Songfacts®:

• Kenny Chesney reminisces during this nostalgic country waltz on somebody who left a lasting impact on his life.
  
  Knowin' you was a free fall from a hundred thousand feet
  When you don't even care where you land
  And knowin' you was the kind of rush that you feel
  When you finally get to sit in with the band
  
  He's nostalgic about the relationship, but without regrets.
• Chesney is celebrating the joy that person brought him before they parted ways. "This song doesn't have to be a lover who's gone, or even a friend whose dream took them in another direction," he explained. "It can be someone who's passed away, just staring into the sunset, knowing they're living that best part of life in heaven, maybe even looking down on you and smiling."
• Adam James, Brett James and Kat Higgins penned "Knowing You." Chesney said the song "knocked me out" the first time he heard it. "It was such a classic kind of country song you don't hear any more, and it was so pure," he explained. "And then, the idea you're wishing the best for the other person, kind of smiling, knowing just what they're doing and thinking, 'Yeah, go enjoy the moment...' is something the best people in our lives make us feel."
• Shot on location in Gloucester, Massachusetts, and St. Croix, Virgin Islands, the dramatic video finds Chesney mourning the loss of the woman he loved. "As I've said over and over lately, the people who come into your life and then are gone, it's for any number of reasons," said Chesney. "But beyond missing them, you have the opportunity to recognize what they brought to your life and be thankful."