Dennis Jason, 77
Dennis Jason died at home on Sept. 10 after a long health struggle. He was 77.
Dennis was a lifelong Islander — a fisherman, brother, uncle, friend, Coast Guard serviceman, boat builder, harbormaster, model-maker — and above all, a devoted father and grandfather.
He was born on Feb. 24, 1949, and grew up in Dartmouth, the son of Leonard and Hilda Jason. His father had fished out of Menemsha for many years before relocating the family permanently to a quiet piece of land on Chilmark’s North Road, where they built their own homestead. That home remained Dennis’s anchor until his final days.
A graduate of Martha’s Vineyard Regional High School, Class of 1966, Dennis went on to serve his country in the United States Coast Guard — a path shared by many Islanders who felt both the pull of the sea and the call to protect it.
Working alongside his brother, he helped build many homes on the Island, but at heart, he was always a fisherman. He was best known for his beloved fishing vessel, the Little Lady. After decades at sea, he passed the Little Lady on to his son, Denny, and later served as the Menemsha Harbormaster for 10 years before retiring a few years ago.
Family was the center of Dennis’s life. He leaves behind his cherished grandchildren, Vivienne, Owen and Quint. Though their time together was too short, they will grow up knowing their grandfather’s quiet strength, his words of wisdom, and his boundless love.
He is also survived by his son, Denny — his pride and joy — who inherited his father’s steadfast character and deep love for fishing and this Island community; his daughter, Samantha, who he never missed a chance to tell how proud he was of her; his daughter-in-law, Jesse; and his son-in-law, David.
Dennis is also survived by his brother and best friend, Leonard Jason Jr. — his lifelong protector and fiercest advocate — who can now, at long last, rest from watching over him.
He leaves behind his nieces, Andria and Alexia Jason; and his stepson, Bruce Gray, who lovingly stepped in as caregiver and advocate during Dennis’s final months, for which his family will be forever grateful.
Dennis’s first love was always the Little Lady. The family, together with the Vineyard Fishermen’s Preservation Trust and the Martha’s Vineyard Museum, is currently working to restore her so she may return to her Island port as a floating museum.
In lieu of flowers, gifts in Dennis’s memory may be made to support the Little Lady’s rebuilding. His love and concern for her never wavered — she remained in his thoughts every day until the end.
A graveside service will take place in early October at Abels Hill Cemetery, Chilmark. Information to follow.

Comments
Heartfelt condolences to
Julia Rappaport Newton and ChilmarkHeartfelt condolences to Lenny and to the entire Jason family.
The last time I saw Dennis
Miriam Anderson Woodburn ORThe last time I saw Dennis was at our class reunion. He came there right after his son was born! He was a really decent person!
Another great person I
Jeff Baker Prospect MaineAnother great person I enjoyed time with on squid row with a coffee and great people Lenny,Danny,skip and Dennis we would solve the world's problems and always had different idea's on how !
In 40 years on the Vineyard he was one of the people that made the Island a great place,he will be missed .
Love to all the Jasons frow
Steve Ewing EdgartownLove to all the Jasons frow the Ewings.
As harbormaster Dennis helped
John Hobby Franklin and ChilmarkAs harbormaster Dennis helped my dad and I a few times. He was someone you could count on. I always appreciated him for that. He will be missed.
Dennis and I were friends for
Jeanne Gravley Rockledge FloridaDennis and I were friends for most of my life and he was a close friend of my sisters. Over the years, we would visit with him at the Little Lady, at the Harbormaster’s shack, to enjoy a lobster roll or an ice cream or just to catch up.
Den was probably one of the nicest guys I’ve ever known. Always friendly, kind and helpful.
To me, he was one of the Island’s icons and he will be missed terribly by his friends and especially his family. My condolences go to his son Dennis and his daughter Samantha.
Dennis was always very nice
MikeD WTDennis was always very nice to me as Harbour Master.
My condolences to the family.
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