Highwaymen art, known for its vivid depictions of Florida’s landscapes, has made a lasting impression on the art world and beyond. These self-taught African American artists, active from the 1950s onward, sold their paintings along Florida’s highways, creating an iconic and highly collectible art style. Over time, their influence has extended beyond galleries into pop culture, film, music, and home décor.
The Highwaymen’s Influence on Modern Culture
1. Movies & TV Shows
• Documentaries & Features – Films like The Highwaymen: Florida’s Outsider Artists have brought attention to their work.
• Scenic Backdrops – Their art is sometimes used in movies and TV shows to capture Florida’s natural beauty.
2. Music & Album Covers
• Several musicians have drawn inspiration from the Highwaymen’s vibrant landscapes, using their artwork for album covers or stage backdrops.
3. Books & Literature
• Novels set in Florida, particularly those focusing on the state’s history or culture, often reference or feature Highwaymen paintings on their covers.
4. Home Décor & Collectibles
• Interior Design – Many homeowners and designers use Highwaymen prints to add a touch of Old Florida charm to spaces.
• Art Auctions & Exhibits – Their works are highly sought-after in art auctions, with some paintings selling for thousands of dollars.
5. Public Recognition & Museums
• Florida Hall of Fame – The Highwaymen were inducted in 2004, cementing their legacy.
• Museum Exhibits – Institutions like the A.E. Backus Museum regularly showcase their works.
Highwaymen Art vs. Contemporary Florida Art
Feature Highwaymen Art Contemporary Florida Art
Style Bold, expressive, natural landscapes Varies (abstract, modern, traditional)
Medium Oil or acrylic on Upson board Canvas, digital, mixed media
Recognition Historical & cultural significance Diverse, emerging talents
Availability Highly collectible Readily available
Why Highwaymen Art Continues to Resonate
• Timeless appeal – Their landscapes capture the unspoiled beauty of Florida.
• Cultural significance – They broke barriers in the segregated South.
• Investment value – Their paintings continue to rise in value.
Final Thoughts
Highwaymen art is more than just a reflection of Florida’s past—it remains a vibrant part of pop culture. Whether featured in films, books, or home décor, their work continues to inspire new generations. If you’re looking to own a piece of history, investing in a Highwaymen painting is both a cultural and artistic treasure.