About the Highwaymen
In the early 1950’s through the 1980’s a group of twenty-six African-American artists known as the “Florida Highwaymen” used vivid and bright colors to display the beautiful untouched Florida landscape. The Florida Highwaymen painted wind-bent palm trees, serene sunsets, churning oceans and bright red Poinciana trees. They painted from their garages and back yards on inexpensive Upson board and then on the weekends they would travel and sell their Highwaymen paintings to hotels, offices, businesses and individuals who appreciated the artwork for around $25 a piece.

Featured Highwaymen Artists
See all Highwaymen Artists >>
Highwaymen Paintings for Sale
Collecting Florida Highwaymen art has become an exciting, but often expensive, hobby. The market for an original work of art by a Florida Highwayman artist can easily bring $5,000 to $10,000 or more. Some of the Highwaymen who are still living have resumed painting to meet the continuing demand for their work.
See all Florida Highwaymen Paintings for Sale >>
Latest Highwaymen News
- New exhibit at Orlando City Hall to celebrate ‘First Lady’ of Florida Highwaymen - WKMG News 6 & ClickOrlando
- Highlands Hammock announces Earth Day Festival - South Central Florida Life
- Highwaymen Kids - Orange County Regional History Center
- 13 things to do St. Patrick's weekend and more in Lake & Sumter County - Daily Commercial
- Your Community in Brief: Lake County events and news, starting March 14 - Orlando Sentinel