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Churchill Cigars

Named after a man who never backed down from a fight or a fine cigar, the Churchill is a shape built for those who appreciate time well spent.

With lengths typically ranging from 6.5 to 7 inches and a ring gauge around 47 to 50, Churchill cigars deliver a smoke that’s unhurried, deliberate, and full of character. These long-format cigars are perfect for the moments you don’t need to rush, an extended break, a slow evening, or a full round of golf with time to take it all in.

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A box of Romeo y Julieta 1875 Churchill cigars by Romeo y Julieta Cigars is open, showcasing several neatly arranged Dominican cigars with red and white bands against a white background.
A single Romeo y Julieta 1875 Churchill cigar from Romeo y Julieta Cigars with an Indonesian wrapper and a red-and-white "1875" band is shown on a plain white background. Sold out

Romeo y Julieta 1875 Churchill

Romeo y Julieta Cigars
$20.00 - $30.00
$20.00 - $30.00
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The Romeo y Julieta 1875 Churchill is a medium-bodied 7 x 50 cigar that delivers timeless character in a format built for the long haul. Cloaked in...

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$20.00 - $30.00
$20.00 - $30.00
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An open box of Romeo y Julieta Crafted by AJ Fernandez Churchill cigars from Romeo y Julieta Cigars, featuring two rows of full-bodied cigars with paper bands in a wooden case and a red and gold interior lid design.
An unlit Romeo y Julieta Crafted by AJ Fernandez Churchill cigar from Romeo y Julieta Cigars, with a brown wrapper and red and gold band, labeled “Romeo y Julieta,” rests on a plain white background. Sold out

Romeo y Julieta Crafted by AJ Fernandez Churchill

Romeo y Julieta Cigars
$20.00 - $30.00
$20.00 - $30.00
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The Romeo y Julieta Crafted by AJ Fernandez is a full-bodied 7 x 50 cigar built for the long haul and blended with purpose. Wrapped in a dark, velv...

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$20.00 - $30.00
$20.00 - $30.00
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An open wooden box of Oliva Cigars’ Oliva Serie G Churchill features five cigars, partially wrapped in white paper, highlighting the rich Nicaraguan blend finished with an African Cameroon wrapper.
An Oliva Serie G Churchill cigar from Oliva Cigars, featuring a gold and white band and an African Cameroon wrapper, is shown on a plain white background. Sold out

Oliva Serie G Churchill

Oliva Cigars
$20.00 - $30.00
$20.00 - $30.00
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The Oliva Serie G Churchill is a well-balanced, medium-bodied cigar handcrafted in Nicaragua and wrapped in a flavorful African Cameroon leaf. Its ...

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$20.00 - $30.00
$20.00 - $30.00
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An open box of Montecristo White Series Churchill by Montecristo Cigars shows ten Dominican cigars with Ecuadorian Connecticut wrappers, neatly arranged in a yellow and white branded box.
A single unlit Montecristo White Series Churchill cigar by Montecristo Cigars, featuring a light brown Ecuadorian Connecticut wrapper and a white branded band, displayed on a plain white background. Sold out

Montecristo White Series Churchill

Montecristo Cigars
$20.00 - $30.00
$20.00 - $30.00
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The Montecristo White Series Churchill is a refined, mellow-to-medium cigar known for its smooth, creamy flavor and elegant construction. Wrapped i...

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$20.00 - $30.00
$20.00 - $30.00
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An open wooden box displays Ashton Classic Churchill cigars by Ashton Cigars, each Dominican cigar wrapped in a Connecticut Shade wrapper, with the lid featuring Ashton branding.
An Ashton Classic Churchill by Ashton Cigars, a single Dominican cigar with a Connecticut Shade wrapper and white-and-gold band, displayed on a plain white background.
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Ashton Classic Churchill

Ashton Cigars
$20.00 - $30.00
$20.00 - $30.00
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$14.00 - $349.99
$14.00 - $349.99
$14.00

The Ashton Classic Churchill is a long, luxurious Dominican cigar wrapped in golden Connecticut Shade leaf, delivering a mellow, creamy profile wit...

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$20.00 - $30.00
$20.00 - $30.00
$20.00
$14.00 - $349.99
$14.00 - $349.99
$14.00
Sold out
An open wooden box of Cohiba Red Dot Churchill cigars by Cohiba, containing twelve premium cigars with African Cameroon wrappers, displayed on a white background.
The Cohiba Red Dot Churchill by Cohiba is a premium Dominican cigar with a brown African Cameroon wrapper and a red, black, and white Cohiba label displayed on a plain white background.
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Cohiba Red Dot Churchill

Cohiba Cigars
$20.00 - $30.00
$20.00
$24.99 - $478.99
$24.99 - $478.99
$24.99

The Cohiba Red Dot Churchill is a premium Dominican cigar wrapped in rare African Cameroon leaf. It offers a medium-bodied smoke with smooth draws,...

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$20.00 - $30.00
$20.00
$24.99 - $478.99
$24.99 - $478.99
$24.99
Sold out

Expect a flavor journey that evolves: approachable in the first half, then deepening into richer, bolder territory as you move through. That’s the reward of patience, and the signature of a well-crafted Churchill cigar. We’ve lined up a strong selection of Churchills from top-tier brands, each one built to go the distance. Because some smokes aren’t just enjoyed… they’re remembered.