About Us
Connor Flynn founded Points North Charters in 2026. He is a graduate of Massachusetts Maritime Academy, a former U.S. Navy Strategic Sealift Officer, and U.S. Navy Surface Rescue Swimmer (class 18008 Naval Air Station Jacksonville).
Connor has sailed, fished, and navigated the waters of Plymouth Harbor and Cape Cod Bay since the age of 10. As a U.S. Coast Guard licensed Merchant Marine Officer, he holds a 25 ton Master’s license, OUPV Near Coastal, 2nd Engineer Motor Unlimited, 3rd Assistant Engineer Steam and Gas Turbine Unlimited, Commercial Assistance Towing, and Radar Observer Unlimited.
He and his crew look forward to sharing a safe, comfortable, and unforgettable experience on the water with you and your family.
In Memory
Our “Grampy” Timothy C. Brady was a beloved husband, Father, and Grandfather. His love for the sea was passed down to us throughout his life.
After leaving the Navy, he finished his degree at Boston College and started our family with Gramma Polly. Both became public school teachers.
In the 70’s he purchased the Polydean, running fishing charters out of Plymouth. After a few successful seasons, he purchased the Mary Elizabeth, a 45’ party boat custom built by Young Brothers in Maine.
Cap’n Tim was well known to all around the Plymouth waterfront; running daily whale watches and deep sea fishing trips. In retirement, he continued his pursuit of trophy stripers on his 26’ Fortier “Points North.”
We love you and miss you Grampy.
- Connor
"Points North" in Plymouth Harbor
Our Grandfather Tim Brady's charter boat "Polydean"
Enjoying a sunset cruise in Plymouth Harbor