The Florida Highwaymen

Swaying palm trees. Rough seas. Brilliant red Poinciana trees. Cotton candy sunsets that light up the canvas in ways you might not know possible.

That’s what you’ll find among the paintings of the Florida Highwaymen. I had the pleasure of seeing several as part of a special exhibit at the Westmoreland Museum of American Art a few weeks ago.

From the early fifties through the eighties, there were 26 African American painters who were called The Highwaymen. They painted gorgeous rural and beach scenes from the Florida landscape.

They painted in home workshops and garages, creating a prolific catalog of work that they sold door-to-door to businesses and individuals. They could also be seen selling from the trunks of their cars along the highways. Back in the day, these paintings cost about $25 apiece. Today one of these paintings can command $5,000 to $10,000.

Despite the talents of these individuals, racial segregation in Florida prevented them from being sold in professional galleries.

The museum had laminated sheets for each painter with brief biographies and I was fascinated by the origins of these artists. Most were self taught. They knew each other and mentored one another and you can see how they influenced one another.

Their stories are tragic and discouraging, inspiring and thought provoking. Their work is stunning.

This exhibition just closed so I’m sorry to say you can’t go see these paintings in Pennsylvania. That’s a shame too because they did a nice job showing the art while telling the stories of the artists and of the Jim Crow world they lived in. The fact they faced such a grim and racist reality but chose to paint such beauty is incredible.

If you ever get a chance to go see some of these paintings, I hope you will. They are extraordinary.

Want to know more about these painters? Click here to find biographies of the 25 men and one woman who we know as the Highwaymen.