A gaming system and method based on a Blackjack card game using a dealer hold criteria and allowing a single player at a location to play blackjack against a plurality of dealers from a casino. The system and method allows the player to select the number of dealer hand positions, a player hand position, wager placement positions corresponding with each dealer hand position. The system compares, based on the rules of Blackjack, the player hold hand to each dealer hold hand to determine if the player hold hand wins over any of the dealer hold hands. The single player is then credited for each dealer hold hand that is beat by the player hold hand and the casino is credited for each dealer hold hand that is not beat by a player hold hand, so that the single player carries out multiple games of blackjack based on the player hold hand.