BNC connectors are fine for the frequency and power of VHF marine radios, but the advantage of PL259's are the durability. None are weatherproof and will require some protection. I would suggest the
bulkhead fully threaded SO239 and add a larger flat washer on each end to help secure and seal. The worst thing is moisture. Water can run down cables and right into connectors unless something is done to prevent it. You can add a drip-loop, or a
right angle adapter like this that helps keep water from the connectors. On a trailer boat, you want to seal the connectors with something that is relatively easy to remove. Plain old electrical tape will last about a month and is easy enough to remove. Butyl tape is very good and lasts a long, long time, but is messy to remove when trailering. There is a butyl tape that is more like soft rubber and less tar-like. It's commonly referred to as self amalgamating tape. It's effective on connectors and easy to remove. It will last for years if done properly. Don't go cheap on the connectors. The one's I linked to are nickel plated and will not corrode very easily exposed. The female to female SO239 sold in the chandelry here, referred in an earlier post, is for joining two cables and not mounting through a bulkhead or deck. It could be used if you run a cable through the deck and terminate with a PL259. Some connectors and adapters are cheap pot-metal and fall apart.
If you are putting a connector on your cable, make sure the braid is not dull or dark looking. It should look like shiny new copper or clean silver if tinned. Dark or corroded braid is a sign of moisture being wicked into the cable. You can cut it back until you find clean copper, or replace it. If I were replacing the cable and making runs<50' to the antenna, I would use LMR-240 coax. It's reasonably priced, small diameter, good specs, and much easier to deal with than RG8. The performance improvement using other, more expensive cables like LMR400, RG8, etc is minimal and not worth the added cost for performance that can't be noticed without test gear.