‘Paul Anka: His Way’: Rare Photos of the Singer’s Early Years

It's easy to forget that the 84-year-old crooner started out as a 1950s teen idol.

'Paul Anka: His Way': Rare Photos of the Singer's Early Years
Canadian-American singer, songwriter, and actor Paul Anka, UK, 28th August 1968

William Lovelace/Daily Express/Getty Images

William Lovelace/Daily Express/Getty Images

Paul Anka, 84, has had a career that’s spanned eight decades — and, as the singer shows in the new documentary Paul Anka: His Way, premiering at 9/8c on December 1, 2025, on HBO, he still isn’t slowing down. But with so many hit under his belt — from his first comeback in the ’70s, with the mega-hit “(You’re) Having My Baby,” to his ’90s comeback that had him collaborating with Kenny G and Celine Dion — it’s easy to forget that Anka started as a teen idol in the 1950s, netting his first hit, “Diana,” in 1957, at the age of 16.

What followed was a whirlwind that included writing the theme song for The Tonight Show Starring Johnny Carson in 1962, penning hits for Connie Francis and Buddy Holly, and developing a film career. Though the late ’60s saw him sitting out the spotlight himself, in 1969, he achieved perhaps his most enduring credit: co-writing the English language version of “My Way,” which became Frank Sinatra‘s signature hit.

Read on to flashback to Anka in the years during his first brush with fame and right after — before anyone, including him, could have imagined how far he’d go.

LET'S ROCK!, Paul Anka, 1958

Everett Collection

1958, in 'Let's Rock'

At only 17 years old, Anka already had multiple hits under his belt, including the number one song “Diana,” as well as “It’s Time to Cry” and “(All of a Sudden) My Heart Sings.” He also began to get involved in film — this is from his first film performance, playing himself in the musical comedy Let’s Rock.

Paul Anka, 1959

Everett Collection

1959

Paul Anka, taking a steam, ca. 1960

Everett Collection

1960

Anka makes calls while taking a steam

LOOK IN ANY WINDOW, Paul Anka, 1961

Everett Collection

1961 in 'Look in Any Window'

Anka in 1961, when he was only 21…and had already become one of the most popular teen idols of all time. In this production still, he poses on the set of Look in Any Window, a teen exploitation film in which he played a Peeping Tom.

Paul Anka: His Way, courtesy of HBO

Paul Anka: His Way, courtesy of HBO

From left, Eddie Fisher, Pat Boone, Phil Foster, Peggy Lee, Paul Anka, celebrating Anka's 21st birthday, Sands Hotel, Las Vegas, 1962

Everett Collection

1962

Anka celebrated his 21st birthday at the Sands Hotel in Las Vegas, with Eddie Fisher, Pat Boone, Phil Foster and Peggy Lee by his side.

Paul Anka: His Way, Credit: HBO

Canadian singer, songwriter and actor Paul Anka playing the piano, UK, 20th January 1965

Bob Haswell/Daily Express/Hulton Archive/Getty Images

1965

At 24, Anka was already planning his next act.

Canadian-American singer, songwriter, and actor Paul Anka, UK, 28th August 1968

William Lovelace/Daily Express/Getty Images

1968

Anka performs in the UK in 1968. Though he had passed his first wave of US success at this point, he was still prolific; one year later, in 1969, he would write the American version of “My Way,” a French song that became Frank Sinatra’s signature number. In 2007, he told The Telegraph (UK),  “When my record company caught wind of it, they were very pissed that I didn’t keep it for myself. I said, ‘Hey, I can write it, but I’m not the guy to sing it.’ It was for Frank, no one else.”

Paul Anka and his wife, Anne, sightseeing in Rome, January 1968

Everett Collection

1968

Anka sightseeing in Rome with first wife Anne de Zogheb. They married in 1963, and divorced in 2001.

PAUL ANKA IN MONTE CARLO, Paul Anka, aired August 27, 1978

CBS/Everett Collection

1978

By 1978, Anka was deep into his comeback, anchored by the 1974 mega-hit “(You’re) Having My Baby.”

PAUL ANKA, late 1970s TV performance.

Everett Collection

Share This:

More Of This:

Quick Links

Follow Us

Our Publications

Current Issue

Remind Magazine Cover

Copyright © 2025 NTVB Media


Gabrielle Moss

77 Blog posts

Comments