Meaning of "Moon Sailing On The Water" by Mason Jennings

The lyrics of "Moon Sailing On The Water" reflect the complexities and struggles within a failing relationship. The speaker wakes up to find their partner crying, symbolizing deep emotional pain and sorrow within the relationship. The distance between them is palpable, as the speaker feels unable to reach out and connect with their partner. The repetition of "Moon sailing on the water" captures the idea of drifting apart and feeling lost in the vast expanse of troubled waters. Despite the hurtful words exchanged and the impending breakup, there is a longing for connection and intimacy. The plea for closeness and the desire to pretend that everything is new highlights the desperation to hold onto what once was, even though the speaker knows deep down that the relationship is crumbling. The imagery of crushing and squeezing out love reflects a sense of suffocation and longing for affection, despite the pain of the situation. Overall, the lyrics convey a sense of heartbreak, disconnection, and an emotional struggle to salvage a relationship that seems beyond repair.