Patrick Flynn

patrick flynn

December 22, 1963 ~ February 5, 2025

Born in: Portland, ME
Resided in: Peaks Island, ME

Patrick Thomas Flynn, ‘PT,’ 61, of Peaks Island, passed away on February 5, 2025. Born on December 22, 1963, in Portland, PT was a true Peaks Islander. After being raised in his parents’ home, he and his brother bought the house across the street—affectionately labeled ‘The Swamp’—where he lived for the rest of his life. Peaks Island was not just his home; it was his heart, and he never wanted to be anywhere else. PT was sharp-witted, quick with a joke, and had a rare gift for making everyone he met feel special. Even during difficult times he kept his humor, proving that no matter what life threw at him, he was still PT through and through. He loved his family and friends and was always there for a laugh, to share a story, or to poke some fun at you. He took great pride in his family, especially in his role as an uncle and great-uncle. He was a devoted fan of the Red Sox and the Patriots, you always knew where to find him on football Sundays. PT attended Peaks Island Elementary and later Portland High School, where he played football. He went on to earn an associate’s degree in electrical work, though he was never one to be defined by his scholastic achievements. Instead, PT will be remembered for always being at the center of the fun. For many, their memories of Peaks Island and PT and the Flynn boys were fully interwoven. PT was a cornerstone and a leading character in the many tales people carried with them after their time on the island. Regardless of who you were or where you came from, PT had an uncanny ability to make you feel like you belonged. He was always eager to hear your story and, more often than not, help you create a new, slightly wild chapter to add to it. Most notably, he was at the heart of the legendary Swamp Parties, where you could always find him in the middle of a volleyball match, cracking a joke, and keeping the fun moving for all. These gatherings, infamous for their spirited shenanigans and the iconic giant inflatable Miller Lite can, became the backdrop for friendships that would last a lifetime. PT followed in the Flynn legacy and proudly served in the Portland Fire Department for 26 years. He was also a public servant on the Casco Bay Lines Board, where he was appointed in 2004 to fill his father’s seat. In 2009, he was appointed board president and served in that role until 2020. One of the best days of PT’s life was the day his daughter, Samantha, was born. He lovingly called her ‘his angel’ and took immense pride in watching her grow, celebrating her accomplishments, and seeing the incredible person she has become. He met the love of his life, Lori, over 40 years ago, but it wasn’t until 11 years ago that their paths realigned, proving that some stories are meant to have a second chapter. PT and Lori shared wonderful times together over fun vacations and through countless laughs. Above all, he loved his time with her on their boat, his true happy place. PT will be deeply missed but never forgotten—his stories, his laughter, and the legacy of The Swamp will live on in the hearts of all who knew him. His presence was more than just memorable; it was a defining thread in the fabric of the island’s history. PT was predeceased by his parents, John and Dot Flynn, and his brothers, John and Timothy. He is survived by his longtime partner, Lori; his daughter, Samantha; his siblings, Kathleen, William, and Daniel; his nieces and nephews, TJ, Zach, Amanda, Shellbe, Connor, Ted, Holly, and Matt; and his grand-nieces and grand-nephews, Emmett, Clementine, and Lucian Patrick. Visiting hours will be held on Monday, February 10th from 4:00pm to 6:00pm at the Conroy Tully Walker Funeral Home of Portland, 172 State Street. A Mass of Christian Burial will be celebrated on Tuesday, February 11th at 10am at St. Christopher Church, 15 Central Ave., Peaks Island-Portland.

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  1. John (Red) and Dot Flynn lived next to us on Central Avenue in the sixties. Kathy, JJ, Danny, Billy, Pat and Tim were always active with family and friends playing sports and other games next door. I had a lot of fun joining them at times. JJ liked to collect baskets of jellyfish on the beach after John brought up the days lobster and crab catch. Bill and Pat joined in games of wiffleball and looked so professional whacking the whiffle ball and running the bases back in 1966 and 67. Time like these make you think of the better times in life. My condolences to Kathy , Stan, Danny, Bill, Samantha and Pat’s wife. My thoughts and prayers are with you.

    I remember young Pat growing up as a cute competitor of his brother Bill playing wiffleball in the yard. Also Pat was a respected civil servant with the City of Portland Emergency Response Fire Department. He was a great liaison for the Casco Bay islands and Casco Bay Lines serving on problem solving committees. He was always very helpful with comments islanders had about island issues dealing with the City of Portland following in the footsteps of his father John, Harbormaster. It is always difficult to lose someone like Patrick. God Bless family and friends. Bradford Peck”

  2. We are so very sorry to hear of PT’s passing. Deep condolences and love to Lori and the entire Flynn family.

  3. My deepest condolences to Patrick’s family. He was a wonderful kind person. I’ll miss him and our chats. Rest in Peace my friend


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