Ike Evans, owner of Miami's most glamorous hotel, needs his 1958 NYE concert to be a smash. He makes a deal with mobster Ben Diamond to ensure success that threatens his life and family.

Ike faces the disappearance of Mike Strauss while DA Klein attacks organized crime through Ike's law-student son. Meanwhile, Stevie Evans' affair with Lily Diamond heats up.

Ike tries to bribe officials to legalize casino gambling. An old friend visits Vera, and Ben wonders if his wife is faithful. Ike contacts his wealthy ex-sister-in-law for a favor.

Mike Strauss' body is seized, Ike reacts to a break-in, and Victor plots to get his wife out of Cuba. Vera secures Jackie Kennedy for a charity event but laments not having children with Ike.

Ike is determined to save Judi Silver from Ben Diamond. Polaroids of Stevie and Lily surface. Vera tries something new to get pregnant, Danny and Mercedes' bond grows, and Klein's search ramps up.

Ike and Ben Diamond bet big on a boxing match. Jackie Kennedy cancels on Vera. Danny gets blackmail photos meant for Stevie, and Klein finds something that will change Ike's life forever.

Danny confronts Stevie about his affair and uses the DA to uncover the blackmailer. Klein presents Ike with damning evidence, and Meg refuses Ike's offer. Caught in a lie to Ben, Ike must make a deal that threatens his hotel.

Judi Silver falls into Klein's hands, while Victor and Mercedes get bad news. Lily and Stevie's affair gets more dangerous. Juggling family, Ben Diamond, and a new partner, Ike's future is uncertain.