The 2023 CMA Awards turned into an emotional night when Kenny Chesney and Mac McAnally took the stage to honor the late, great Jimmy Buffett. Their touching performance of “A Pirate Looks at Forty” paid tribute to a man whose music and spirit left a lasting mark on country music and beyond.
More than just a song, “A Pirate Looks at Forty” is one of Buffett’s most beloved tunes—a laid-back yet thoughtful reflection on life, freedom, and growing older. Written in 1974, it captures that signature Buffett vibe: part daydream, part life lesson, all heart.
Chesney, a close friend and longtime admirer of Buffett, delivered the vocals with raw emotion and respect. Mac McAnally, who played alongside Buffett for years in the Coral Reefer Band, joined him with smooth guitar work and harmonies that gave the performance a grounded, genuine feel.
With the stage glowing in soft, sunset-like lighting and tropical tones, the setting was a perfect nod to Buffett’s beachside legacy. Behind them, images of Buffett filled the screen—bringing smiles, tears, and a standing ovation from the crowd.
This wasn’t just a performance—it was a celebration of Buffett’s life, music, and the way he made people feel. Chesney and McAnally reminded everyone why Buffett meant so much: his songs were a soundtrack for dreamers, wanderers, and anyone chasing a little sunshine.
Their heartfelt version of “A Pirate Looks at Forty” was a beautiful send-off to a true original—one that left the audience moved and reminded us all of the joy Jimmy Buffett brought to the world.