Changes in Latitudes and Attitudes


The pilothouse yachts I specialized in for the past 35 years haven’t been built since 2010, so time has reduced not only their availability, but, also their demand, so instead of tilting at windmills (waiting for the phone to ring, or soliciting listings on boats with no buyers, that likely wouldn’t pass a survey anyway) all day I’m spending my time either mountain biking, or with my original love and passion: Art:  which usually goes up in value over time, and unlike most machines- the care and feeding is simply a nail in the wall.

New acquisition. Johnny Lee “Hook” Daniels ( 1954-2009) oil on board 28”x 22”.


Johnny Daniels-oil on upson board. 24” x 48” $4500.00 his older upson board large paintings are appreciating like crazy. Ten years from now, this will be considered ‘free’.

Starting in the mid seventies I used to bounce between New York, New Orleans, Atlanta, and San Francisco buying and selling Fine Photography, and exhibiting my works, now it’s Highwayman Painting, and the only bouncing I’m doing is from Stuart to Vero Beach.

New  (2020) Daniel Butler painting 24” x 36”  acrylic on canvas. Look at that frame!  $1500.00


Hey Macaroni Let’s Dance 1977. Blake E. Davis Jr.

Buying a painting from the incredible painter James Hutchinson.  He not only painted alongside Beanie Backus in Florida and Jamaica, but his sister was married to Backus. His story is amazing! He lived with the Seminoles in the Big Cypress for six years, “”. He represented Florida in the 1964/65 Worlds Fair in NY. SOLD 2/29/20

Buying a Kevin Hutchinson painting. The son is a incredible painter too. Not only that, but he designs the large Jim Smith Sport Fish yachts. If you ever need to commission a yacht painting-Kevin is the guy.


Sylvester Wells b. 1938. Oil on canvas 24” x 36”. $1800.00 also includes a artist signed certificate of originality.

James Gibson 1928-2017.

James Gibson oil on canvas18” x 24” $2000.

. James Gibson (1928 -2017) 28” x 24” oil on masonite. 2001 NFS


James Gibson. palette knife oil oil on Upson Board with a original ‘sand’ frame. SOLD


Blake and Ilioara Davis meeting the Highwayman R.L. Lewis. You don’t get any “deals” at the artist shows, one is more paying for the experience of meeting the artist, and their SUPER salesmen sons.



Here on the Treasure Coast, Highwayman paintings are like BitCoin, classic cars, or gold in that people collect and trade them because they’re easy to liquidate (because of the healthy auction, and dealer scene with documented auction results going back a decade or more) but mainly it’s because they’re BEAUTIFUL, still quite affordable, and it certainly doesn’t hurt ones eyes to have these original painting hanging on your walls as they appreciate. If you loved Florida before so much was paved over, then these paintings are the visual connections to that time.

One of the regular Highwaymen auctions in Vero Beach. Porpoises were feeding right next to us. How cool is that?

You can watch YouTube to learn the history of the Florida Highwaymen and the story of their uniqueness that makes them so collectible.

Charles ‘Chico’ Seymour Wheeler Highwayman b. 1946- July 12, 2019.

the most unique of the 26 artists

Chico is the one on the far right with the white Beatle haircut.  SOLD




“Edward Munch meets Ft. Pierce” is my title for it. Oil on masonite. 24” x 48”. Lots of texture in this painting. NFS

Chico Wheeler


Chico Wheeler -oil on masonite. Dayum, the prices on his work has skyrocketed since his death last year (2019) $600.00



Livingston ‘Castro’ Roberts Highwayman 1941-2004.

Oil on canvas. 24”x 36”. NFS


Rare jumbo 48” x 36” oil on canvas. SOLD


24” x 36” canvas. SOLD


Livingston ’Castro’ Roberts 30” x 40”oil on canvas. Orange groves with a deer alongside the road. POR

Al ‘Blood’ Black b. 1947.

There’s some great videos of him on YouTube.


Chico’s studio in Ft. Pierce.

Chico was extremely private, he gave no information about himself when inducted into the Florida Artists Hall of Fame. You will find no info about him in any of the Highwayman books, much less where he lived. I tracked him down after looking for weeks- on just a clue of “he lives in a real old trailer in a very old trailer park in Ft. Pierce off of US1”.  It took weeks to find him because it’s quite amazing how many old trailer parks there are here.

This is where he lived and painted. He was quite prolific. He just stayed inside, smoked cigarettes, and painted. He’s buried in the veterans cemetery in West Palm Beach, so obviously he was a veteran too. Yet more mystery behind the most original of all the Florida Highwaymen.



A Daniel AND Robert Butler painting. 48”” x 24”. little Daniels painting sell for a over a $1,000 each, so what value does this 24” x 48” with the father painting the sky add, with that fact written on the verso with signature? I say a lot-so $4k


SOLD -Robert Butler oil on canvas 24” x 36”. Turkeys in the Morning Mist with a beautiful pecky cypress and rope frame.  Robert Butler paintings are hot right again.



Danny Garcia (1929 – 2012) done in 1964. Oil on masonite 25.5” x 36”. Not a Highwayman, but a well known Northern California artist who had a gallery in Carmel Ca., for DECADES. It has heavy texture that the photo doesn’t show. I love this painting.  Has a new $$ frame. NFS



Sylvester Wells Highwayman b. 1938

Sylvester Wells 24” x 36” oil on canvas. Self portrait as a cotton picker in N. Florida. Mr. Wells went blind years ago, so what paintings exist are all that will ever exist. NFS


Sylvester Wells. Oil on canvas 24” x 36”  $1800.00 includes COA


Sylvester Wells. 24” x 36” oil on board. $2800.


