Christopher Cross’ “Sailing” isn’t coming in to dock anytime soon.

The American singer, songwriter and guitar talent released his “yacht rock” masterpiece back in 1979, a classic that sailed all the way to No. 1 on the Billboard Hot 100.

“Sailing” was one of four top 20 hits that appeared on Cross’ self-titled album, which, in 1981 would make history at the Grammy Awards, by sweeping five categories, including the Big Four — album, record and song of the year. Yes, it was unexpected. A shock, even. The only other artists to scoop the Big Four was Billie Eilish, doing so in 2020.

If “Sailing” was a guilty pleasure in the 1990s, today it’s simply a pleasure. The softly-spoken artist stopped by Jimmy Kimmel Live earlier this week to take us all “Sailing,” the video of which can be seen bel

See Full Page