Bert Kreischer faces a familial crisis and the arrival of his estranged father when the ghost of his booze-soaked past arrives: a murderous mobster hellbent on kidnapping Bert back to the motherland to atone for his crimes. Together, he and his father must retrace the steps of his younger self in the midst of a war between a sociopathic crime family while they attempt to find common ground.

Newly married Marcus and Emily invite Ron and Kyla, who are also newly married with a baby, to join them at a Caribbean resort, where Marcus is meeting with the owners about a construction contract for a Chicago hotel. But when the party begins the couples' relaxing vacation quickly becomes a wild adventure.