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OK - looks like you're fishing the mouth of the Merrimack, anchored. I don't know what's happening up there (although there should be some nice bass and blues)... But down Boston Harbor, you can use the traditional methods for bass and blues... You can troll tube-n-worm rigs or drift chunks but if you are fortunate to get LIVE Herring, Mackeral, or Bunker - get it. Work near the ledges from the rocky, north side of Winthrop (is it under fished?) through the graves, off the airport, Brewsters Spit, Spectacle Island, down through Quincy with Long Island, Nut, Hangman's and the Hull area... from Toddy rocks to GunRock... GET A MAP as there is plenty of structure to hold fish and that same structure will shred your skeg too... I'd recommend a navigable chart from NOAA and then a fishing chart like Cap'n Seagulls...
For the last few years, I've had a large 4x3 foot copy of a chart hanging in my office (kinda beat up these days). This chart covers from Minot/Davis Ledge to the south to just north of Winthrop Highlands. I've always looked at this almost axclusively from a surfcaster's perspective - my favorite shore spot is in there a little t'wards the south. But recently, looking from a boating aspect as well, I see a couple wonderfull words that apply to both segments of the inshore saltwater angler - FOUL, LEDGE, ROCK, & UNCOVERS. For purposes of navigation, they become words that represent areas you want to stear clear of. For the serious bass angler - they are like nectar to a honey bee - but you need to treat them with great respect...
Another thing to watch out for - Now is the time of year that the bass & blues really start mixing up on top water. Keep your eyes out on the water for big busting schools of fish everywhere. Bass -n- blues crashing scools of bait, birds working down from above. When you see these schools, work the periphary as you don't want to drive them down and away. Topwater plugs like Chrome Creek Chubs, Gag's poppers, Atoms and so forth can be deadly in these conditions. Also great are soft plastics like the ones that GS makes and others like zoom fluke // Queen Cocahoes/Berkeley Power Mullet // shad bodies // sluggos/fin-s fish - you name it...
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