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Deadwood Tobacco Cigars

Deadwood Tobacco Co. isn’t your traditional cigar brand, and that’s exactly the point. Built for outlaws, misfits, and flavor chasers, Deadwood brings a wild streak to the cigar world with smokes that are bold, sweet, and full of character.

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Deadwood Sweet Jane Corona

Deadwood Tobacco Cigars
Original price $8.99 - Original price $189.99
Original price
$8.99 - $189.99
$8.99 - $189.99
Current price $8.99

If you’re after a cigar that doesn’t play by the rules but still delivers a smooth, flavorful ride, Sweet Jane is calling your name. Made by Drew E...

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Original price $8.99 - Original price $189.99
Original price
$8.99 - $189.99
$8.99 - $189.99
Current price $8.99

Deadwood Dominicana Robusto

Deadwood Tobacco Cigars
Original price $20.00 - Original price $30.00
Original price $20.00 - Original price $30.00
Original price $20.00
$11.99 - $102.99
$11.99 - $102.99
Current price $11.99

The Deadwood Dominicana Robusto is a bold departure from the rest of the Deadwood lineup. Wrapped in a smooth Dominican-grown Connecticut Shade lea...

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Original price $20.00 - Original price $30.00
Original price $20.00 - Original price $30.00
Original price $20.00
$11.99 - $102.99
$11.99 - $102.99
Current price $11.99

Deadwood Dominicana Toro

Deadwood Tobacco Cigars
Original price $11.99 - Original price $102.99
Original price
$11.99 - $102.99
$11.99 - $102.99
Current price $11.99

The Deadwood Dominicana Toro is a sweet-capped, medium-bodied cigar wrapped in silky Ecuadorian Connecticut Shade. It’s smooth, creamy, and lightly...

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Original price $11.99 - Original price $102.99
Original price
$11.99 - $102.99
$11.99 - $102.99
Current price $11.99

Deadwood Leather Rose Torpedo

Deadwood Tobacco Cigars
Original price $20.00 - Original price $47.99
Original price $20.00 - Original price $47.99
Original price $20.00
$9.09 - $204.99
$9.09 - $204.99
Current price $9.09

Spicy, aromatic, and unforgettable—this Flavored Maduro torpedo is the bold standout of the Deadwood lineup. Wrapped in a dark, chewy Brazilian Mad...

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Original price $20.00 - Original price $47.99
Original price $20.00 - Original price $47.99
Original price $20.00
$9.09 - $204.99
$9.09 - $204.99
Current price $9.09

Drew Estate Sweet & Spicy Sampler

After Action Cigars
Original price $50.15
Original price $50.15 - Original price $50.15
Original price $50.15
Current price $39.99
$39.99 - $39.99
Current price $39.99

Sweet meets spice in a lineup only Drew Estate could deliver. The Sweet & Spicy Sampler brings together five of their most iconic infused cigar...

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Original price $50.15
Original price $50.15 - Original price $50.15
Original price $50.15
Current price $39.99
$39.99 - $39.99
Current price $39.99

Connecticut Calling Sampler

After Action Cigars
Original price $49.95
Original price $49.95 - Original price $49.95
Original price $49.95
Current price $42.99
$42.99 - $42.99
Current price $42.99

Mild in strength, rich in flavor, this sampler rounds up five standouts wrapped in Connecticut shade for a smooth, easygoing smoke. Whether you’re ...

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Original price $49.95
Original price $49.95 - Original price $49.95
Original price $49.95
Current price $42.99
$42.99 - $42.99
Current price $42.99

Drew Estate Flavor Bomb Sampler

After Action Cigars
Original price $30.97
Original price $30.97 - Original price $30.97
Original price $30.97
Current price $25.49
$25.49 - $25.49
Current price $25.49

Big flavor. Bold aroma. This trio is crafted for those who like their cigars with serious personality. Featuring two infused Tabak Especial blends ...

