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Dustin Lynch and Luke Bryan Team Up For Toby Keith Tribute At Crash My Playa
The pair joined forces to sing “Should’ve Been A Cowboy.”

Dustin Lynch, Luke Bryan; Photo Courtesy Dustin Lynch
Luke Bryan and Dustin Lynch joined forces to pay tribute to Toby Keith during the 8th annual Crash My Playa destination event at Moon Palace Cancún in Mexico on Sunday (Jan. 22).
In the midst of Bryan’s headlining performance during the final night of the annual beachside concert getaway, he and Lynch performed a cover of Keith’s “Should’ve Been A Cowboy.”
“The longest-standing representative of Crash My Playa. No one has drank more liquor, no one has vomited more, no one has taken more drugs, no one has taken more IVs, no one has passed more STD tests than this next gentlemen right here. He has got a clean bill, he does not have diseases, give it up for Dustin Lynch,” Bryan jokingly said as he introduced Lynch to the stage.
“That’s going down in the history books of introductions right there,” Lynch said as he took the stage. “Crash My Playa, what’s up baby?”
Dustin Lynch, wearing a Silk Sonic t-shirt and baseball cap, joined Luke Bryan, who donned a colorful tropical print button-up, to belt out the lyrics to the Keith tune as thousands of fans watched from the sandy Cancún beach.
“I should’ve been a cowboy / I should’ve learned to rope and ride / Wearin’ my six-shooter, ridin’ my pony on a cattle drive / Stealin’ the young girls’ hearts / Just like Gene and Roy / Singin’ those campfire songs / Woah, I should’ve been a cowboy,” they sang as onlookers joined them in unison.
Earlier in the day, Dustin Lynch hosted a rowdy pool party that included haircuts, mullets, a parade throughout the resort, drinking games and more.
Released in February of 1993, the song was Keith’s breakout hit from his self-titled debut album.
The beloved country track was written solely by Keith and went on to become the most-played country song of the 1990s with more than 3 million spins. It hit No. 1 on Billboard’s US Hot Country Songs chart and became a minor crossover hit, reaching No. 93 on the US Hot 100.
The inspiration for “Should’ve Been a Cowboy” came to Keith in the bathroom of a hotel in Dodge City, Kansas.
“A guy said to another guy, ‘In all honesty, you should’ve been a cowboy,’ when a girl didn’t dance with him in his hunting clothes. And I thought, ‘Man, that sounds like a song idea,’ and it was all over me,” Keith once recalled to The Oklahoman.
“I went back and we were all two hunters to a room, and my roommate was Freddie Cortez. He’s passed away now, but he used to own Chastain’s and a bunch of country bars in town. Freddie went to sleep, and I didn’t want to wake him ‘cause he was hateful when you’d wake him up. I went in the bathroom, shut the door, wrote it down and put it in my bag and went hunting the next day. Came home, revisited it, and said ‘I’m gonna record this song.’”
The Oklahoma native added, “It’s the foundation for me of everything.”
Crash My Playa took place at the AAA Four Diamond awarded resort, Moon Palace Cancún, in Riviera Cancun, Mexico from January 19 through January 22, 2023.
Chris Stapleton, Cole Swindell, Lionel Richie, Dustin Lynch, Ashley McBryde, Brian Kelley, Carly Pearce, Chase Rice, Dylan Scott, DJ Rock, Kendell Marvel also performed during Crash My Playa.
Dubbed the ultimate vacation with Luke Bryan & Friends, Crash My Playa 2023 marked the third year that the event will be held at Moon Palace Cancún with the initial year being in 2020 and the eighth year of the event overall.
Fans in attendance were treated to an all-inclusive concert as well as enjoyed daily pool parties and other amenities offered by the resort, including a relaxing visit to the lavish AWE-Spa or a fun-filled outing at the 27-hole Jack Nicklaus Signature Golf Course.
For additional information on Crash My Playa visit their official website at www.crashmyplaya.com.
Lauren Jo Black is a longtime country music journalist, editor, host, and media personality whose work has helped shape the conversation around country music for nearly two decades. As the current Editor-in-Chief of Country Now, she has become one of the genre’s most respected voices, interviewing hundreds of country music’s biggest stars, including Dolly Parton, Garth Brooks, Reba McEntire, Shania Twain, Randy Travis, Luke Bryan, Carrie Underwood, Blake Shelton, Luke Combs, and countless others. Over the course of her career, Black’s written work and interviews have reached billions of country music fans worldwide. A 2009 graduate of the University of Central Florida, Black began her career by founding Country Music Is Love, one of country music’s earliest independent digital publications, which she later sold to a major record label in 2015 before it was rebranded as Sounds Like Nashville. She then served as the publication’s Editor-in-Chief for more than two years. Her work has also appeared in Forbes, and she previously served as the Country Music Expert for Answers.com. Widely recognized for her expertise, Black has appeared as a featured guest on The Bobby Bones Show, BobbyCast, and Scripps News Morning Rush, providing insight on country music’s biggest moments. She has also hosted Country Now Live, a concert series featuring performances from artists including Lady A, Dierks Bentley, Riley Green, Jordan Davis, Dustin Lynch, Gabby Barrett, Brett Young, Jon Pardi, Kip Moore, Chris Young, and more. The series has welcomed thousands of fans in person while reaching millions more online. In addition, she hosted Connect With Country Now, a weekly interview series featuring conversations with rising country stars. Throughout her career, Black has earned a reputation for discovering and championing artists long before they become household names. She has covered Luke Bryan since the early days of his career, beginning when he was writing songs for other artists, including Billy Currington’s No. 1 hit “Good Directions,” before stepping into the spotlight with his debut single, “All My Friends Say” and eventually becoming one of biggest names in music. She also gave Megan Moroney her first opportunity to walk a major red carpet as Country Now’s official guest correspondent at the 2022 CMA Awards. An interview she conducted in 2018 for Forbes.com with Luke Combs that inspired his multi-week No. 1 hit, “Doin’ This.” She has also hosted stages at CMA Fest, moderated an industry panel at Country Radio Seminar, and helped lead important conversations about the evolving landscape of country music media. Beyond journalism, Black has also used her platform to support charitable causes and highlight organizations making an impact. Through Country Now Live, she has helped raise awareness and support for St. Jude Children’s Research Hospital, while also advocating for animal rescue through Country Now’s Pupdate series, spotlighting organizations including MuttNation Foundation, Wags & Walks, and Proverbs 12:10 Animal Rescue. Black has been recognized as one of Country Aircheck’s Women of Influence and received the 2012 Rising Star Award from the University of Central Florida. She is a longtime member of both the Country Music Association (CMA) and the Academy of Country Music (ACM). After nearly 20 years covering country music, Lauren Jo Black has spent her career telling the stories behind the artists, songs, and moments that have shaped the genre. Her first-ever book, Country Music Forever: An A-to-Z Celebration of Icons, Songs and Stories, brings that same passion and firsthand knowledge to the page, celebrating not only the legendary artists and timeless songs that have become the soundtrack to generations of fans, but also the places, traditions, and cultural moments that have made country music one of the most beloved genres around the world.








