What Cigars Did Churchill Smoke?

What Cigars Did Churchill Smoke?

The Iconic Puff Behind the Prime Minister

Sir Winston Churchill: a wartime hero, a master of speeches—and one of the most iconic cigar smokers of the 20th century.

But what exactly did Churchill smoke? And how did he become synonymous with long, bold cigars and even bolder opinions?

Let’s take a look behind the plume of smoke.

Churchill’s Daily Habit: More Than Just a Puff

Churchill reportedly smoked 8 to 10 cigars per day—sometimes more. To him, cigars weren’t a luxury; they were part of his armour. In his own words:

“I drink a great deal. I sleep a little, and I smoke cigar after cigar. That is why I am in two-hundred-percent form.”

Talk about commitment.

His Favourite Cigar Brands

🥇 Romeo y Julieta

Churchill's undisputed favourite was Romeo y Julieta. He discovered them during a 1946 visit to Cuba and fell hard. So hard, in fact, that the Romeo y Julieta Churchill vitola was named after him.

• Size: 7" x 47 ring gauge

• Strength: Medium

• Flavour profile: Creamy, nutty, and complex—perfect for long reflection (or long speeches).

💡 Shop the Romeo y Julieta Churchill 

🔥 Partagás Serie D No. 4

While not a Churchill-size cigar, Partagás was another favourite of the British bulldog. Known for its bold character and Cuban spice, the Serie D No. 4 offers a powerful, shorter-format smoke.

• Size: 4.9" x 50 ring gauge (Robusto)

• Strength: Full

• Flavour profile: Rich earth, black pepper, cedar, cocoa

• Legacy: A go-to Cuban cigar for experienced palates, and very much in the Churchillian spirit

💡 Shop the Partagás Serie D No. 4 

🕊️ H. Upmann Sir Winston

Churchill also enjoyed H. Upmann cigars during his many trips to Havana. The Sir Winston vitola (named after him, of course) reflects his taste for elegance and refinement.

• Size: 7" x 47 ring gauge

• Strength: Light to medium

• Flavour profile: Cream, almond, floral, mild spice

• Vibe: Aristocratic, understated, and deeply enjoyable

Churchill’s Smoking Style

Churchill rarely appeared without a cigar in hand—or in his mouth. He used a cigar holder, typically made of amber or Bakelite, to keep his cigars dry and elegant.

Whether delivering rousing speeches, painting landscapes, or lounging in a bathtub (yes, really), Churchill always had a cigar by his side.

Want to Smoke Like Churchill?

You don’t need to run a country to enjoy a Churchill. But you can smoke one like a statesman.

Try these Churchill-inspired cigars available at The Smoking Jacket:

• Romeo y Julieta Churchill

• Partagás Serie D No. 4

• H. Upmann Sir Winston (on request)

🔥 Visit our Earls Court shop or sign up for our Box of the Month to discover cigars with Churchill-worthy character.

Final Thoughts

Churchill didn’t just smoke cigars—he immortalised them. Lighting up a Churchill today is more than a habit. It’s a heritage.

So next time you enjoy a long, smooth smoke, raise a glass (and a cigar) to the man who made puffing a symbol of power, poise, and perseverance.