Songfacts®:

• Cabo San Lucas is a Mexican city and holiday destination on the southern tip of the Baja California peninsular.
• Keith wrote this together with one of the heroes of his youth, singer-songwriter Eddy Raven. He told AOL: "I'd always been an Eddy Raven fan, and when I did 'How Do You Like Me Now?!' I had people that had worked with him say the vocal reminded them of Eddy Raven. I said, 'Well, it ought to, because I sang about everything that he did, cover stuff.'"
  The twosome hooked up together and hit it off as friends, before deciding to write a few songs together. Keith told AOL: "He knew that I loved Cabo San Lucas. He had a little idea about it. We sat down and put it in Eddy Raven mode. You could hear him sing this if I wasn't on the vocal. He added: "It's really cool to be at this position in my life. When you're sitting on top of your world and having so much good going on in your life, you get to start fulfilling some of these things that you always wanted to do but never got to do. Getting to hang out with him for a weekend and write was really cool."
• Toby Keith explained on the press release for That Don't Make Me a Bad Guy why Eddy Raven was one of his heroes in his youth: "Eddy is one of the most underrated artists of the '80s. He wrote great songs, sang great, was really unique and had a great style, I thought. He probably wasn't hard country enough for the times. It hadn't evolved to where it is today."