Kenny Chesney is a country music legend who’s been entertaining fans for over 25 years. His “No Shoes, No Shirt, No Problem” lifestyle is something every American strives to live, which makes a Kenny Chesney playlist necessary on everyone’s phone.

His fans range from all ages because he sings about everyday life, love, and loss. One of the defining qualities of Chesney’s music is its ability to transport listeners to idyllic, sun-kissed landscapes and beachside serenity. If your friend is a Kenny Chesney fan, keep them close, they’re a good person.

Kenny Chesney Tailgates 

Kenny Chesney fans are some of the most loyal and passionate fans in the world. They are a testament to Chesney’s talent and his ability to connect with people through his music. 

Every other year or so, Chesney hits the states on a nationwide tour around the U.S. When he’s not performing on beaches or at festivals, he’s selling out football stadiums across the country.

The tailgates are like none other. Members of “No Shoes Nation” will wake up early and prepare for the fun, “Chesney-filled” day ahead of them.

They’ll pack a cooler of beer and prepare sandwiches, dips, and snacks for a long day of tailgating. Even in a parking lot party, you can always find the beach or a makeshift version of it.

There’s always one tailgater who fills up their truck with sand to spill on the asphalt and a blow-up pool to cool everyone down. If you’ve never been to see Kenny Chesney live in concert, the tailgate before the show is an experience in itself.

Let’s pretend that we’re on a beach without a worry in the world and an Island Girl drink in our hand. Take a look at the top Kenny Chesney songs, it might warm you up while we begin to enter the winter season!

The Ultimate Kenny Chesney Playlist: His Most Iconic Songs

• "Don't Blink"

  “Don’t blink, just like that you’re six years old
  And you take a nap
  And you wake up and you’re twenty-five
  And your high school sweetheart becomes your wife”

• "No Shoes, No Shirt, No Problems"

  “Want a towel or a chair, in the sand by the sea
  Wanna look through my shades, and see you there with me
  Wanna soak up life for a while, and lay back low
  No boss no clock no stress, no dress code”

• "The Boys of Fall"

  “Well, it’s turn and face the Stars and Stripes
  It’s fighting back them butterflies
  It’s call it in the air, alright, yes sir, we want the ball
  And it’s knocking heads and talking trash”

• "I Go Back"

  “An’ I go back to a two toned short bed Chevy
  Drivin’ my first love out to the levy
  Livin’ life with no sense of time
  An’ I go back to the feel of a 50-yard line”

• "Knowing You"

  “But God, we were so alive
  I was a kid on a carnival ride
  Holdin’ my breath ’til the moment
  When you were gonna leave me too soon”

• "All The Pretty Girls"

  “I’m coming over, call all your friends
  “Somebody hold me”, all the pretty girls said
  All of the whiskey went to my head
  “Shut up and kiss me”, all the pretty girls said”

• "How Forever Feels"

  “Big orange ball, sinking in the water
  Toes in the sand, couldn’t get much hotter
  Little umbrella shaped margaritas
  Coconut oil, tanning señoritas”

• "Living In Fast-Forward"

  “‘Cause I’ve been livin’ in fast forward
  Hillbilly rock star out of control
  I’ve been livin’ in fast-forward
  Now I need to rewind real slow”

• "Beer In Mexico"

  “So I’ll just sit right here and have another beer in Mexico
  Do my best to waste another day
  Sit right here and have another beer in Mexico
  Let the warm air melt these blues away”

• "She Thinks My Tractor's Sexy"

  “She thinks my tractor’s sexy
  It really turns her on
  She’s always starin’ at me
  While I’m chuggin’ along”

• "We Do"

  “We come down from the mountains, come up from the coast
  We’re all comin’ out of some kinda comatose
  Fill up our cups with a little bit of freedom
  Come on, hold ’em up, everybody, let me see ’em”

• "You Had Me From Hello"

  “Well, you had me from “Hello”
  And I felt love start to grow
  The moment that I looked into your eyes, you won me
  It was over from the start”

• "Here and Now"

  “Here and now
  Everybody’s waitin’, but they’re waiting on what
  Better get to livin’, ’cause all we’ve got is
  Here and now”

• "Anything But Mine"

  “And in the morning I’m leaving, making my way back to Cleveland
  So tonight I hope that I will do just fine
  And I don’t see how you could ever be
  Anything but mine”

• "The Good Stuff"

  “Not a soul around but the old bar keep
  Down at the end an’ looking half asleep
  But he walked up, an’ said, “What’ll it be?”
  I said, “The good stuff”

• "Get Along"

  “Get along, on down the road
  We’ve got a long, long way to go
  Scared to live, scared to die
  We ain’t perfect but we try”

• "Summertime"

  “Perfect song on the radio
  Sing along ’cause it’s one we know
  It’s a smile, it’s a kiss
  It’s a sip of wine, it’s summertime
  Sweet summertime”

• "There Goes My Life"

  “And he said, “There goes my life
  There goes my future, my everything
  Might as well kiss it all goodbye
  There goes my life”

• "She's Got It All"

  “All my life I spent-a-hopin’
  I could give someone such devotion
  Every sweet memory I can recall
  She got it all”

• "When The Sun Goes Down"

  “Cause when the sun goes down we’ll be groovin’
  When the sun goes down we’ll feel alright
  When the sun sinks down over the water
  Everything gets hotter when the sun goes down, yeah”

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