Pirate Flag

The lead single from Kenny Chesney's sixteenth studio album was written by David Lee Murphy and Ross Copperman. According to Chesney, it is an anthem that rebels against the mundane "9-to-5." "No matter how you live, there is that part of you that yearns to be free, to say, 'What the hell ...' and just do what you want to do! That's what this song is all about," he explained. "You can just say, "Enough,' even if it's only in your mind, while you're watching your boss' mouth move and are dreaming of whatever gets you off ... You can fly your pirate flag in your head, tack it up behind your computer at work, tattoo it under your skin - and no one has to know."

A previous Chesney single with a similar theme of getting off your boat and enjoying life was his 2011 country chart-topper "Live a Little." David Lee Murphy also co-penned that tune.

Directed by Shaun Silva, the song's music video is an ode to a carefree day. Chesney told The Boot that the beautiful women seen in the clip aren't models from a casting agency: "What people might not realize about a lot of the 'babes' in this video is those are my friends, girls I know from the island who did the very thing this song is about," he explained, "and that freedom from what's expected just makes them shine. I think there's a little bit of 'Ferris Bueller' in all of us, and this song is all about who we'd be on a perfect day where we just said, 'Forget about it!' So, that's what we tried to capture."