Toby Keith Tribute: Should’ve Been A Cowboy Show ft. Charlie Floyd

Toby Keith Tribute: Should’ve Been a Cowboy ft. Charlie Floyd returns with a high-energy night celebrating the music, attitude, and unmistakable country sound of Toby Keith.

From “Should’ve Been a Cowboy” and “How Do You Like Me Now?!” to “I Love This Bar,” “American Soldier,” and “Courtesy of the Red, White and Blue,” the show is packed with the hits that made Toby Keith one of country music’s biggest stars.

Taking the stage as Toby Keith is South Carolina native Charlie Floyd, a powerhouse vocalist with a gritty Southern sound and decades of performing experience. A former Capitol Records artist, Floyd made his national debut with Charlie’s Nite Life, which produced two Billboard-charting singles. His commanding stage presence and country roots make him a natural fit for a show celebrating Toby Keith’s larger-than-life music.

Should’ve Been a Cowboy is back for another night of great country music and Toby Keith favorites. Grab your tickets today and don’t miss this tribute to one of country music’s biggest stars!

Toby Keith Tribute: Should’ve Been A Cowboy will be LIVE at The Carolina Opry Theater on Sunday, January 31, 2027 7:00pm. Tickets are on sale now – click ‘Get Tickets’ to purchase!

Please note that events in the Performing Arts Series are independently produced and managed by the respective performers or event organizers. The theater provides the performance space but does not oversee or control show content, performers, sound, or lighting design, run time, or photography/recording policies. Performer lineups and show content are subject to change at the discretion of the organizer without prior notice. The theater assumes no liability for changes to the advertised program or for the conduct of the producing party.