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Free Shipping on All Orders $150+

Medium Cigars

Not too light. Not too bold. Medium cigars are where balance lives, and for many, it’s the zone they keep coming back to.

Our selection of medium-bodied cigars hits that perfect middle ground: enough body to keep things interesting, but smooth enough for anytime enjoyment. These blends offer a wide range of flavor profiles, some rich and creamy, others with a subtle spice or a touch of earth, making them a reliable go-to whether you’re lighting up at the end of a long shift or gearing up for an evening with friends.

A single Deadwood Sweet Jane Corona cigar from Deadwood Tobacco, featuring a decorative and colorful band, is displayed on a white background.
An open Deadwood Tobacco box labeled "Sweet Jane" displays Deadwood Sweet Jane Corona cigars; a close-up shows a detailed band with a woman's face and floral design on one cigar.

Deadwood Sweet Jane Corona

Deadwood Tobacco Cigars
$8.99 - $189.99
$8.99 - $189.99
$8.99 - $189.99
$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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$8.99 - $189.99
$8.99 - $189.99
$8.99 - $189.99
$8.99
A single brown coffee-infused cigar with two gold and black bands, one labeled "Dolce," sits on a plain white background—it's the Drew Estate Tabak Especial Robusto Dulce by Drew Estate.
An open box of Drew Estate Tabak Especial Robusto Dulce cigars, with one upright and another beside it, highlights the signature label and packaging from Drew Estate.

Drew Estate Tabak Especial Robusto Dulce

Drew Estate Cigars
$10.99 - $209.99
$10.99 - $209.99
$10.99 - $209.99
$10.99

Coffee and cigars are a timeless pairing. Drew Estate just decided to roll them into one. The Tabak Especial Robusto Dulce is a flavor-infused ciga...

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$10.99 - $209.99
$10.99 - $209.99
$10.99 - $209.99
$10.99
A single Drew Estate Tabak Especial Robusto Negra cigar with gold and black bands and a rich Maduro wrapper rests on a white background.
An open box of Drew Estate Tabak Especial Robusto Negra cigars from Drew Estate is shown, with one infused cigar in front, featuring its rich Maduro wrapper and distinctive label.

Drew Estate Tabak Especial Robusto Negra

Drew Estate Cigars
$10.99 - $209.99
$10.99 - $209.99
$10.99 - $209.99
$10.99

For those who crave rich flavor with a smooth, sweet edge, the Tabak Especial Robusto Negra hits every mark. This infused cigar wraps a dark, oily ...

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$10.99 - $209.99
$10.99 - $209.99
$10.99 - $209.99
$10.99

Deadwood Sweet Jane Tins

Deadwood Tobacco Cigars
$19.99 - $84.99
$19.99 - $84.99
$19.99 - $84.99
$19.99

The Deadwood Sweet Jane Tin brings premium cigar flavor into a compact, convenient cigarillo format, crafted by Drew Estate for the bold, the adven...

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$19.99 - $84.99
$19.99 - $84.99
$19.99 - $84.99
$19.99
A Drew Estate Isla Del Sol Toro cigar, coffee infused and featuring a red and gold band, is shown isolated on a white background.
An open box of Drew Estate Isla Del Sol Toro cigars displays several coffee-infused cigars inside, with one upright cigar placed beside the box.

Drew Estate Isla Del Sol Toro

Drew Estate Cigars
$5.79 - $120.00
$5.79 - $120.00
$30.00
$5.79 - $98.99
$5.79 - $98.99
$5.79

For those who love mellow cigars with a touch of sweetness, the Isla Del Sol Toro by Drew Estate delivers a rich coffee-kissed experience in a smoo...

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$5.79 - $120.00
$5.79 - $120.00
$30.00
$5.79 - $98.99
$5.79 - $98.99
$5.79
A single Deadwood Leather Rose Torpedo cigar by Deadwood Tobacco, dark brown with a pointed tip and an illustrated character band, rests on a white background.
An open box of Deadwood Tobacco's Deadwood Leather Rose Torpedo cigars features a stylized woman with roses on the box and band, highlighting these bold Brazilian Maduro cigars.

