Various embodiments of the present disclosure provide a gaming system and method providing a collection game including at least one customizable collector. The gaming system displays a field including a plurality of different obstacles and a plurality of awards, provides a player with a collector, and enables the player to associate an item with the collector. The item is associated with one of the obstacles such that the item enables the collector to overcome that obstacle. The gaming system enables the player to position the collector within the field, and displays the collector moving within the field. If the collector intersects with an award, the gaming system accumulates that award. If the collector intersects an obstacle, and if the item associated with the displayed collector does not enable the displayed collector to overcome that obstacle, the gaming system ends the play of the collection game with respect to the collector.