Is my towing or trailering eye on my boat causing leaks?

i doubt if you are getting that much water from around the bow eye. they are usually caulked when installed and the wooden pad behind the hull usually will act as a seal as well. more likely places would be- any missing cover snaps of sides of hull, leakage from engine cooling system, engine bellows where lower unit enters the hull, bad seal bellows where cables leave the hull, any through hull penetrations such as depth finder , water intake for wash down pump, cooling intakes, or cockpit drains. also consider a bad joint between the hull and deck seam, any mounting bolts for lower unit or outboard. its also possible that its just splash water since its only a couple of gallons. i have a wellcraft that developed a leak that kept getting bigger. turned out to be the self bailing drain that exited the hull right at the waterline. the thruhull fitting cracked. keep a eye on it and if its stable its probability nothing more that splash water.