The Skateboard is an Item Box power-up that appears in the Sonic the Hedgehog series. When the player obtains this power-up, 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.
In the console/PC version of Sonic Generations, when the player breaks a Skateboard's monitor, Classic Sonic automatically jumps onto the Skateboard and starts riding it. While 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 Classic 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.