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Rediscovering ‘Sailing’: The Song That Gave the 80s Its Quiet Escape

“Sailing” by Christopher Cross is more than just a song; it’s a peaceful escape that resonates with many who grew up in the 80s. This timeless classic captures the essence of finding solace and tranquility in life’s stormy seas. If you remember swaying to its soothing melody, you’re likely reminiscing about simpler times. But did you know that this serene tune holds a deeper meaning, drawn from Cross’s own experiences? Join us as we explore the heartfelt inspiration behind this legendary track and uncover fascinating details that might surprise you.

The Peaceful Meaning Behind “Sailing” by Christopher Cross

“Sailing” by Christopher Cross is much more than a smooth, melodic hit from the early ’80s. For Cross, the song represents a personal refuge and peace that he found through his real-life experience with sailing. The track has since become an anthem of tranquility, resonating with listeners who long for a moment of calm amidst the storms of life. Its timeless appeal lies in its blend of soothing music, poignant lyrics, and the heartfelt message of finding solace and freedom.

An artistic representation of Christopher Cross surrounded by flamingos, symbolizing his connection to the calm and freeing nature of his song "Sailing."
An artistic representation of Christopher Cross surrounded by flamingos, symbolizing his connection to the calm and freeing nature of his song “Sailing.”

A Personal Journey to Peace

The inspiration behind “Sailing” is rooted in Cross’s youth. During an episode of The Howard Stern Show, Cross shared that as a teenager, he found an escape from life’s noise by sailing with a friend. For Cross, being on the water offered a space to breathe, to disconnect from daily struggles, and to simply exist. This sentiment translated directly into the song, which captures that sense of floating away from life’s pressures. The lyrics and the melody work together to create an atmosphere of serenity, mirroring the calmness of the sea and the peace Cross experienced while sailing.

The song isn’t just a personal story; it’s an invitation for listeners to discover their own “sailing.” Cross uses sailing as a metaphor for any activity that provides mental clarity and emotional release. Whether it’s painting, writing, or simply taking a walk in nature, “Sailing” is about finding a place of inner peace that anyone can relate to. Cross’s experience suggests that we all need a personal escape – a way to sail away from the chaos of everyday life.

Sailing as a Metaphor for Tranquility

While the song is quite literal in its references to sailing, its deeper meaning lies in the metaphorical sense of finding peace. Cross wrote “Sailing” with the intention of expressing the calm and joy he found on the water, but he extends this idea to include any form of escape that helps clear the mind. The song suggests that we all have the power to sail away in our own way, whether through music, art, or simply a quiet moment.

In the lyrics, “It’s not far to Never Never Land, no reason to pretend,” Cross refers to the simplicity and honesty of finding joy and innocence. “Never Never Land” symbolizes a mental state where one can shed the burdens of adulthood and embrace a childlike sense of freedom. Cross further emphasizes this idea with the line, “The canvas can do miracles, just you wait and see.” Here, he alludes to the power of art – in this case, painting – as another means of finding peace and transforming one’s state of mind.

Lyrics That Paint a Picture

The imagery in the lyrics of “Sailing” transports the listener to a dreamlike state. Cross’s words evoke a sense of weightlessness, where one can drift away and find a reprieve from the struggles of reality. The canvas, mentioned in the song, becomes a symbol of possibilities. Just as a blank canvas offers endless opportunities to create, the act of “sailing” represents the freedom to explore and the power to change one’s perspective.

“Sailing takes me away to where I’ve always heard it could be,” Cross sings, capturing the hope and longing for an escape to a place of serenity. The wind, carrying the dream, becomes a gentle force that leads the way to a state of mind where one feels truly free. The lyrics reflect a universal desire for a break from life’s complications, embodying the notion that peace is within reach if we allow ourselves to let go and “sail.”

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The Creative Challenge of Writing “Sailing”

Despite the song’s easy-going vibe, “Sailing” was not an effortless creation. Cross recalls how the music and initial lyrics came to him in a “mystical” way, almost like they were meant to be. He was casually strumming his guitar at the kitchen table when the structure of the song started to take shape. The process of creating something so beautiful seemed almost magical, but it wasn’t without its challenges.

