Notice:
The advice given on this site is based upon individual or quoted experience, yours may differ.
The Officers, Staff and members of this site only provide information based upon the concept that anyone utilizing this information does so at their own risk and holds harmless all contributors to this site.
Let's talk a bit about rebedding deck hardware. In doing it let's focus on stanchions. Would it be sufficient to apply the caulking compound just around the bolt holes or would it be best to apply the caulking to the complete underside of the stanchion? Certainly, the first option would be less messy.
I used the polysulfide from WM for bedding all the wood trim on the boat. I circled the bolts and the edges of the trim pieces. After a week, the excess was easy to trim (no wiping necessary).
Now I'm aiming for the stanchions. There're still substantial drips coming in during rainstorms from these.
I would also put the caulk around the perimeter, if not most of the base, as Don suggests. The reason is that a stanchion base can take a fair amount of torque from pushing/pulling on the top or the lifeline. You want enough caulk to maintain a good seal, but you also want good support to prevent the caulk from letting go of either the piece or the deck. After polysulfide cures, it's very easy to trim and zip off the excess, so don't worry about that part, and don't try to wipe it off when it's fresh.
Don also mentioned countersinking... I did that by running an oversize drill bit <i>in reverse</i>, creating a bevel around the hole. Reverse keeps the bit from grabbing and going deeper than you want.
Bruce: I was about to re-bed a leaky stanchion on the starboard side (and some others) when Bill and Amy grabbed Passage away from me--way before I expected to sell her! That was the only one leaking at the time, but only during the winter. It goes to show that stanchions could use rebedding on a regular schedule--like maybe five years.
Notice: The advice given on this site is based upon individual or quoted experience, yours may differ. The Officers, Staff and members of this site only provide information based upon the concept that anyone utilizing this information does so at their own risk and holds harmless all contributors to this site.