Step aboard our pristine Key West Center Console for a completely personalized and private cruise of historic Plymouth Harbor and Cape Cod Bay. Whether you are looking to soak up the daytime sun with family, search for seals near Clark’s Island, or raise a glass with friends as the sun dips behind the historic waterfront, we tailor every trip to your pace. 

Our charters are completely customizable and strictly BYOB—so you can pack your favorite drinks and snacks, cue up your own playlist on our Bluetooth sound system, and leave the navigation to an elite local captain. 

Daytime Harbor & Sightseeing Tours (2 to 3 Hours)

Golden Hour Sunset Cruises (2 Hours)

Departing from Plymouth Town Wharf (directly across from Tavern on the Wharf). 6 passenger maximum per trip.

“Owner Away” mooring checks: have a trusted local Captain keep an eye on your boat. Schedule as needed or on a recurring basis. A full report and photos are provided after every visit ensuring peace of mind during the busy season.

Burials at Sea: Under EPA General Permit and 40 CFR 229.1, cremated ashes may be buried at sea at least 3 nautical miles from shore. Owned and operated by a former Naval Officer, Points North Charters provides a quiet, compassionate, and immaculate environment for your family to celebrate a life well-lived.

Other Services: Photography, film, research, survey, drone, and dive support services available. If you need a stable, comfortable, and safe platform on the water, Points North Charters can deliver.

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A graduate of Massachusetts Maritime Academy and public safety professional, Captain Connor Flynn brings an elite standard of seamanship and safety to every trip. With a background as a U.S. Navy Rescue Swimmer and holding both a USCG 25-Ton Master's License and an Unlimited 2nd Assistant Engineer's license, Connor operates with a level of maritime expertise rarely found on private charters.