Released in 2003 as a duet with Jimmy Buffett, “It’s Five O’Clock Somewhere” became one of the defining country singles of the 2000s. The song spent eight weeks at No. 1 on Billboard’s Hot Country Songs chart and helped introduce Buffett to a broader country audience. The track went on to win the CMA Award for Vocal Event of the Year and remains one of Alan Jackson’s most recognizable hits, frequently cited for popularizing the phrase in mainstream culture and solidifying his run of crossover-er