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I’m adding some deck fittings to a fibreglass kayak using a bolt, washer and nyloc nut: what’s the best way to get a good watertight seal around the bolt? Slap on some resin to the underside of the deck, once the bolts are in place ?
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I've often used a bit of silicone sealant around the edge of the fitting and backing pad or washer, but rubber washers work just as well in most locations and are less messy. Only time sealant will be better is if you have rough chopped strand internal finish but unless you have a really old boat this is not very likely because modern finishes are much smoother. Footrest tracks are fitted with rubber washers between the track and the hull, if you have an adjustable footrest and not a fixed plate.