Thomas L. Brennan of West Tisbury died peacefully with his family by his side on Saturday, Feb. 18. He was 90.

Tom was born Feb. 28, 1926 at home in Vineyard Haven, the fourth child and first son of Chester and Catherine Brennan. He attended and graduated from high school at the Tisbury School and soon joined the Navy in the last years of World War II. He was stationed at St. Simons Island in Georgia and served as a radarman.

Thanks to the GI Bill, he attended Boston College after the war. During his time back on the Vineyard after the war before starting college he met Vivian Anderson, who had moved from western Massachusetts to teach first grade at the Tisbury School. After Tom graduated from Boston College, he and Vivian married and moved to Washington D.C., where he worked as an analyst for the Department of Defense, a position he kept for his whole career.

Tom and Vivian raised their family of a son and two daughters in Maryland. Vivian died in 1997, and Tom moved back to Martha’s Vineyard, where his daughter Catherine lived.

He was known for his generous heart, his great faith, and especially his love of family, both his own and his extended family. His family meant everything to him, and wanted for nothing. He was a true gentleman and will be missed.

He leaves behind his son, Timothy Brennan, and his partner Judy Boggess; his daughter Catherine Brennan, his daughter Eileen Sheppard and her husband, Stan Sheppard, and his grandson Charles Shilling. He was predeceased by his four sisters and his grandson Michael Shilling.

Visiting hours will be held on Tuesday, Feb. 21 from 5:30 to 7 p.m. at the Chapman, Cole and Gleason Funeral Home in Oak Bluffs. His funeral mass will be celebrated on Wednesday, Feb. 22 at 11 a.m. at St. Augustine’s Church on Franklin street in Vineyard Haven. Interment will follow at Oak Grove Cemetery on State Road in Vineyard Haven, with military honors provided by the Veterans of Martha’s Vineyard.

His family wishes any memorial donations to be sent to Good Shepherd Parish, P.O. Box 1058, Vineyard Haven, MA 02568. An online guestbook is available at