Tony Bennett's Career in Photos, From Crooning to Lady Gaga

Legendary crooner Tony Bennett died on July 21, 2023, but his life was filled with 96 years of singing the hits. From his early days in the ’50s and ’60s with chart-toppers like “Rags to Riches” and his signature song “I Left My Heart in San Francisco,” to a career-capping collaborative relationship with Lady Gaga, Bennett spent his life entertaining crowds. Variety has gathered some of his best moments, from public appearances to candid photos with his family, to remember the legend by.

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Tony Bennett autographs a copy of his LP “Get Happy with the London Philharmonic Orchestra” for a fan at Chappells Music Centre in the West End of London in 1972.

American jazz musician Louis Armstrong with a portrait of himself which drawn by Tony Bennett at the Savoy Hotel, London in 1970.

Tony Bennett feeding the pigeons with his daughter Joanna in the U.K. in 1972.

Tony Bennett at a music studio with jazz drummers (left to right) Cándido Camero, Billy Exiner and Art Blakey, and an unidentified bassist, circa 1957.

Tony Bennett with his wife Sandra and their daughter Joanna at Ye Olde Cheshire Cheese pub in Fleet Street in London in 1972.

Dolly Parton and Tony Bennett attend an event at Lincoln Center in New York City in 1993.

Tony Bennett and his wife, actress Sandra Grant Bennett, arrive at the ABC Cinema on Shaftesbury Avenue, London, for the midnight premiere of “Lady Sings the Blues” in 1973.

Susan Crow, Tony Bennett, and Henry Kissinger attend a White House State Dinner for German Chancellor Helmut Kohl at the White House in Washington, D.C., on Feb. 9, 1995.

Tony Bennett, Martha Stewart and Macy’s Terry Lundgren attend the third annual Carnegie Hall Medal of Excellence Awards at the Waldorf Astoria in New York City.

Tony Bennett and Missy Elliot onstage at the 46th Annual Grammy Awards held at the Staples Center on Feb. 8, 2004 in Los Angeles.

Tony Bennett and Stevie Wonder accept the award for Best Pop Collaboration with Vocals onstage at the 49th Annual Grammy Awards in 2007.

Bill Clinton, left, and Tony Bennett, co-founder of Exploring the Arts organization, attend the Exploring the Arts Gala at Cipriani, Wall Street in 2009.

Tony Bennett and Lady Gaga perform onstage during he 57th Annual Grammy Awards in 2015 in Los Angeles.

Tony Bennett performs at the third annual Carnegie Hall Medal of Excellence Awards at the Waldorf Astoria in New York City.