florida highwaymen paintings
"The Highwaymen" refers to a historic art movement of twenty-six African American artists from Florida, which began during the 1950s Jim Crow era, a time when all odds were stacked against them. Despite these challenges, they lived the American Dream by selling Florida landscape paintings to people and businesses along the highways of Florida.
For information on purchasing any of these beautiful and historic Highwaymen paintings, please visit our gallery, call us at 561-270-7832, or email us at AMANDAJAMESGALLERY@GMAIL.COM.
HAROLD NEWTON
OIL ON MASONITE
FRAMED SIZE: 32” x 40”
HAROLD NEWTON - SOLD
OIL ON MASONITE
FRAMED SIZE: 24” x 20”
ALFRED HAIR - SOLD
OIL ON UPSON BOARD WITH ORIGINAL HIGHWAYMEN CREATED FRAME
FRAMED SIZE: 28” x 16”
SYLVESTER WELLS
OIL ON CANVAS PANEL
FRAMED SIZE: 9” x 11”
CHICO WHEELER
OIL ON MASONITE
FRAMED SIZE: 11 1/2” x 13 1/2”
JAMES GIBSON
OIL ON UPSON BOARD WITH ORIGINAL HIGHWAYMEN MADE FRAME
FRAMED SIZE: 26” x 32”
R.L. LEWIS - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 7” x 10”
R.L. LEWIS
OIL ON CANVAS PANEL
FRAMED SIZE: 8” x 10”
CHICO WHEELER
OIL ON CANVAS PANEL
FRAMED SIZE: 13 1/2” x 11 1/2”
CHICO WHEELER
OIL ON MASONITE
FRAMED SIZE: 11 1/2” x 13 1/2”
JOHNNY DANIELS
OIL ON UPSON BOARD
FRAMED SIZE: 30” x 42”
RODNEY DEMPS - SOLD
OIL ON MASONITE
FRAMED SIZE: 25” x 21”
JAMES GIBSON
OIL ON UPSON BOARD WITH ORIGINAL HIGHWAYMEN CREATED FRAME
FRAMED SIZE: 22” x 14”
JAMES GIBSON'
OIL ON UPSON BOARD WITH ORIGINAL HIGHWAYMEN CREATED FRAME
FRAMED SIZE: 22: x 14”
JOHNNY DANIELS
OIL ON CANVAS PANEL
FRAMED SIZE: 28” x 22”
SAM NEWTON
OIL ON CANVAS PANEL
FRAMED SIZE: 16” x 13”
JAMES GIBSON
OIL ON UPSON BOARD WITH ORIGINAL HIGHWAYMEN MADE FRAME
FRAMED SIZE: 25” x 32”
RODNEY DEMPS (THIS PAINTING IS CURRENTLY UNAVAILABLE. IT WILL BE FEATURED IN A MUSEUM EXHIBITION IN MAY 2026)
OIL ON MASONITE
FRAMED SIZE: 27” x 39”
JAMES GIBSON
OIL ON ORANGE PEEL UPSON BOARD
FRAMED SIZE 28” x 52”
R.L. LEWIS
OIL ON CANVAS PANEL
FRAMED SIZE: 12 1/2” x 10 1/2”
R.L. LEWIS
OIL ON CANVAS PANEL
FRAMED SIZE: 16 3/4” x 13 3/4”
RODNEY DEMPS (THIS PAINTING IS CURRENTLY UNAVAILABLE. IT WILL BE FEATURED IN A MUSEUM EXHIBITION IN MAY 2026)
OIL ON MASONITE
FRAMED SIZE: 31 1/4” x 39 1/4”
SAM NEWTON
OIL ON CANVAS PANEL
FRAMED SIZE: 16” x 13”
RODNEY DEMPS (THIS PAINTING IS CURRENTLY UNAVAILABLE. IT WILL BE FEATURED IN A MUSEUM EXHIBITION IN MAY 2026)
OIL ON MASONITE
FRAMED SIZE: 24” x 20”
SAM NEWTON - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 15 3/4” x 12 3/4”
WILLIE DANIELS
OIL ON CANVAS PANEL
FRAMED SIZE: 23 1/2” x 19 1/2”
CHICO WHEELER (EARLY 1960’S) -SOLD
OIL ON ORANGE PEEL UPSON BOARD WITH ORIGINAL HIGHWAYMEN MADE FRAME
FRAMED SIZE: 14 1/4” x 18 1/4”
R.L. LEWIS - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 16” x 14”
JOHNNY DANIELS
OIL ON CANVAS
FRAMED SIZE: 11” x 9”
SAM NEWTON - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 17 3/4” x 14”
