Ike Evans, the owner of Miami's most glamorous hotel, makes an ill-fated deal with mob boss Ben Diamond to ensure the success of his glitzy establishment.

While Ike grapples with the disappearance of his friend Mike Strauss, Miami's DA, Jack Klein, decides the best way to attack organized crime is through the lobby of the Miramar Playa Hotel...and the best way into the Miramar Playa may be through Ike's law-student son Danny. Meanwhile Stevie Evans's affair with mob-boss wife, Lily Diamond, heats up. Daughter Lauren's bat mitzvah is the only bright spot in Ike's increasingly complicated world.

Landing the Miss 1959 Pageant is a coup for the Miramar Playa Hotel but Ike is distracted by his efforts to bribe government officials to legalize casino gambling on the beach. A friend from the past reminds Vera of all she's given up to be a wife and mother and Ben Diamond wonders if wife Lily is being faithful. Desperate to sever ties with Ben Ike reaches out to his former sister-in-law - moneyed elegant Meg Bannock. But nothing will be easy for Ike especially not after Mike Strauss's dead body is found in the Everglades.

Ike and DA Jack Klein face off after Jack interrupts Mike Strauss's funeral to seize his body as evidence. Vera reveals political savvy in securing Jackie Kennedy as her charity luncheon co-host but laments not yet having her own children with Ike. While hotel general manager Victor reaches out to mysterious new friends to help get his wife out of Cuba Ben Diamond brings in a professional to tie up loose ends. When Danny is attacked during a hotel break-in Ike vows to go to any lengths necessary to protect those he holds dear.

Ike intends to protect Judi Silver from Ben Diamond; pictures of Stevie and Lily surface; Vera continues her efforts to become pregnant; Danny and Mercedes grow closer.

Ike and Ben Diamond wager heavily on a boxing match; Jackie Kennedy cancels on Vera; blackmail photos meant for Stevie wind up in Danny's hands; Klein finds something that will change Ike's life.