Gerry is a talented but down-on-his-luck gambler whose fortunes begin to change when he meets Curtis, a younger, highly charismatic poker player. The two strike up an immediate friendship and Gerry quickly persuades his new friend to accompany him on a road trip to a legendary high stakes poker game in New Orleans. As they make their way down the Mississippi River, Gerry and Curtis manage to find themselves in just about every bar, racetrack, casino, and pool hall they can find, experiencing both incredible highs and dispiriting lows, but ultimately forging a deep and genuine bond that will stay with them long after their adventure is over.
Ben Mendelsohn
as Gerry
Ryan Reynolds
as Curtis
Sienna Miller
as Simone
Lio Tipton
as Vanessa
Alfre Woodard
as Sam
James Toback
as Tony Roundtree
Robin Weigert
as Dorothy
Yvonne Landry
as Louise
Anthony Howard
as Larry
Jayson Warner Smith
as Clifford
Kerry Cahill
as Riverboat Waitress
Jane McNeill
as "Bloody Mary" Kate
