Kentucky Cheroot Bourbon - Box 50

The Kentucky Cheroot Bourbon starts with the same fire-cured foundation — 100% American-grown Kentucky and Tennessee dark-fired tobacco, cured over smoldering hickory and oak logs, then fermented and aged — and layers in bourbon and anisette infusion before an additional four months of aging. That extra time lets the flavors marry into the leaf rather than just sitting on the surface, which is why this one smokes with genuine warmth rather than tasting like something that was sprayed on at the end of the line.

The flavor profile is where it earns its name. The fire-cure backbone brings toasted wood, mesquite, and black pepper, and the bourbon infusion folds in oak, vanilla, and caramel that soften the edges and add a smooth sweetness to every draw. The anisette adds a subtle herbal note underneath that you might not identify right away but would notice if it were missing — it rounds everything out and keeps the profile from going one-dimensional. Mild-medium in strength, it's approachable without being boring.

At 5.5×32 it's a 30–45 minute smoke with an open, easy draw and a slow, even burn. No humidor required, no band to clip, no fuss — just a rustic all-American cigarillo that drinks like a good bourbon neat. Pair it with the real thing or enjoy it on its own — either way it delivers.