In addition to being one of the most prolific comedic actors of the 20th century, Bill Murray is known for popping up in unexpected places. Whether it’s crashing a wedding photoshoot or jumping out of an airplane at the Chicago Air Show, the 70-year-old Saturday Night Live alum has a habit of showing up when he’s least expected.

While it was a safe bet to assume Bill would show up at the 20th annual Murray Bros. Caddyshack Charity Golf Tournament at the Golf Hall of Fame in St. Augustine, FL over the weekend, it was much more surprising to see the actor share the stage with singer Maggie Rose on Saturday. The annual golf event has become something of a tradition for the rising Nashville singer-songwriter, with 2021 marking her fifth year performing at the event.

Related: Maggie Rose Releases Lavish Music Video For “What Are We Fighting For” [Watch]

After two days on the links, Rose took the stage with her band and longtime collaborators Them Vibes to perform a set of originals, interlaced with choice covers including Tom Jones‘ “She’s A Lady”, Scissor Sisters‘ “Take Your Mama Out”, and more. While Rose was the only artist to perform a full set, the rest of the evening saw guest appearances from a myriad of musicians including Jamey JohnsonRandy HouserBrothers Osborne, and even Branford Marsalis, who joined Rose for a sublime take on Grateful Dead‘s “Eyes Of The World”.

The all-star superjam has become something of a tradition at the Caddyshack Tournament, and this year was no exception. In addition to a who’s who of musicians, the Murray brothers were also poised to climb onstage to rub shoulders with Grammy winners. Among the many special guests who took to the stage—and received support from Them Vibes who acted as the house band—was Dan Tyminski, best known for composing the song “Man Of Constant Sorrow” for the Coen brothers film Oh Brother, Where Art Thou? which he performed on Saturday.

One of the highlights came later on when Marsalis joined Rose and Them Vibes for “Eyes Of The World”, playing to the saxophonist’s extended history with the Dead going back to 1990. Also on hand were country extraordinaires Jamey Johnson and Randy Houser who stepped to the mic prior to Brothers Osborne who performed a medley of originals as well as Creedence Clearwater Revival‘s “Proud Mary”.

Then it was time for the main event so to speak as everyone gathered on stage and welcomed Bill Murray up to sing a few numbers. After 20 years of Caddyshack golf outings the traditions have become somewhat rigid as Bill Murray—alongside his brothers—led the band through spirited takes on The McCoys‘ “Hang On Sloopy”, Van Morrison‘s “Gloria”, and the show-closing “Brandy, You’re A Fine Girl” by Looking Glass.

Scroll down to check out some photos and videos of Maggie Rose and Them Vibes, amongst many special guests including Bill Murray, from the 20th annual Murray Bros. Caddyshack Charity Golf Tournament in St. Augustine, FL.


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Maggie Rose, Them Vibes, Branford Marsalis – “Eyes Of The World” (Grateful Dead) – St. Augustine, FL – 5/1/21