Williams first took up painting in the early 1960s when his career as a playwright ebbed. He often relaxed on the patio of his Key West home and painted. Williams’ patio was his preferred art studio. People frequently visited his house on Duncan Street and purchased his artwork before the paint was dry.
Painting was a passion for him, almost to the point that it became a second profession. Toward the end of his life, Williams gradually gave up writing for painting; a less harsh way to express himself. Critics did not think as much of his painting as his plays, however his artwork remains widely popular among collectors.