“Legends of the Highway” Film Tells the True Story of the Florida Highwaymen — Premieres October 25

Legends of the Highway Brings Florida Highwaymen’s True Story to the Big Screen

FORT PIERCE, FL – A defining story of Black artistry, resilience, and legacy takes center stage this fall with the release of Legends of the Highway, a new feature film inspired by the true story of the Florida Highwaymen — a pioneering group of African American artists who painted their way into American history.

The film makes its theatrical premiere on October 25, followed by a DVD and digital release on October 28, and streaming debut on November 25 across major platforms.

Produced by Maverick Entertainment Group, Legends of the Highway stars Julian Horton, Kelvin Hair, Johnell Young, and Ashani Roberts, and captures the untold story of self-taught painters in 1950s and 1960s Florida who used art as both economic survival and cultural resistance during segregation.

“Legends of the Highway is not just about art—it’s about legacy,” said producer Kenny Holmes. “These artists painted their freedom, and their stories deserve to be seen and celebrated.”

Who Were the Florida Highwaymen?

The Florida Highwaymen were a group of 26 Black artists who, despite the restrictions of Jim Crow laws and systemic exclusion from mainstream galleries, created and sold vibrant Florida landscapes from the trunks of their cars and along roadsides. Their work became legendary, not only for its visual beauty but for its role in defining a bold and entrepreneurial Black art movement in the American South.

A special element of the film is the casting of Kelvin Hair, grandson of legendary Highwayman Alfred Hair, in the role of his own grandfather — adding emotional depth and a powerful generational connection to the story.

Release Schedule

• Red Carpet Premiere: October 25 – Cinepolis Jupiter (Sold Out)

• DVD & Digital Release: October 28 – Available via Fandango, Prime Video, and other platforms

• Streaming Launch: November 25 – Major SVOD/AVOD platforms

• Additional Screenings:

  • November 8 – Cinepolis Davenport

  • November 23 – The Lyric Theatre (Elliott Museum Event in Stuart, FL)

  • December 13 – Cinepolis Coconut Grove

The November 23 event at The Elliott Museum in Stuart will include a screening, community exhibits, and discussions celebrating the Highwaymen legacy.

About the Film

Shot with a balance of historical accuracy and artistic reverence, Legends of the Highway illuminates the role of Black visual art as a form of self-expression, entrepreneurship, and resistance. It brings long-overdue attention to one of the most significant artistic movements in African American history, now honored through cinema.

SOURCE Maverick Entertainment Group, Inc.

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