Black Sails The Complete Second Season begins where we left off, as the Walrus crew is stranded with an army of Spanish soldiers standing between them and the precious Urca gold. And with their crimes against their brethren no longer a secret, Flint and Silver must join forces in a desperate bid for survival. Meanwhile, Eleanor Guthrie struggles to maintain her grip on Nassau, as a new breed of pirate arrives in the form of Ned Low, a man for whom violence isn't just a tool... it's a pastime. As blood is spilled, and tensions mount, Charles Vane must decide which he values more; Eleanor's life, or the respect of his men. And unbeknownst to all of them, a prize of immeasurable value has already been smuggled onto the island... one whose discovery will alter the very landscape of their world, and force everyone in Nassau toward the ultimate judgment are they men, or are they monsters?

Desperate to rid the Miramar Playa Hotel of Ben Diamond (Danny Huston), proprietor Ike Evans (Jeffrey Dean Morgan) attracts the attention of a Chicago crime boss (James Caan). Elsewhere, Ike's relationship with his two sons continues to deteriorate.

Marshall and Lily yearn for the luxuries of sleep and sex after the arrival of baby Marvin, while Barney tries to win the affections of both Robin and her much more intimidating father. At work, Marshall continues to strive to become a judge, and Ted tries to design his best building yet.