Spring, 1863 — the Union had tried everything and failed. Canals dug by hand. Expeditions lost in swamps. Gunboats sunk in the mud. Vicksburg still stood tall, the Confederate fortress guarding the Mississippi. Then came Grant — quiet, unshakable, puffing one of the cigars that had become his signature.
In this episode of The Captain’s Cellar, we follow Ulysses S. Grant and two men who shared his campaign and his name: Horace Porter, his steady aide, and David Dixon Porter, the fiery naval commander who would drive the Union fleet through Confederate fire. Together, they gambled everything — running gunboats past the batteries, cutting loose from supply, and marching deep into enemy territory on nothing but nerve, smoke, and strategy.
From the flicker of a lantern at Milliken’s Bend to the thunder of ironclads on the Mississippi, this is the story of how patience, grit, and a well-timed cigar helped turn the tide of the Civil War.
Then we open Grant’s cigar box — exploring what he really smoked, why cigars became his emblem, and how to savor a 19th-century cheroot the right way. Finally, we pair the smoke and spirit of Vicksburg: a Kentucky cheroot and a pour of Colonel E.H. Taylor Small Batch bourbon — bold, disciplined, and undeniably American.
History. Fire. Tobacco. The long march to Vicksburg begins in smoke.