A black and white photograph of Winston Churchill, the former Prime Minister of the United Kingdom, holding a cigar, representing his enduring legacy and love for cigars.

Winston Churchill Cigars: The Legacy of a Cigar Enthusiast

Winston Churchill cigars are more than just a name—they’re a symbol of an era defined by resilience, strength, and sophistication. Winston Churchill, one of the most iconic figures of the 20th century, was not only a renowned statesman but also a legendary cigar enthusiast. Known for his leadership during World War II as the Prime Minister of the United Kingdom, Churchill’s legacy is one of wit and an unyielding spirit. But beyond his political achievements, he is often remembered with a cigar in hand, a true testament to his love for cigars.

“We shall fight on the beaches, we shall fight on the landing grounds, we shall fight in the fields and in the streets, we shall fight in the hills; we shall never surrender.”

Churchill’s love affair with cigars began in the late 19th century, and it quickly became one of his most recognizable traits. He was rarely seen without a cigar, often puffing away during critical moments in history. His preferred brand was Romeo y Julieta, a classic Cuban cigar known for its rich flavor and balanced profile. The Romeo y Julieta Churchill, a long, robust cigar, became synonymous with him, embodying his larger-than-life persona.

The Origins of the Churchill Cigar Size

But what about the famous Churchill cigar size? Is it named after Winston Churchill, or is it just a coincidence? The answer is as fascinating as the man himself. The Churchill cigar size, typically around 7 inches long with a 47-ring gauge, was indeed named in honor of Winston Churchill. This size was created as a tribute to his preferred smoking style, reflecting the length and girth of the cigars he enjoyed most. It was a fitting homage to a man who viewed his cigars not merely as a pastime but as an essential part of his daily routine.

The Churchill size has since become a standard in the cigar world, representing a smoke that is meant to be savored, much like the legacy of Winston Churchill. Whether you’re enjoying a Churchill on a quiet evening or during a momentous occasion, you’re partaking in a tradition that dates back to one of history’s most formidable leaders.

“I am easily satisfied with the very best.”

Famous Winston Churchill Cigars

Romeo y Julieta Churchill

The Romeo y Julieta Churchill is perhaps the most famous cigar associated with Winston Churchill. This cigar is known for its smooth, medium-bodied flavor profile that evolves as you smoke it. Upon lighting, you’ll be greeted with a rich aroma of cedar and leather, which gives way to notes of coffee, dark chocolate, and a subtle spice that lingers on the palate. The balanced complexity of this cigar makes it an excellent pairing with a glass of aged Scotch whisky, such as a Glenfiddich, which complements the cigar’s rich flavors without overpowering them. If you’re interested in exploring more about cigar and spirit pairings, check out our cigar and spirits guide.

La Aroma de Cuba

Another favorite of Churchill’s was La Aroma de Cuba, a brand that dates back to the late 19th century. These cigars are known for their robust and full-bodied flavor, offering a rich smoking experience. La Aroma de Cuba cigars typically feature a blend of Nicaraguan tobaccos wrapped in a dark, oily Connecticut Broadleaf wrapper. The flavor profile includes notes of cocoa, espresso, and a hint of black pepper, creating a deep, satisfying smoke. This cigar pairs well with a fine rum, which has a sweet, caramelized flavor that complements the cigar’s richness. For more options on robust cigars, explore our cigar collection.

Romeo y Julieta No. 2

While the Churchill-sized Romeo y Julieta was his staple, Winston Churchill also enjoyed the smaller Romeo y Julieta No. 2, a petit corona that delivers a similar but more concentrated experience. This cigar is slightly milder than its Churchill counterpart but still offers a complex blend of flavors, including toasted nuts, vanilla, and a touch of citrus. The shorter format allows the flavors to intensify more quickly, making it a perfect choice for a shorter smoke. Pair this cigar with a glass of aged Cognac, which has a fruity and floral aroma that complements the cigar’s lighter, more nuanced notes. To learn more about pairing cigars with spirits, visit our pairing suggestions page.

Romeo y Julieta Short Churchill

A modern addition to the Churchill series is the Romeo y Julieta Short Churchill, which offers a shorter, more intense smoking experience. This cigar maintains the medium-bodied profile of its namesake but with a slightly more concentrated flavor due to its shorter length. You’ll find notes of sweet wood, almonds, and a hint of spice that develop as the cigar burns. This is a great cigar to pair with a bourbon like Woodford Reserve, where the caramel and vanilla notes in the bourbon harmonize with the cigar’s sweetness.

Each of these cigars offers a unique smoking experience that reflects Winston Churchill’s sophisticated palate. Whether enjoyed with a fine spirit or a well-chosen wine, these cigars are a fitting tribute to the man who made them famous.

“If you’re going through hell, keep going.”

We celebrate this rich history by offering a selection of Churchill-sized cigars that pay tribute to Winston Churchill’s love for the finer things in life. The Churchill is a timeless choice that connects you to a storied past. So, the next time you light up a Churchill, take a moment to reflect on the man who inspired it—Winston Churchill, a leader whose courage and resolve were as unwavering as his devotion to the perfect cigar. Stop in and see us at our location in Ozark, across the street from Lambert’s Cafe, and see all the fun we have. Sip, Smoke, Savor friends! We’ll see you soon! For more on our offerings, check out our cigar collection and events calendar.

Indoor Cigar Lounge

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Experience luxury and relaxation at our cigar lounge. Our comfortable and inviting space offers a wide variety of premium, hand-rolled cigars and knowledgeable staff to assist with your selection.