The speaker reflects on their life without regrets, having paid off their debts but one. They express weariness in searching for something unattainable and decide to embrace their fate by going to the river one last time, leaving whatever is left of their luck to the losers before saying goodbye to the world.

Meaning of "Kiss the World Goodbye" by Kris Kristofferson

"Kiss the World Goodbye" by Kris Kristofferson explores themes of acceptance, fate, and the inevitability of death. The speaker acknowledges their past actions and choices, expressing a sense of resignation and closure. Despite not finding what they were searching for in life, they accept their fate and choose to face death with a sense of peace. The lyrics capture a sense of finality and acceptance, as the speaker prepares to depart from the world, leaving behind their legacy to fate. Through vivid imagery of the river and the breeze on their face, the song captures a poignant moment of reflection and acceptance of one's mortality.