Today (September 2), Jimmy Buffett fans across the globe woke up to the devastating news of his death. Passing at 76 years old, Buffett’s impact on the music industry could never be overstated, as his dozens of studio albums full of tropical hits, his many charitable efforts, and even the books he authored helped build a lasting legacy.
To honor this, fellow country star Kenny Chesney offered a tribute to the late Mississippi singer this morning. Making a post to Instagram that includes two separate videos, Chesney shared a heartfelt message to Buffett in the caption.
Videos by American Songwriter
[RELATED: Jimmy Buffett Dead at 76]
โSo goodbye Jimmy. Thanks for your friendship and the songs I will carry in my heart forever. Sail On Sailor,” he wrote.
In the post’s first video, Chesney is seen with guitar in hand, sitting right where the waves break on the beach in Key West, Florida. Singing the opening verses of Buffett’s 1974 hit “A Pirate Looks at Forty,” Chesney gives a melancholic performance.
Mother, mother ocean, I have heard you call
Wanted to sail upon your waters since I was three feet tall
You’ve seen it all, youโve seen it all
Watched the men who rode you, switch from sails to steam
And in your belly, you hold the treasures few have ever seen
Most of ’em dream, most of ’em dream
For the second video, Chesney includes a clip of him and Buffett forming a duet on stage to sing the latter’s smash hit “Margaritaville” (1977), which launched Buffett into another realm of acclaim upon release.
[RELATED: The Texas Roots and Laid-Back Ethos Behind Jimmy Buffetโs Classic โMargaritavilleโ]
Before Buffett’s death, he collaborated twice with Chesney. The first time came in 2004, as Chesney joined other powerhouses like Alan Jackson and George Strait on a cover of Hank Williamsโ โHey Good Lookinโ,” which landed on Buffett’s License to Chill LP. Then, Chesney and Buffett reconnected in 2018 for “Trying to Reason With Hurricane Season,โย a song originally written by Buffett and meant to be included on his 1974 album, A1A. Since it never earned a commercial release, Chesney reprised it alongside Buffett for his own album, Songs for the Saints (2018).
Check out both versions below:
Photo by Jeff Kravitz/Getty Images for CMT
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NEW YORK, NEW YORK – SEPTEMBER 29: (L-R) Bruce Watson and Luis Maldonado of Foreigner perform onstage during The Buoniconti Fund to Cure Paralysis 39th Annual Great Sports Legends Dinner on September 29, 2025 at the New York Hilton Midtown raised millions of dollars to support the pioneering work of The Miami Project to Cure Paralysis, a designated Center of Excellence at the University of Miamiโs Miller School of Medicine and the worldโs premier research center targeting spinal cord and brain injury and other neurological disorders and diseases. (Photo by Mike Coppola/Getty Images for The Buoniconti Fund To Cure Paralysis)







