A casino management system and method generates bet guarantee coupons for individual patrons of a casino as a function on actual gaming losses during a selected time interval of gaming during the course of an entire trip to a casino spanning any number of days. The patron's individual gaming at various gaming machines is tracked as individual patron ratings, or periods of play, identifying the patron's wins, losses, and the casino's theoretical win. Patron ratings for each day of a trip are accumulated for each patron to form daily rating summaries. When a trip ends, trip rating summaries for the patron's wins, losses, and the casino's theoretical win are determined from the daily rating summaries. The various summaries are used to calculate a bet guarantee amount as the greater of the patron's actual losses during a specified time interval of play, a percentage of the patron's total trip loss, a percentage of the casino's theoretical win for the entire trip, or a fixed dollar amount. The bet guarantee amount is provided to the patron in the form of a bet guarantee coupon, which is encoded for tracking by the casino, and redeemable by the patron for cash, credit, or coin.