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Original price $30.97
Original price $30.97 - Original price $30.97
Original price $30.97
Current price $25.49
$25.49 - $25.49
Current price $25.49

Smooth Operator Connecticut Sampler

After Action Cigars
Original price $34.49
Original price $34.49 - Original price $34.49
Original price $34.49
Current price $29.99
$29.99 - $29.99
Current price $29.99

Creamy, mellow, and undeniably refined. This trio delivers smooth flavor with an easygoing draw, perfect for laid-back moments and casual luxury. ...

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Original price $34.49
Original price $34.49 - Original price $34.49
Original price $34.49
Current price $29.99
$29.99 - $29.99
Current price $29.99

Maduro All-Stars Sampler

After Action Cigars
Original price $27.49
Original price $27.49 - Original price $27.49
Original price $27.49
Current price $24.99
$24.99 - $24.99
Current price $24.99

A dream team of dark and bold cigars. This all-Maduro 3 cigar lineup delivers full-bodied flavor with richness, depth, and attitude. Cigar Intel F...

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Original price $27.49
Original price $27.49 - Original price $27.49
Original price $27.49
Current price $24.99
$24.99 - $24.99
Current price $24.99

Deadwood Fat Bottom Betty Toro

Deadwood Tobacco Cigars
Original price $10.49 - Original price $102.99
Original price
$10.49 - $102.99
$10.49 - $102.99
Current price $10.49

Bold, sweet, and aromatic, Fat Bottom Betty Toro is a fan-favorite in Drew Estate’s Deadwood lineup, delivering layers of rich flavor with a smooth...

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Original price $10.49 - Original price $102.99
Original price
$10.49 - $102.99
$10.49 - $102.99
Current price $10.49

Deadwood Tobacco Leather Rose Petite Corona

Deadwood Tobacco Cigars
Original price $6.49 - Original price $149.99
Original price
$6.49 - $149.99
$6.49 - $149.99
Current price $6.49

Big flavor in a small format, the Leather Rose Petite Corona brings Drew Estate’s spiciest Deadwood blend to a shorter, punchier smoke. Perfect whe...

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Original price $6.49 - Original price $149.99
Original price
$6.49 - $149.99
$6.49 - $149.99
Current price $6.49

Deadwood Fat Bottom Betty Robusto

Deadwood Tobacco Cigars
Original price $10.09 - Original price $30.00
Original price $20.00
$10.09 - $89.99
$10.09 - $89.99
Current price $10.09

Sweet, bold, and dripping with Drew Estate’s signature aromatic style, Fat Bottom Betty Robusto delivers a shorter, equally flavorful version of th...

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Original price $10.09 - Original price $30.00
Original price $20.00
$10.09 - $89.99
$10.09 - $89.99
Current price $10.09

Originally rooted in the rough-and-tumble town of Deadwood, South Dakota, this brand is all about attitude and edge. Deadwood cigars break the mold, infused with unique flavor profiles, eye-catching artwork, and a no-rules philosophy that sets them apart from the old-school crowd.

Partnering with the legends at Drew Estate, Deadwood Tobacco Co. delivers cigars that are rich, smooth, and impossible to ignore. Each stick is hand-rolled with premium Nicaraguan tobaccos and wrapped in dark, oily Connecticut Broadleaf, bringing you a mix of sweetness, spice, and full-throttle flavor that hits from the first draw.

Whether you're firing one up on the back porch or passing cigars around at the rally, Deadwood smokes are made for those who live loud, ride hard, and don’t follow the pack. From the sultry Fat Bottom Betty to the fiery Sweet Jane, every cigar in the lineup packs its own brand of attitude.

Popular Picks:

  • Fat Bottom Betty Churchill – Long and balanced with deep flavor all the way through

  • Sweet Jane Toro – Sweet, rich, and perfectly smooth—ideal for laid-back sessions

  • Crazy Alice – Small but wild, with bold sweetness and a punchy, peppery finish

  • Leather Rose Toro – The boldest of the bunch—sweet upfront with a spicy, smoky bite.

  • Sweet Jane “Tall Tale” Toro – All the creamy flavor of the original, now in a longer, slower-burning format

Deadwood isn’t just a cigar brand, it’s a lifestyle. If you’ve got a taste for freedom and a thing for flavor, saddle up and ride with Deadwood Tobacco Co.