JOHNNY DANIELS - SOLD
OIL ON UPSON BOARD
FRAMED SIZE 30” x 42”
JAMES GIBSON
OIL ON CANVAS
FRAMED SIZE: 24 1/4” x 20 1/4”
RODNEY DEMPS - SOLD
OIL ON MASONITE
FRAMED SIZE: 21 1/2” x 15 1/2”
JOHN MAYNOR
OIL ON MASONITE
FRAMED SIZE: 27 1/2” x 15 1/2”
ROBERT BUTLER - SOLD
OIL ON CANVAS
FRAMED SIZE: 13” x 14”
RODNEY DEMPS (THIS PAINTING IS CURRENTLY UNAVAILABLE. IT WILL BE FEATURED IN A MUSEUM EXHIBITION IN MAY 2026)
OIL ON MASONITE
FRAMED SIZE: 30 1/2” x 42 1/2”
WILLIE DANIELS
OIL ON CANVAS PANEL
FRAMED SIZE: 21 1/2” x 25 1/2”
ISAAC KNIGHT - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 11” X 13”
AL BLACK - SOLD
OIL ON MASONITE
FRAMED SIZE: 26 1/4” x 14 1/4”
RODNEY DEMPS
OIL ON MASONITE
FRAMED SIZE: 26 1/2 x 14" 1/4”
JAMES GIBSON
OIL ON UPSON BOARD
FRAMED SIZE: 27” X 34”
RODNEY DEMPS (THIS PAINTING IS CURRENTLY UNAVAILABLE. IT WILL BE FEATURED IN A MUSEUM EXHIBITION IN MAY 2026)
OIL ON MASONITE
FRAMED SIZE: 28 1/2” x 40 1/2”
ISAAC KNIGHT - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 5 3/4” x 7 1/4”
R.L. LEWIS - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 9” x 7”
ISAAC KNIGHT - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 12” x 14”
R.L. LEWIS - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 6 1/4” x 8 1/4”
RODNEY DEMPS
OIL ON CANVAS PANEL
FRAMED SIZE: 26 3/4” x 20 3/4”
JAMES GIBSON - SOLD
OIL ON UPSON BOARD
FRAMED SIZE: 32” x 21”
AL BLACK - SOLD
OIL ON MASONITE
FRAMED SIZE: 24” X 30”
RODNEY DEMPS (THIS PAINTING IS CURRENTLY UNAVAILABLE. IT WILL BE FEATURED IN A MUSEUM EXHIBITION IN MAY 2026)
OIL ON MASONITE
FRAMED SIZE: 35” X 46”
CHICO WHEELER
OIL ON MASONITE
FRAMED SIZE: 12 1/2” X 15 1/2”
RODNEY DEMPS - SOLD
OIL ON MASONITE
FRAMED SIZE: 28” x 16”
R.L. LEWIS - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 13 1/4” x 11 1/4”
JAMES GIBSON - SOLD
OIL ON UPSON BOARD
FRAMED SIZE: 25: x 13”
ISAAC KNIGHT - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 11 3/4” x 9 3/4”
JAMES GIBSON - SOLD
OIL ON UPSON BOARD
FRAMED SIZE: 32” X 17”
RODNEY DEMPS - SOLD
OIL ON MASONITE
FRAMED SIZE 26 1/2” X 14 1/2”
JAMES GIBSON - SOLD
OIL ON UPSON BOARD
FRAMED SIZE: 25 1/4” X 19 1/4”
RODNEY DEMPS
OIL ON MASONITE
FRAMED SIZE: 29 1/4” X 23 1/4”
ISAAC KNIGHT - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE: 10” x 12”
RODNEY DEMPS - SOLD
OIL ON MASONITE
FRAMED SIZE: 29 3/4” X 32 3/4”
RODNEY DEMPS - SOLD
OIL ON CANVAS PANEL
FRAMED SIZE 24 3/4” X 20 3/4”
RODNEY DEMPS - SOLD
OIL ON MASONITE
FRAMED SIZE: 24 3/4” X 20 3/4”
RODNEY DEMPS
OIL ON MASONITE
FRAMED SIZE: 26 3/4” X 13 1/2”
RODNEY DEMPS - SOLD
OIL ON MASONITE
FRAMED SIZE: 27 1/4” X 15 1/8”
JOHNNY DANIELS - SOLD
OIL ON UPSON BOARD
FRAMED SIZE: 30 1/2” X 37 3/4”
AL BLACK - SOLD
OIL ON MASONITE
FRAMED SIZE: 24” X 15”
RODNEY DEMPS - SOLD
OIL ON MASONITE
FRAMED SIZE: 23” X 19”
AL BLACK - SOLD
OIL ON MASONITE
FRAMED SIZE: 14 1/2” X 14 1/2”