My 1997 245 had a problem with water in the underseat storage areas in the cuddy, under the cushions. I don't think there is a drain from that area on my boat. I sealed the bottom of the anchor locker with silicone sealant and fixed that problem. I'm not sure if that's the area you are talking about.
I've never had any water forward of the under floor ski locker. I have cleaned the ski locker and it drains freely to the bilge. (Well it is supposed to anyway!)
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Terry
Current: 07 Crownline 255 CCR cuddy - 350 Mag MPI/B3 "Casi Cielo"
Previous:97 245 Sundowner 5.7GI/SX
Tow vehicle: 1986 GMC 2500 Camper Special 454/TH400
