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Maduro Cigars

If you're after depth, sweetness, and complexity in your smoke, Maduro cigars are where it's at. Translating to “ripe” or “mature,” the Maduro wrapper isn’t tied to one region or strength; it’s a technique, a process, and an experience.

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 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 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
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
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

The result of extra fermentation and aging, Maduro wrappers take on a dark, often oily appearance and bring out bold notes of cocoa, espresso, spice, and natural sweetness. These wrappers can be crafted from a variety of seed types and grown in places like Nicaragua, Honduras, Mexico, and beyond, giving manufacturers room to create some truly standout blends.

What started a few decades ago as a response to growing demand for richer flavor has now become a category all its own. And for good reason, Maduro cigars offer a slow, layered smoke that appeals to seasoned veterans and curious newcomers alike. Our selection brings together the best of the bold, from smooth and sweet to deep and daring. If you want a cigar with some gravity behind it, the Maduro won't disappoint.