Toby Keith on X: "The pirate has passed. RIP Jimmy Buffett. Tremendous influence on so many of us -T" / X

About the Song

Toby Keith, a name synonymous with American country music for decades. Now, Keith is known for his robust vocals, his storytelling lyrics that paint vivid pictures of everyday life, and a touch of patriotism that resonates with many fans. But he’s also got a playful side, a willingness to explore different sounds and themes. That’s where “Sailboat for Sale” comes in.

Released in 2015 on Keith’s album “35 MPH Town”, this song is a bit of a departure. It’s a laid-back, breezy tune that features another country music legend, Jimmy Buffett. Now, Buffett is the king of all things tropical, his music conjuring up images of sandy beaches, turquoise waters, and carefree living.

So, what happens when you put these two together? You get a song that’s both familiar and surprising. “Sailboat for Sale” might not be your typical Toby Keith anthem, but it’s a song that’s easy to listen to, with a melody that lingers long after the last note fades. It’s a song that makes you think about kicking back, letting go of your worries, and maybe even setting sail on an adventure of your own.