The Skateboard is a monitor power-up that appears in the console/PC version of Sonic Generations. It is used exclusively by Classic Sonic in the game. It increases the player's downhill speed at the cost of disabling other moves.
The monitors with Skateboard feature a skateboard on their screen. Once obtained, this power-up take the appearance of a pink and white-colored skateboard with blue wheels and star symbols on the foothold.
When the player breaks the Skateboard's monitor, Sonic automatically jumps onto the Skateboard and starts riding it. On the Skateboard, the player is able to reach greater speeds when moving downhill than by running. However, the player can only move forward, though they can still slow down by pressing left on the controls. Also, the player is unable to perform the Spin Attack, Spin Jump or Spin Dash, though the player can still attack enemies by jumping onto them. If Sonic hits an enemy and/or obstacle, or runs into a wall, he will lose the Skateboard.
The Skateboard can normally only be found in City Escape Act 1. However, the player can also use the Skill called "Boardmaster" which lets the player use one Skateboard at any time in the first Act of a stage.