If the 1958 New Year's Eve concert at Ike Evans' glamorous Miami hotel isn't a success, it could threaten his life and family. So he makes a deal with mobster Ben Diamond to ensure it is a smash.
While, Stevie Evans' affair with Lily Diamond heats up, District Attorney Klein uses Ike's law-student son to attack organized crime. Meanwhile, Ike faces up to the disappearance of Mike Strauss.
Ike contacts his wealthy ex-sister-in-law for a favor, while trying to bribe officials to legalize casino gambling. Meanwhile, Ben wonders if his wife is being unfaithful and Vera receives a visit from an old friend.
While Ike deals with a break-in, Vera is still hoping for Jackie Kennedy to attend her charity function. With matters in Cuba escalating, Victor looks for ways of returning his wife safely to Miami.
Photos of Lily and Stevie become public, while Danny and Mercedes romance grows. Meanwhile, Ike protects Judi from Ben and Vera tries to get pregnant.
Ben and Ike bet heavily on a boxing match and Vera receives another cancellation from Jackie Kennedy. Meanwhile, Danny receives photos intended for Stevie and the DA makes an important discovery.
Things are going badly for Ike: Meg turns down his offer, he is caught lying to Ben and Klein shows him damning evidence. Meanwhile, Stevie's affair comes back to haunt him.
Lily and Stevie's affair becomes dangerous for them both and Judi finds herself in Klein's hands.. meanwhile, Mercedes and her father receive some bad news.