Ocean Yacht Sport Fish Water Leaks

I had a leak in my port guest cabin on my 55SS and it was the windows. The marina tried to repair it but it didn't work. Another guy came and dug all the old sealant out and resealed it and I've never had the problem since. Not sure if it's the same.
I also had a leak issue from the overhead salon AC units where the drip pan overflowed (onto my laptop, destroying it).

Check your windows, porthole windows, spring/ mid ship cleats , window slider track, railing stanchions bases....anything that goes through the boat in that area with in 6 feet or so of the leak.
Any screw , canvas cover snap or twist-lock screwed into the boat can leak also. They need to be re-bed every so often.

It could be the rub rail area it's self, but that should be below your cabinet. Anyway check for loose screws on the rub rail. They can leak.

Well that is kind of the time to zero in on the leaks...being more likely to trace them. Don't forget good old Dolfinite , now Dolphin bedding compound or Interlux bedding compound. Sticks to lots of things when others won't and works on wet or dry areas. Also easy to work with. For bedding only though. Oh don't forget to check the toe rails if you got them, where they meet the deck for gaps.

Ditto cleanslate. I was going to suggest getting someone to soak with a hose while you trace the leak but sounds like mother nature wants to help.

NYCAP123! I've had leaks on my Old Ocean that only leak in the rain and only with a north east wind!! etc. and most times can not get it to leak with a hose. Sometimes it can be a plain old mother (less the nature. ) finding leaks.

Sometimes mother nature helps you out. When not a hose is you only choice. Worse still though it can come in at the bow and show up inside at the aft cabin. Leaks on a boat can be maddening.

Make sure your window tracks are draining.

Galley down he mentioned...below the rubrail... I have the exact same leak and found the water running down the inside of the hull from the seam...I put a towel there for the rain until I can get it pulled to do what cleanslate did

One big leak I found was the bow hatch. The bedding was gone, the gaskets were deteriorated. The water flowed from that to the galley.

Out of curiosity, do you have a light/radar/horns on the front of your bridge? I saw an older OY that had a leak there and it ran down the bridge and was dripping in the cabinet as you mentioned