Stopping the leak in its tracks
Mel is right, leaks aren't always coming from where you see the water. There are probably as many different ways to find the source of a leak as there are people.If you find it necessary to rebed your hardware I would suggest the following:First, determine if you can, what is on the boat now. Trying to get silicone off is far different than trying to remove a polyurethane. Then depending on what you are removing, will dictate how much of it you need to remove.If you have any of the BoatLIFE caulking products, they all marry to themselves, so removal of all traces of material is not necessary, as long as you rebed with the same material.If you can't determine what is on there now, then your best bet would be to remove it completely. You can do this by first removing the fasteners, then carefully cutting the caulking holding the hardware to the deck. An easy way to do this is to use a piano wire and slice under the hardware. Once you have the two separated then you will want to remove all traces of the current bedding compound. This can be done by spraying "Release" and carefully scraping with something such as a tongue depressor, personally, I like to use my finger nail (one of the greatest tools God ever created). It takes some time because "Release" works on the bond between the caulking and the surface, it doesn't dissolve the caulking. You will want to do the same thing to both the hardware and the deck.Once they are clean and free of the old bedding compound, clean both surfaces with Life Calk Solvent & Cleaner (don't worry that it says Life Calk, it's a great all around solvent & cleaner and safe for fiberglass). I would then suggest rebedding with either Life Seal or Life Calk.Apply a sufficient amount of caulking on the underside of the fitting and position it on the deck. Insert your fasteners and tightened down about 7/8 of the way. You don't want to squeeze all the material out which is why you don't want to tighten everything down all the way. Next you will want to wipe up the caulking you have squeezed out. I would suggest you use "Release" for this. Once the caulking has had time to cure, tighten the fasteners the rest of the way and add a dab of caulking around the edges of them to take care of any breaks you may have caused when you torqued them down. For a nice finish you may wish to take a nozzle cut to the smallest diameter and run a thin even bead around the edge of the fitting and smooth it out with your finger which you have either sprayed with "Release" or dipped in soapy water.