In the sports gambling Mecca of Las Vegas, an exuberant ex-private dancer Beth (Rebecca Hall) arrives in search of her ultimate dream - to become a cocktail waitress. Fate leads her to Dink (Bruce Willis), a charming, old-school gambler who seeing beyond the ditzy facade, takes a shine to Beth, recruiting her as his good luck charm, a sharp contrast to his jinx - wife Tulip! But as luck would have it, the odds are not in Dink's favour. As he enters a losing streak and Beth's crush on him becomes all too apparent, he is forced to fire her. Devastated and heart-broken, she flees to New York to the ever dependable Jeremy (Joshua Jackson), working for flamboyant and illegal bookie Rosie (Vince Vaughn) who takes her to the Caribbean island of Curacao to oversee his expanding empire. With Rosie and his operations becoming ever more out of control, Beth becomes increasingly conscious of how precarious her situation is and hesitantly enlists the help of Dink and Tulip. The stakes are high and as the friends converge, they must figure out a way to divert the potentially dangerous situation that lies ahead for all of them. Every decision counts.