Replaced Centerboard Trunk Cap

I replaced the CB trunk cap. I not only had to drill new screw holes to attach the new cap, but because the main sheet block is now attached with four nuts and bolts I needed to drill holes in the fiberglass trunk top to accommodate the bolt ends. Do I need to caulk or otherwise seal these holes to avoid leaks?

Any hole that is exposing or drilling through wood, is best sealed.  I like to use 3M 4200.  Be careful about 5200, because it can create a bond which is near impossible to remove later, if you have to.