Disney Legend, Marc Davis, was one of Disneyland's Pirates of the Caribbean lead designers. When sketching out the scene for famed pirate skeleton chess match, Davis positioned the pieces so that the game could never be won by either player. With neither pirate willing to resign, the stalemated game was meant to go on for an eternity.
When Disneyland's Pirates of the Caribbean attraction opened on March 18, 1967, the eternal chess game was in place. Over time, the pieces were moved and misplaced, this Disney detail overlooked. During a rehab in the 1990's, Cast Members discovered that Davis' original sketches included specific placement of the chess pieces. Since then the board has been set as Davis had designed, with both pirates caught in the never ending game.
Note: The painting of the bawdy female behind the bar is an original work by Davis. Also, the attraction's costumes were designed by Davis' wife, Alice.