! And yeah the top one is crooked. Getting less careful as I age.

- CB clam cleats.jpg (61.54 KiB) Viewed 4003 times