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Caldwell cigars is an intriguing boutique cigar maker that, like all modern business ventures, can trace its roots to a particular moment in time. For Robert Caldwell, that moment happened in a restaurant. As a cigar fan, he asked to end the meal with a smoke. But, when he saw the sad state of the restaurant’s humidor, he knew there was a huge opportunity to do better. Normally, when confronted by a situation like that, the reaction most of us share is to say, “Wouldn’t it be cool if someone did something about this?”

Caldwell is that someone.

After a few years stocking the humidors of restaurants and hotels, he had been drawn deep enough into the cigar industry to start dreaming of his own blends and brands. Eventually, Caldwell cigars was launched in 2014, but as the home page of the company will tell you, it’s not a brand – it’s a movement – focused on synergy within the industry. Perhaps that means interesting collaborations and partnerships?

Whatever Caldwell was getting at, we can confirm that this tall Miami dude has worked hard to elevate his blends, not his brand. The cigars are tending to gain more fame than Caldwell as a blender or Caldwell Cigars company. Eastern Standard, the 93-rated The King is Dead stick… slowly but surely, if he keeps creating high quality cigars, Caldwell will become a big brand whether he likes it or not.

As he’s explained, “The purpose of Caldwell Cigars is to go wherever we must to find the most exotic flavors we can.” He “became tired of having to focus on the name of a product, when the focus should be on the product itself.” Sounds pretty good to us!

Mr. Caldwell, we’re keeping our lighters at the ready.

Friends, please browse our selection of Caldwell cigars at your leisure.

