Hey Kynan, welcome aboard... I moved the thread from Reports to the main forum so more people might take a crack at it..
I'm not a boat expert in that area but I do hit it from shore.... Couple 'o things, your certainly in the correct location to run your boat out. The waters around Fisher's/Naps/Watch Hill & the Race are a playground for bigger fish. This area can also be very dangerous between major submerged boulders and reefs.
To point you in the right direction, what you want to look for is one of those Captain Seagull Charts for that area. What you want to find are ledges that drop off quickly into deeper water (there are many around). Safely position your boat so that when anchored, your still above the shallower portion but allow your baits to drift over and down into the deeper portion. One bait to consider is butterfish. They are about 5 inches long and you can fish them whole. They're pretty sturdy too. There are numerous other things to try such as draggin' or 3waying eels. Tube-n-worm, Umbreela Rig...
Other options are to troll a tube and worm. Have you seen those before? You want to work them near the bottom as you troll at barely steerage speeds, about 1.5kts... There can be a lot of complicated aspects of even the simple troll and are often best aquired through time on the water. Spend the time and you'll get them. Besides, that are coughs up alot of fish from 20 pounds and up. My bro-in-law got a 53 from shore at Naps a few years ago...
Hope this helps...
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