"Sailing" is a number-one single, written and performed by Christopher Cross on his 1979 eponymous debut album. The song was a phenomenal success, winning Grammy Awards for Song of the Year, Arrangement of the Year, and helping Cross win the Best New Artist award. VH1 named this the greatest "softsational soft rock" music song of all time. The lyrics describe the joys of sailing.

It was a number-one rated single in the United States. Since its debut, it has been covered by many artists, including Avant, Barry Manilow, Big Bub, 'N Sync, and Phajja.

The song was one of the first digitally recorded songs, utilizing the 3M digital recording system.

The Mexican airline AeroMéxico used the theme during the middle 1980s as a jingle for its advertisements; it was also used for the cigarette brand Winston.

Dr. Octagon refers to the lyrics in the song "Blue Flowers Revisited" on the album Dr. Octagonecologyst.

Tracy Morgan referenced the song "Sailing" when he appeared on The Daily Show with Jon Stewart on Feb 24th, 2010. Tracy stated that if he had a variety show he would book Christopher Cross to sing Sailing with a russian bear on a bicycle. Cross would be wearing a Houston Oilers jersey and playing a double-axe bass guitar. Morgan then talked about how he used to cry when he would hear Cross sing the song and noted that it was his "vision" to have Cross sing with the bear riding the bicycle.

"Nel blu dipinto di blu (Volare)" · "Mack the Knife" · "Theme from A Summer Place" · "Moon River" · "I Left My Heart in San Francisco" · "Days of Wine and Roses" · "The Girl from Ipanema" · "A Taste of Honey" · "Strangers in the Night" · "Up, Up and Away" · "Mrs. Robinson"

"Aquarius/Let the Sunshine In" · "Bridge over Troubled Water" · "It's Too Late" · "The First Time Ever I Saw Your Face" · "Killing Me Softly with His Song" · "I Honestly Love You" · "Love Will Keep Us Together" · "This Masquerade" · "Hotel California" · "Just the Way You Are"

"What a Fool Believes" · " Sailing " · "Bette Davis Eyes" · "Rosanna" · "Beat It" · "What's Love Got to Do with It" · "We Are the World" · "Higher Love" · "Graceland" · "Don't Worry, Be Happy"

"Wind Beneath My Wings" · "Another Day in Paradise" · "Unforgettable" · "Tears in Heaven" · "I Will Always Love You" · "All I Wanna Do" · "Kiss from a Rose" · "Change the World" · "Sunny Came Home" · "My Heart Will Go On"

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"Use Somebody"