The song “Sailing” by Christopher Cross is a soothing, introspective ballad that uses the metaphor of sailing to express a sense of freedom, peace, and emotional escape.
🥇1st Place – Christopher Cross
🥈2nd Place – The Hindley Street Country Club
🥉3rd Place – Boyce Avenue
4th Place – KUTX Austin
5th Place – Gigi Vibes
6th Place – avantmusic
7th Place – *NSYNC
8th Place – Lexington Lab Band ®️
9th Place – Gigi Vibes
10th Place – Christopher Cross
11th Place – Kent Nishimura
12th Place – Modao Internacional
13th Place – Project: Romeo
14th Place – JayHeartMusic
15th Place – Dan Collins and a Piano
16th Place – LukeSimmonsMusic
Did you know?
The lyrics of “Sailing” evoke a serene journey across the water, symbolizing a desire for tranquility and liberation from life’s burdens.
Lines like “Sailing takes me away to where I’ve always heard it could be” suggest a longing for an idealized place of peace and happiness.
The imagery of “a canvas of the sea” and “the salty air” reinforces the theme of escape and connection with nature.
The repeated refrain, “Sailing, takes me away,” emphasizes the transformative power of this experience, offering a sense of renewal and emotional release.
The song’s gentle melody and Cross’s smooth vocals further enhance the feeling of calm and introspection.
Overall, “Sailing” is widely interpreted as a metaphor for finding inner peace and freedom through a mental or emotional journey, rather than a literal voyage.

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