"Sailing" is a 1979 soft rock song written and recorded by American artist Christopher Cross. It was released in June 1980 as the second single from his debut 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.[1][2] 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.[3] VH1 named "Sailing" the most "softsational soft rock" song of all time.[4]

The song was recorded in 1979, utilizing the 3M Digital Recording System, making it one of the first digitally recorded songs to chart.[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.[6] The song was later identified as an archetype of the style that later became known as yacht rock[7] (At the time Cross and similar artists referred to the style as the West Coast sound).[8]


Download Song Sailing By Christopher Cross


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Cross has said in interviews that the song's inspiration was his friendship with an older friend from his high school, Al Glasscock, who would take him sailing as a teenager, just to get away from the trials and tribulations of being a teenager.[9] [10] Glasscock functioned as a surrogate older brother during a tough time for Cross emotionally.[11] Although Cross lost touch with Glasscock, The Howard Stern Show in April 1995 reunited the two after 28 years. Cross acknowledged on the show that his sailing trips with Glasscock had been the inspiration for the song. After that reunion, Cross sent Glasscock a copy of the platinum record he earned for selling more than five million copies of "Sailing."[11]

Christopher Cross's 'Sailing' is a serene ballad that captures the essence of escapism through the metaphor of a sea voyage. The song, released in 1980, became an instant classic, known for its soothing melody and the peaceful imagery it evokes. Cross's gentle voice and the soft rock style of the music complement the dreamy lyrics, creating a sense of calm and introspection.

The lyrics of 'Sailing' suggest a journey to a place of peace and contentment, 'paradise' and 'never-never land,' which are symbolic of an ideal state of mind rather than physical locations. The repeated line 'And soon I will be free' emphasizes the theme of liberation that sailing provides from the constraints of everyday life. The 'canvas' mentioned in the song likely refers to the sails of a boat, which, powered by the wind, can perform 'miracles' by transporting one to a state of tranquility and innocence. This metaphor extends to the idea that simple pleasures and a connection with nature can lead to profound personal transformation.

The song also touches on the theme of fantasy and its power to uplift the human spirit. The 'reverie' and the 'symphony' of words highlight the enchanting effect of letting one's imagination run free, which is a form of mental sailing. Cross invites the listener to believe in the magic of their dreams and the possibility of finding serenity. 'Sailing' resonates with anyone who has ever longed to break away from the mundane and find solace in the depths of their own mind, carried by the winds of their aspirations.

I remember hearing this song as a child. Brings back nostalgia and memories of Lake Michigan (grew up in Chicago). Makes me feel like I'm literally sailing........HOWEVER, has anyone thought (as I did for the first time tonight) that this song could be a song about how a drug takes you away to that special place? "But it's not far back to sanity," the song says...NEVER did I ever think this song had references to escapism via drugs, but I think such a conclusion could be a viable interpretation. What does anyone else think?

@sawyourface That's one way to view it, but to me this song was special growing up since I was kind of a loner and very much use to the solitude of finding my own peace in myself. For me this song is about enjoying your own imagination the way you use to as a child. Using drugs doesn't really do that imho.

i love driving along the coast with the windows down and taking in the fresh ocean air and bumping sailing. it makes me think of loves lost and all those to come. there is so much potential when your are single and ready to mingle

San Antonian Cross wrote a beautiful song about sailing. :) It always reminds me of my sailing days that I plan on returning to in a few short years. :) I remember he won like a kabillion Grammies the year it came out-'81(?). :) Great song!

This song brings me full body relaxation everytime...I dunno what I'd do without it. All going after your dreams with (to me anyway) a spiritual push. I doubt I'm interpreting it correctly, but I've always liked it that way and found that way helped it relate to my life (which I try to make all music do).

"I was just at home sitting in this cheap apartment, sitting at the table. I remember coming up with the verse and chorus, and the lyrics to the first verse of the chorus all came out," he revealed to Songfacts. "So I got up and wandered around the apartment just thinking, 'Wow, that's pretty f--kin' great.' I just thought, 'That's really cool.' So then I sat down and had to try to come up with other stuff to make the rest of the song, but I thought I had something there."

"They released the single after 'Ride Like the Wind.' When Mo Ostin with Warner Brothers wanted to release it as a single, I thought he was out of his mind because I thought the song was way too introspective to be a hit," Cross recalled. "But subsequently, over the years, writers have been very gracious to say to me that the cool thing about 'Sailing' is that it's an artistic song that was a hit. And writers that I've talked to say that's hard to do: write a song that has credibility that's also popular. So that was one of the really cool moments."

"Sailing" had a huge impact on the Grammys that year, with the song sailing away with honors for Record of the Year and Song of the Year. Cross also won Best New Artist, as well as the vaunted Album of the Year, winning over such heavyweights as Pink Floyd's The Wall.

"The whole thing's kind of surreal. What I love about the Grammys is that they're voted on by your peers," Cross recalled. "I always thought the Oscars and Tonys and Grammys, those original shows were the most valid because you're voted on by your peers. But it's a little uncomfortable. When I met David Gilmour [Pink Floyd's guitarist], the first thing he said to me was something like, 'I'll never forgive you for beating us out for the Grammy.' He was teasing, but..."

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