Sailing (Christopher Cross song)

"Sailing" is a 1979 soft rock song written and recorded by American singer-songwriter Christopher Cross. It was released in May 1980 as the second single from his first album Christopher Cross (1979), which was already certified gold by this time. The song was a success in the United States, reaching number one on the Billboard Hot 100 chart on August 30, 1980, where it stayed for one week. The song also won Grammy Awards for Record of the Year, Song of the Year, and Arrangement of the Year, and helped Cross win the Best New Artist award. In his Grammy acceptance speech, Cross acknowledged "Sailing" as his favorite song on the album and said that it was not originally meant to be a single.

The song was recorded in 1979, utilizing the 3M Digital Recording System, making it one of the first digitally recorded songs to chart.

In 2007, VH1 named "Sailing" the most "softsational soft rock" song of all time. Following its feature on the Yacht Rock web series, the song was identified as an archetype of the yacht rock style. Cross and similar artists referred to the style as the West Coast sound during 1975–1985.