Genoan navigator Christopher Columbus has a dream to find an alternative route to sail to the Indies, by traveling west instead of east, across the unchartered Ocean sea. After failing to find backing from the Portugese, he goes to the Spanish court to ask Queen Isabella and King Ferdinand for help. After surviving a grilling from the Head of the Spanish Inquisition Tomas de Torquemada, he eventually gets the blessing from Queen Isabella and sets sail in three ships to travel into the unknown. Along the way he must deal with sabotage from Portugese spies and mutiny from a rebellious crew.

John Cologne (Val Kilmer) has just pulled off the biggest heist of his life and is racing to get rid of the merchandise before he leaves for Florida to retire. The plans get mixed up when he meets a young boy in a downtown park who helps him to realize the important things he needs to change in his life. Before he can do that, he must unload the mysterious briefcase to the same gangster he stole it from without getting killed. The quickwitted John comes up with a plan and enlists the help of his friend Max (Wilmer Valderrama) to safely unload the merchandise. Hes in a race against the clock to stay alive and make all the money hed ever need for the rest of his life all in one afternoon.

The true story of Christopher Columbus was not only one of victorious discovery; it was also marked by disaster, accusation, and betrayal. Ten short years after his discovery of the New World, Columbus languished in a Caribbean prison. There, awaiting the gallows, he plotted what he called his most treacherous voyage--one that ended with the loss of all four of his ships and left Columbus and his crew shipwrecked with little hope of survival. Now, THE HISTORY CHANNEL brings to life the perilous catastrophes and dizzying triumphs of Columbus last voyage. Popular historian, explorer, and acclaimed author of The Last Voyage of Columbus, Martin Dugard, travels in the wake of the great explorer, visiting the key sites of Columbus discoveries and disasters, such as Panama, Jamaica, and Hispaniola, reliving one of history s most epic--and forgotten--adventures. Interviews with local experts and dramatic recreations reveal the truth about the last, untold journey, and paint an intimate portrait of this complex and courageous hero.