H.Upmann Sir Winston

A Tribute to Timeless Sophistication

The H.Upmann Sir Winston is a legendary Churchill-sized cigar (47 ring gauge × 178 mm) that exemplifies elegance, tradition, and refined craftsmanship. Revered by aficionados for its impeccable construction and consistently smooth draw, this vitola pays homage to one of history’s most iconic cigar lovers—Sir Winston Churchill.

From the first draw, delicate notes of cedar and toasted almonds lead the way, soon joined by light cream, hints of citrus, and soft floral undertones. As it transitions through the middle, the flavor deepens into subtle cocoa, baking spices, and earthy leather, delivering a medium-bodied experience with remarkable complexity and grace. The finish is long, clean, and luxuriously smooth.

The Sir Winston is not just a cigar—it’s a ceremonial experience, perfect for celebrating life’s milestones or enjoying a moment of introspection with absolute elegance.

Suggested Pairing:
Pair with a mature Speyside whisky or a refined XO Cognac to highlight its creamy, woody character and evolving layers.