Cross explains that while the main verses and chorus flowed naturally, he struggled for over a year to complete the song. He was missing a bridge that could seamlessly connect the verses and chorus, and it wasn’t until much later that he discovered the right chords to lift the song to where it needed to go. This search for the perfect bridge mirrors the theme of “Sailing” itself – a journey toward finding peace, sometimes elusive and requiring patience.

Finding the Missing Bridge: A Nod to Musical Inspiration

Part of the reason it took Cross so long to finish the song was his use of a unique guitar tuning inspired by Joni Mitchell. He often kept his guitar in an open tuning, which creates a different set of harmonies than standard tuning. On the day he wrote “Sailing,” his guitar was in open D tuning, limiting his chord options and making it challenging to find a bridge that would “lift” the song out of its linear progression.

Cross’s dedication to exploring these musical complexities reflects his admiration for Joni Mitchell’s approach to guitar playing. The patience and experimentation required to finally land on the perfect bridge is reminiscent of the broader journey of finding peace – it’s not always straightforward, but the effort is worth it. In the end, the bridge added depth and movement to the song, lifting it to new emotional heights.

The musical sheet of "Sailing" by Christopher Cross, showcasing the delicate and melodic arrangement that captivated listeners worldwide
The musical sheet of “Sailing” by Christopher Cross, showcasing the delicate and melodic arrangement that captivated listeners worldwide

A Sweep at the Grammys: Recognition of “Sailing’s” Impact

“Sailing” was more than just a personal reflection for Cross; it became a global sensation. The song struck a chord with audiences, earning widespread acclaim. In 1980, Christopher Cross’s self-titled debut album, featuring “Sailing,” made history at the Grammy Awards. Cross won five Grammys, sweeping the General Four categories – Album of the Year, Record of the Year, Song of the Year, and Best New Artist. This incredible feat solidified “Sailing” as an enduring classic and showcased the song’s universal appeal.

The recognition from the Grammys not only affirmed the song’s musical excellence but also underscored its deeper emotional resonance. “Sailing” was more than a smooth pop tune; it was an exploration of the human need for peace and release. Cross’s ability to convey such a profound message through simple yet evocative lyrics helped the song stand the test of time.

A Timeless Classic That Continues to Resonate

Over four decades after its release, “Sailing” continues to provide a sense of calm and nostalgia for listeners. Its gentle melody and heartfelt lyrics make it a timeless piece that crosses generational boundaries. The song’s message remains as relevant today as it was in the 1980s, offering listeners a reminder to find their own moments of peace.

For Cross himself, “Sailing” has been a source of comfort, especially during challenging times. The song’s ability to evoke a sense of freedom and escape is something he has clung to, particularly during periods of personal struggle. The timelessness of “Sailing” lies in its simple yet profound truth: we all need a way to sail away from life’s pressures now and then.

A recent photograph of Christopher Cross holding his guitar, representing his enduring passion for music despite the challenges he faced in his career and life
A recent photograph of Christopher Cross holding his guitar, representing his enduring passion for music despite the challenges he faced in his career and life

Cross’s Personal Struggles and Resilience

In 2020, Christopher Cross faced his own “stormy seas” when he was diagnosed with COVID-19. The illness led to complications, and he was further diagnosed with Guillain-Barré Syndrome, a condition that left him temporarily paralyzed. The artist who had once sung about freedom and escape found himself confined and unsure of his future.

During this dark period, the message of “Sailing” took on new meaning for Cross. The song became a personal anthem of hope and resilience. Despite the bleak prognosis, he slowly began to recover. After ten days in the hospital and a long rehabilitation process, Cross was able to walk and play the guitar again. Today, he performs “Sailing” as a testament to his journey and survival, embodying the song’s message of finding peace after turmoil.

Conclusion: The Enduring Message of “Sailing”

“Sailing” by Christopher Cross is more than just a hit song from the ’80s; it is a reminder of the importance of finding peace amidst life’s chaos. Cross’s lyrics and melody invite listeners to seek out their own forms of escape – be it through art, nature, or quiet reflection. The song captures the universal longing for tranquility and shows that no matter how turbulent life may get, there’s always a way to “sail” toward calm waters.

Its lasting impact is not just in its Grammy-winning accolades but in its ability to soothe the soul. “Sailing” continues to remind us that the journey to inner peace is ongoing and ever-evolving, much like the song itself.

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