Skip to content
Free Shipping on Orders Over $99
Free Shipping on Orders Over $99

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.

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. ...

View full details
$60.00
$2.39 - $60.00
$60.00
$2.39 - $49.99
$2.39 - $49.99
$2.39
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.
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...

View full details
$8.99 - $189.99
$8.99 - $189.99
$8.99 - $189.99
$8.99
Java Latte by Drew Estate Robusto
Java Latte by Drew Estate Robusto
Java Latte by Drew Estate Robusto
Drew Estate Cigars
$10.54 - $280.80
$10.54 - $280.80
$10.54
$9.69 - $229.99
$9.69 - $229.99
$9.69

Looking for a smooth, coffee-infused cigar that tastes every bit as good as it smells? The Java Latte Robusto by Drew Estate is one of the most con...

View full details
$10.54 - $280.80
$10.54 - $280.80
$10.54
$9.69 - $229.99
$9.69 - $229.99
$9.69
Deadwood Sweet Jane Tins
Deadwood Sweet Jane Tins Sold out
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...

View full details
$19.99 - $84.99
$19.99 - $84.99
$19.99 - $84.99
$19.99
Sold out
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.
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 ...

View full details
$10.99 - $209.99
$10.99 - $209.99
$10.99 - $209.99
$10.99
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...

View full details
$60.00
$2.49 - $60.00
$60.00
$2.49 - $55.99
$2.49 - $55.99
$2.49
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.
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...

View full details
$5.79 - $120.00
$5.79 - $120.00
$30.00
$5.79 - $98.99
$5.79 - $98.99
$5.79
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.
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
$9.09 - $204.99
$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 Ma...

View full details
$9.09 - $204.99
$9.09 - $204.99
$9.09 - $204.99
$9.09
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.
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...

View full details
$10.99 - $209.99
$10.99 - $209.99
$10.99 - $209.99
$10.99
Factory Smokes by Drew Estate Shade Toro
Factory Smokes by Drew Estate Shade Toro
Drew Estate Cigars
$2.55 - $63.75
$2.55 - $63.75
$2.55
$2.39 - $52.99
$2.39 - $52.99
$2.39

Smooth, creamy, and built for everyday enjoyment, the Factory Smokes by Drew Estate Shade Toro delivers classic Connecticut character at a price th...

View full details
$2.55 - $63.75
$2.55 - $63.75
$2.55
$2.39 - $52.99
$2.39 - $52.99
$2.39
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.
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
$11.35 - $125.00
$11.35 - $125.00
$11.35
$10.69 - $102.99
$10.69 - $102.99
$10.69

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

View full details
$11.35 - $125.00
$11.35 - $125.00
$11.35
$10.69 - $102.99
$10.69 - $102.99
$10.69
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.
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
$11.09 - $110.00
$11.09 - $110.00
$11.09
$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...

View full details
$11.09 - $110.00
$11.09 - $110.00
$11.09
$10.09 - $89.99
$10.09 - $89.99
$10.09
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.
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
$11.25 - $117.50
$11.25 - $117.50
$11.25
$10.49 - $96.99
$10.49 - $96.99
$10.49

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

View full details
$11.25 - $117.50
$11.25 - $117.50
$11.25
$10.49 - $96.99
$10.49 - $96.99
$10.49
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.
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
$11.75 - $117.50
$11.75 - $117.50
$11.75
$10.49 - $102.50
$10.49 - $102.50
$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...

View full details
$11.75 - $117.50
$11.75 - $117.50
$11.75
$10.49 - $102.50
$10.49 - $102.50
$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.