Captain Tim Brady & Sons Charters and Tours

Specializing in deep sea fishing and sport fishing charters. Also offers whale watching.

Updated 28 Sept 2026. Something wrong? Tell us.

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Do
Waterfront Festival
Annual weekend event held in mid-late August. Live shows, crafts, vendors, children's activities and more.
Do
Fourth of July Celebration
A parade through downtown in the morning is followed by activities on the Waterfront including food trucks, vendors, and The Plymouth Philharmonic Orchestra playing a free patriotic-themed concert. A fireworks display in the harbor occurs after dark.
Free
Do
Captain John Whale Watching and Deep Sea Fishing Tours
Seeing the Captain John Boats come and go has been a staple sight in Plymouth harbor for decades. Most popular for deep sea fishing and whale watching.
Drink
The Cabbyshack
Eat and or drink inside or out. Lively atmosphere on big outside decks. Popular with the motorcycle crowd. Entertainment most evenings. You would think this just couldn't be good as it appears as a tourist trap, but it is amazing.