Christopher Cross Goes ‘Sailing’ On ‘Kimmel’
Watch the renowned singer-songwriter perform the acclaimed cut off his 1979 debut LP.
By Nate Todd Nov 11, 2025 • 10:52 am PST
Photo credit: Disney/Randy Holmes
Renowned singer-songwriter and guitarist Christopher Cross appeared on last night’s episode of Jimmy Kimmel Live. Cross offered his classic song, “Sailing,” for the late night television appearance.
“Sailing” appears on Christopher Cross’s 1979 self-titled debut, which won the coveted Album of the Year Grammy in 1981. The singer-songwriter also took home Best New Artist that year. Christopher Cross standout “Sailing” won the Song of the Year and Record of The Year awards, making Cross the first artist to win the “Big Four” in the same year.
Watch Christopher Cross perform the multiple Grammy-winning “Sailing” on Kimmel below:
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