I grew up and lived in Gloucester till '69. You didn't say what time of summer you will be there but here goes.
You will have a problem getting into the Eastern Point Lighthouse and breakwater on weekends. Cop at the gate will turn you away. That said, go in there early AM and no problem.
Plugging from Eastern Pt. to Rockport along the backshore is best just before and at dawn. Don't pass up the outflow of the creek at Good Harbor beach. Again, parking a problem except early AM and after dark.
Every year many of the BIG stripers taken from Gloucester are taken from the end of the State Fishpier on bait. 30 to 50 lb. fish. Not your typical fisihing spot. Very dirty at times. Not sure I'd eat a fish from the harbor - even today. Good luck. Let us know how you do.
Bill
Picture is of State Pier. Drive in and go to the end. Best time after dark, if you dare.
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