The Highwaymen

The Highwaymen

Published: November 21, 2025

Duration: 10:58

In the racially segregated 1950s, a group of twenty-six African American artists from Fort Pierce, Florida, defied the economic limitations of the Jim Crow South by forging a unique path in the art world. Known today as the Florida Highwaymen, these entrepreneurs—including founding figures Alfred Hair and Harold Newton, and the sole female member Mary Ann Carroll—bypassed exclusionary white-only galleries to sell their work directly to the public. Painting vibrant, idealized Florida landscapes on inexpensive Upson board with crown molding frames, they traveled the state's roadways selling their art from the trunks of their cars to banks, mote...