There are bulkheads between sections of bilge. There are limber holes, which are comprised of a glassed in tube at the bottom center of most of the bulkheads. The bilge space underneath the fuel tank drains back into the engine bilge, for example.
Your in Ma. so I assume the boat is kept in saltwater. Fist thing to do is determine if the water is salt or fresh. (i.e. coming up from below, or down from above). It sounds like you've already done that.
This could be a scupper leak, freshwater system leak, or a leak in the rub rail and/or rail stanchions. I wouldn't suggest 'tasting' the water. Buy a salt detection kit. Bilge water is not just nasty, it can be potentially very unhealthy. (Mechanic in Fla. died a few years ago due to a nasty bacterial infection from 'tongue testing' bilge water. Obviously this is a very rare, worst case scenario).
If you suspect your freshwater system, you could throw a little food coloring into the tank and run it out all of the lines to the faucets, then watch to see if the water turns color. (When I had a holding tank leak, the blue water, was a dead giveaway).
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