“When the Sun Goes Down” is a song written by Brett James, and recorded by American country music artist Kenny Chesney and Uncle Kracker. It was released in February 2004 as the second single and title track from Chesney’s album When the Sun Goes Down. The song reached the top of the Billboard Hot Country Singles & Tracks chart on April 3, holding the number one position for five weeks. It also reached number 26 on the Billboard Hot 100 chart. It was Uncle Kracker’s first appearance on the country music charts, his next one being Smile.