"Sailing" is a 1979 soft rock song written and recorded by American singer-songwriter Christopher Cross.

It was released in June 1980 as the second single from his self-titled debut album (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.

[5] In his Grammy acceptance speech, Cross acknowledged "Sailing" as his favorite song on the album and that originally it was not meant to be a single.

[11] Although Cross lost touch with Glasscock, The Howard Stern Show in April 1995 reunited the two after 28 years.