A gaming device having a plurality of locations including a destination location, a player symbol and an award associated with a plurality of the locations. The gaming device includes a setback condition associated with one of the locations, wherein when the player symbol moves to the location having the associated setback condition, the player symbol is relocated based on the setback condition to one of the locations further from the destination location and an advance condition associated with one of the locations, wherein when the player symbol moves to the location having the advance condition, the player symbol is relocated based on the advance condition to one of the locations toward to the destination location. The player symbol is moved to at least one and preferably a plurality of the locations and the player is provided any awards associated with the locations of the player symbol until the player symbol is moved to or beyond the destination location.