Take a photo of the entire cockpit so I can see what has been added over the years which may require two photos. Usually a screw or two not caulked with add ons for example bimini bases were never caulked or simply caulk wore out. When posted, I will comment and if I cannot figure out, I will explain a sure fire way to find leaks on that boat vs. a hose being used or even raining outside.
Close the forward hatch and opening ports and you will probably need to tape the edges of the forward hatch. Then take a piece of plastic one piece that will fit over the entire companionway and tape it down as well. Put a small slit in it, insert a leaf blower and tape around that too, have someone with a bucket of soapy water with brush standing by. Turn leaf blower on to pressurize cabin and then start brushing all hardware bases and so forth and where you see air bubbling out, you found a leak.
Still need those photos.