R.A. McLendon Highwayman b. 1932

Oil on canvas 30” x 40”. Look at that $$ frame! His daughter signed on the back as proof of authenticity. She also said that this was her favorite painting of her fathers, and pointed out the uniqueness of its size, and that most of his paintings were horizontally oriented. $8k

Ilioara meeting R.A. McClendon at a show 2019



Tracy Newton

Tracy Newton 24” x 36” oil on masonite  $475.00

Tracy Newton (2nd generation artist. Son of Highwayman Sam Newton, nephew of Harold Newton) 23” x 20” oil on canvas. Great frame. NFS, but you can buy his work all day for $300.00 – $600.00 depending on their size and quality.  Large works bring large prices. He’s a great painter, and his prices have been appreciating at a rapid rate.



A self portrait of Tracy Newton! I don’t own this painting.  It was shared to me by another collector.

Mike Sears b. 1962

2nd generation artist, but in reality is closer to the spirit of the original painters in that he still lives in Gifford, where many of the originals lived. He goes out across the state to sell his paintings from the back of his car to make a living. Once you factor in our currency depreciation, he’s probably selling for lower prices than the original artists now known as the Highwaymen. His work is rather “cotton candyish”. If he would focus more on quality instead of quantity he would be collectible. Now it’s more novelty decorations.

Oil on masonite. 24” x 36” NFS




You can find his paintings all day long  for between $50.00 -$900.00 depending on the size, quality and the frames.

Mary Ann Carroll b. 1940. ( passed away December 3rd 2019) The only female Highwayman.

Mary Ann Carroll oil on Upson Board  SOLD

Mary Ann Carroll oil on Upson Board 24” x 36”  SOLD

my wife liked these old French artists, I rather liked the Italian dudes pastel drawings, which I gifted to two young workers as a tip.

Not a Highwayman, but a damn cool original oil on canvas painting of a dog fight over Europe. 21.5” x 27.5”(image) $450.00.

NORMAN WRIGHT “the 27th Highwayman”

Norman Wright 24” x 36” oil on masonite $550.00


New purchase Norman Wright oil on masonite. 27” x 47” NFS



Curtis Arnett $1050.00

Blake E. Davis Jr. b. 1952

Portrait of the young artist/sailor in his twenties.


This drawing was just one of a series of large paintings and drawings of mostly Cadillacs. 1972. The grid led to the drawing below:



The grid of the one above led to this pencil drawing of the reflections in a building 1972, which led to a whole series of works with blocks in them.


By 1975 the blocks became the backgrounds til they eventually disappeared. Pencil drawing. No paint, not a print-all pencil. 18” x 24”. I did a whole series of ‘pop funk’ pieces from 1974-1976.


Pencil drawing. Just one of a seres of drawings of look shoes in different bar rooms and clubs. There were cowboy boot drawings, there were high heeled drawings. Took a lot of “research “, all which led to the pivotal Art Bible dream. 1976


1976. The PIVOTAL painting “Bringing The Art Bible To Earth Under Special Orders Of God” . Acrylic on. Canvass 60” x 54”.

Hey Macaroni Let’s Dance 60” x 54”. 1977. I remember the year because as I was working on it in my New Orleans studio, it came on the radio that the airplane carrying Lynard Skynard had just crashed in a swamp outside of New Orleans and they were searching for it.


Which spun me off in a total different direction, a direction that brought critical acclaim, exhibitions, and sales which led to classic cars, home purchases, and sailboats, which directly led to me becoming a licensed Captain and a Yacht Broker in 1984.


Blake and Bobby Jo Davis at our show at Georgia Tech in 1977. They purchased my big red painting, and it’s been hanging at the top of the stairs at the Student Center ever since.. All my abstract paintings sold.


1979. 36” x 22” drawing on paper titled “On the level” which led to the one below:


1981 Pencil and charcoal on paper.

Which led to this series called “The Methods and Means of Proof” which sold well for years up til I moved to Miami, where I had the fame, the best galleries (Gallery 99 in Bay Harbor, and Virginia Miller in Coral Gables), but not the sales of Tampa, Atlanta, and New Orleans.

30” x 22” on paper. 1982


30” x 22” on paper. 1982


29” x 23” on paper. 1982.  This series sold very well. These are what’s left (there’s more) not for sale. The best ones are hanging in bank, and private collections. One hangs in the Tampa International Airport.

This below is the original drawing of what was to be the poster for a tv show in Tampa that was to feature me in my prime.. My then 2nd wife, the “mad Italian” put an end to that when she discovered me having cocktails with the rather lovely producer in a local jazz club.. Did y’all know that Italian women are great at making scenes in public?

Mixed Media indeed. Bout sums it up. I still enjoy looking at it.


Art money bought a lot of cars, boats, and motorhomes ‘back in the day‘ because everything was so cheap back then.

I mentioned the ‘mad Italian’ earlier, well here she is with the future Captain Max.
These are the works I still have, that were easy to take a photo with my tablet. I would have to dig into my old photographs to find images of the large paintings I sold. Not going to do it.