The CSS Shenandoah fired the last shot of the Civil War and was the only Confederate warship to circumnavigate the globe. But what was Captain James Waddell’s true relationship with his Yankee prisoner Lillias Nichols and how did it determine the ship’s final destination? Without orders, Waddell undertook a dangerous three month voyage through waters infested with enemy cruisers. He risked mutiny by a horrified crew who, having been declared pirates, could be hanged. This is the true story behind the cruise of the Shenandoah–one of secret love and blackmail–brought to light for the first time in 150 years.