Douglas Shepp McCain, eldest son of late Senator John McCain, passes away at 66

VIRGINIA BEACH, Va. (WAVY) — Douglas Shepp McCain, the eldest son of late Sen. John McCain, died suddenly at 66 on May 20, 2026, according to his obituary.

McCain was born on October 4, 1959, in Pensacola, Florida. He enjoyed surfing, baseball, and soccer. In 1997, he graduated from Jacksonville Episcopal High School.

Afterward, McCain attended the University of Virginia, where he majored in Systems Engineering, pledged SAE, participated in Navy ROTC, and then met his future bride, Ashley Jardine McCain.

After graduating, McCain joined the Navy to learn to fly, spending six years flying A-6 Intruders before beginning a long career with American Airlines. He then excelled and found work he truly loved, especially after being made captain.

Those who knew McCain said that he could always be counted on to tell you what he knew and, more often than not, explain why he was right.

He was also described as a loyal friend to many, and that he cherished each and every friendship that he had.

McCain was a devoted son and a loving father to Caroline McCain Hendrickson and Douglas Shepp McCain Jr., and recently found great joy in being Teddy’s grandfather.

His peers will remember him for his generous heart, his loyal friendships and his unwavering love for his family.

Private services will be held for his family. On Saturday, May 30, from 12 p.m. to 3 p.m., a memorial gathering will be held at the Princess Anne Country Club in Virginia Beach.