For some real local fun.
Anchor at duck island in westbrook ct. Take your dink into Bills Seafood. There is a floating dock for access. They have jazz most nights. It's about 1/4 mile ride from the island to the harbor entrance. If you don't want to anchor out the brewers yard in the harbor has slips.
Agreed! Done both several times and also tied up at the town dock and walked to Bill's. Bill's is a CT shoreline classic - outdoor picnic tables, fried and broiled seafood, etc. Get there early or expect to wait - even on weekdays.