Ike Evans, proprietario dell'hotel più glamour di Miami, vuole che il suo concerto di New York del 1958 sia un successo. Fa un patto con il mafioso Ben Diamond per assicurarsi il successo, ma questo minaccia la sua vita e la sua famiglia.
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.
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.