Shop All Caldwell Cigars Lines

Caldwell King is Dead Escape Plan Banner

Caldwell King is Dead Escape Plan

Caldwell Lost and Found Secret Stash Banner

Caldwell Lost and Found Secret Stash

Caldwell Lost and Found Antique Line

Caldwell Lost and Found Cigars

Caldwell Lost and Found

Caldwell Blind Man's Bluff Nicaragua Banner

Caldwell Blind Man's Bluff Nicaragua

Caldwell Blind Man's Bluff Maduro Cigars

Caldwell Blind Man's Bluff Maduro

Caldwell Blind Mans Bluff Connecticut Banner

Caldwell Blind Man's Bluff Connecticut

Caldwell Blind's Man Bluff Cigars

Caldwell Blind Man's Bluff Habano

Caldwell Eastern Standard Sungrown Banner

Caldwell Eastern Standard Sungrown

Caldwell The Last Tsar Cigars

Caldwell The Last Tsar

Caldwell Savages Cigars

Caldwell Savages

Caldwell Young Savages Banner

Caldwell Young Savages

Caldwell All Out Kings Cigars

Caldwell All Out Kings

Caldwell Anastasia Cigars

Caldwell Anastasia

Caldwell Long Live The King Maduro Banner

Caldwell Long Live The King Maduro

Caldwell Eastern Standard Cigars

Caldwell Eastern Standard

Caldwell Hit And Run Banner

Caldwell Hit and Run

Caldwell Hit And Run Part Deux Banner

Caldwell Hit and Run Part Deux

Caldwell King Is Dead Cigars

Caldwell King Is Dead

Caldwell La Barba Red Banner

Caldwell La Barba Purple

Caldwell La Barba Red Banner

Caldwell La Barba Red

Caldwell La Barba Ricochet Banner

Caldwell La Barba Ricochet

Caldwell La Barba Ricochet Mexi Banner

Caldwell La Barba Ricochet Mexi

Caldwell Long Live The King Cigars

Caldwell Long Live The King

Caldwell Midnight Express Cigars

Caldwell Midnight Express

Caldwell The T Banner

Caldwell The T Connecticut Banner

Caldwell The T Connecticut

Caldwell The T Habano Banner

Caldwell The T Habano

Caldwell Lost and Found 15 Min of Fame Lancero

Caldwell Lost and Found 15 Min of Fame Lancero

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From$9.00

Caldwell Lost and Found Yellow Cake Habano BP Gordo

Caldwell Lost and Found Yellow Cake Habano BP Gordo

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From$12.00

Caldwell Lost and Found Yellow Cake Habano Rothschild

Caldwell Lost and Found Yellow Cake Habano Rothschild

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From$8.00

Caldwell Lost and Found Yellow Cake Habano BP Toro Gordo

Caldwell Lost and Found Yellow Cake Habano BP Toro Gordo

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From$11.00

Caldwell Lost and Found Yellow Cake Habano BP Robusto Gordo

Caldwell Lost and Found Yellow Cake Habano BP Robusto Gordo

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From$10.00

Caldwell Lost and Found Yellow Cake San Andres Gordo

Caldwell Lost and Found Yellow Cake San Andres Gordo

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From$12.00

Caldwell Lost and Found Yellow Cake San Andres BP Torpedo

Caldwell Lost and Found Yellow Cake San Andres BP Torpedo

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From$11.00

Caldwell Lost and Found Yellow Cake San Andres BP Robusto Gordo

Caldwell Lost and Found Yellow Cake San Andres BP Robusto Gordo

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From$10.50

Caldwell Lost and Found Yellow Cake San Andres BP Toro

Caldwell Lost and Found Yellow Cake San Andres BP Toro

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From$11.00

Caldwell Lost and Found Yellow Cake San Andres BP Robusto

Caldwell Lost and Found Yellow Cake San Andres BP Robusto

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From$10.00

Caldwell Lost and Found Swedish Delight 2020 Toro

Caldwell Lost and Found Swedish Delight 2020 Toro

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From$10.00

Caldwell Anastasia Anejado 2016 LE 2016 Vintage Corona Clasica

Caldwell Anastasia Anejado 2016 LE 2016 Vintage Corona Clasica

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From$25.00

Caldwell King Is Dead Escape Plan Autopilot Churchill

Caldwell King Is Dead Escape Plan Autopilot Churchill

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From$15.00

Caldwell King Is Dead Escape Plan Drybeggar Toro

Caldwell King Is Dead Escape Plan Drybeggar Toro

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From$16.00

Caldwell King Is Dead Escape Plan The Grand Tour Robusto

Caldwell King Is Dead Escape Plan The Grand Tour Robusto

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From$15.00

Caldwell King Is Dead Escape Plan Short Cut Corona

Caldwell King Is Dead Escape Plan Short Cut Corona

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From$14.00

Caldwell Lost and Found 22 Minutes to Midnight Robusto

Caldwell Lost and Found 22 Minutes to Midnight Robusto

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From$14.40

Caldwell Blind Man's Bluff "This is Trouble" 2021 Limited Release Lonsdale

Caldwell Blind Man's Bluff "This is Trouble" 2021 Limited Release Lonsdale

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From$10.00

Caldwell Blind Man's Bluff "This is Trouble" 2021 Limited Release Corona

Caldwell Blind Man's Bluff "This is Trouble" 2021 Limited Release Corona

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From$10.00

Eastern Standard Matt Booth's Face Golden Egg You Thought You Knew Robusto

Eastern Standard Matt Booth's Face Golden Egg You Thought You Knew Robusto

room 101

From$14.40

Caldwell Lost And Found Secret Stash Robusto 2003

Caldwell Lost And Found Secret Stash Robusto 2003

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From$14.00

Caldwell Lost And Found Secret Stash Robusto 2005

Caldwell Lost And Found Secret Stash Robusto 2005

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From$14.00

Caldwell Lost and Found One Hit Wonder Corona

Sold Out

Caldwell Lost and Found One Hit Wonder Corona

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From$12.00

Caldwell Lost and Found Swedish Delight 2021 Robusto

Caldwell Lost and Found Swedish Delight 2021 Robusto

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From$11.00

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