Deadwood Leather Rose Torpedo

Deadwood Tobacco Cigars
$20.00 - $47.99
$20.00 - $47.99
$20.00
$9.09 - $204.99
$9.09 - $204.99
$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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$20.00 - $47.99
$20.00 - $47.99
$20.00
$9.09 - $204.99
$9.09 - $204.99
$9.09
Factory Smokes by Drew Estate Maduro Toro offers affordable Maduro cigars with dark brown wrappers and stylish black, white, and silver labels from the renowned Drew Estate brand.

Factory Smokes by Drew Estate Maduro Toro

Drew Estate Cigars
$60.00
$2.39 - $60.00
$60.00
$2.39 - $49.99
$2.39 - $49.99
$2.39

Dark, rich, and built for everyday enjoyment, this affordable Maduro-wrapped Toro delivers bold Drew Estate flavor without the premium price tag. ...

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$60.00
$2.39 - $60.00
$60.00
$2.39 - $49.99
$2.39 - $49.99
$2.39
A budget-friendly bundle of Factory Smokes by Drew Estate Sun Grown Toro cigars from Drew Estate Cigars, featuring rich brown wrappers and blue, black, and white bands.

Factory Smokes by Drew Estate Sun Grown Toro

Drew Estate Cigars
$60.00
$2.49 - $60.00
$60.00
$2.49 - $55.99
$2.49 - $55.99
$2.49

Affordable doesn’t mean forgettable. This wallet-friendly Toro from Drew Estate delivers a flavorful, sun-grown smoking experience that’s perfect f...

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$60.00
$2.49 - $60.00
$60.00
$2.49 - $55.99
$2.49 - $55.99
$2.49
A single Deadwood Dominicana Robusto by Deadwood Tobacco, featuring a decorative band with a woman's portrait and a silver-tipped end, this Connecticut Shade cigar is expertly crafted.
An open wooden box of Deadwood Tobacco's Deadwood Dominicana Robusto cigars, featuring a close-up of a single cigar with a decorative band and label.

Deadwood Dominicana Robusto

Deadwood Tobacco Cigars
$20.00 - $30.00
$20.00 - $30.00
$20.00
$11.99 - $102.99
$11.99 - $102.99
$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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$20.00 - $30.00
$20.00 - $30.00
$20.00
$11.99 - $102.99
$11.99 - $102.99
$11.99
A single Deadwood Tobacco Deadwood Dominicana Toro medium-bodied cigar, featuring a decorative band with an illustrated woman's face and a silver foot band, is displayed on a white background.
An open box of Deadwood Tobacco's Deadwood Dominicana Toro cigars sits beside a close-up of a medium-bodied cigar, showcasing its decorative band adorned with a woman's illustration.

Deadwood Dominicana Toro

Deadwood Tobacco Cigars
$11.99 - $102.99
$11.99 - $102.99
$11.99 - $102.99
$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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$11.99 - $102.99
$11.99 - $102.99
$11.99 - $102.99
$11.99
A single Deadwood Fat Bottom Betty Robusto cigar by Deadwood Tobacco Cigars, featuring a decorative band near the top and a blue label at the foot, isolated on a white background.
An open wooden cigar box displays Deadwood Tobacco Cigars’ Deadwood Fat Bottom Betty Robusto with dark Maduro wrappers and pirate skull labels; one cigar is shown in close-up.

Deadwood Fat Bottom Betty Robusto

Deadwood Tobacco Cigars
$10.09 - $89.99
$10.09 - $89.99
$10.09 - $89.99
$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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$10.09 - $89.99
$10.09 - $89.99
$10.09 - $89.99
$10.09
A single Deadwood Fat Bottom Betty Toro by Deadwood Tobacco Cigars, featuring a graphic band, is displayed against a white background.
A wooden box of Deadwood Fat Bottom Betty Toro cigars by Deadwood Tobacco Cigars with a lid featuring an illustrated pirate woman; one Maduro cigar is shown close-up, displaying the same signature artwork on its band.

Deadwood Fat Bottom Betty Toro

Deadwood Tobacco Cigars
$10.49 - $102.99
$10.49 - $102.99
$10.49 - $102.99
$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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$10.49 - $102.99
$10.49 - $102.99
$10.49 - $102.99
$10.49

This is the backbone of most humidors for a reason. At After Action Cigars, we stock proven favorites and a few unexpected standouts worth discovering. Whether you’re still dialing in your taste or already know your preferred profile, there’s a medium cigar here with your name on it. Light it. Enjoy it. Then get back after it.