H. Upmann 180th Anniversary Churchill Cigar Review – A Bold & Elegant Smoke

I’ve had several H. Upmann 180th Anniversary Limited Edition Churchill cigars resting in my humidor since last November. Released in July 2024, these cigars commemorate the 180-year legacy of the H. Upmann brand, founded in 1844 by German banker Herman Upmann in Havana, Cuba. I’ve been waiting for warmer weather to light one up — I didn’t want to risk a somewhat pricey cigar to cold temperatures or a rushed smoke.

The H. Upmann 180th Anniversary Limited Edition Churchill is an elegant 7 x 50 cigar. It features a chocolate-hued wrapper leaf, identified as rare Nicaraguan medio tiempo — a small, potent leaf that occasionally grows at the top of the tobacco plant. Harvested from only about two percent of plants, medio tiempo is prized for its rich flavor and concentrated strength, and is rarely used as a wrapper. The binder and fillers are also Nicaraguan, which adds to the cigar’s depth and character.

The cigar sports a striking primary band marking H. Upmann’s 180th year and an unusual, cap-like foot band covering the foot. While attempting to remove the foot band without tearing it, I accidentally cracked the wrapper at the foot. Thankfully, a quick touch-up with PerfecRepair resolved the issue. A straight cut at the cap delivered a smooth, open draw.

From the first puff, I knew this was going to be a flavorful and complex smoke. Even before it had a chance to fully warm up, it delivered rich notes of chocolate and dark raisins. Black coffee, pepper, and cinnamon soon followed. The bold, flavorful smoke was complex and full-bodied, yet never harsh. A layer of spiciness sat beneath the dark coffee and sweet, dark fruit flavors, adding complexity without overwhelming the palate.

I paired the cigar with a classic Negroni, as I often do when not drinking bourbon. The bitter, botanical drink pairs well with full-flavored cigars, especially robust Nicaraguan blends like this one.

The H. Upmann 180th Anniversary Limited Edition Churchill provided an hour and 50 minutes of rich, satisfying smoking pleasure. It’s likely as bold and complex as a cigar can get while remaining smooth and enjoyable. To say I enjoyed it would be an understatement. I held onto the tiny nub with my fingertips, trying to draw out the experience as long as possible. I’m already looking forward to lighting another from my stock — though it will definitely be saved for a special occasion.

Cheers!

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