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Caldwell Cigars

Caldwell Cigars offers a diverse range of premium cigars that are meticulously crafted to provide aficionados with a unique and unforgettable smoking experience. Whether you are a seasoned cigar enthusiast or a newcomer to the world of cigars, Caldwell Cigars has something to offer for everyone.

From the bold and robust flavors of the Blind Man's Bluff series to the smooth and creamy profile of the Eastern Standard collection, each cigar is expertly blended using the finest tobaccos from Nicaragua, Honduras, and the Dominican Republic. The attention to detail in the construction of each cigar is evident in the flawless burn and impeccable draw that ensures a satisfying smoke every time.

Whether you prefer a Robusto, Toro, or Magnum size cigar, Caldwell Cigars has a wide selection to suit your taste and smoking preference. Each box of Caldwell Cigars is beautifully packaged, making it a perfect gift for any cigar lover or a luxurious addition to your own collection.

Experience the artistry and craftsmanship of Caldwell Cigars as you indulge in the rich flavors and complex aromas that are sure to delight your senses. Sit back, relax, and enjoy a moment of luxury with Caldwell Cigars.
45 products
Caldwell Cigars

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  • Caldwell Collection - Eastern Standard Cypress Room Cigars 24Ct. Box, grey box featuring an image of a man's profile and a single cigars positioned on top.
    - 38%
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    Caldwell Collection - Eastern Standard Cypress Room Cigars 24Ct. Box

    $290.30
    MSRP: $471.98
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  • Caldwell Collection - Eastern Standard Cream Crush Cigars 24Ct. Box, featuring a sleek gray packaging with a vintage-style portrait of a man on the lid.
    - 39%
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    Caldwell Collection - Eastern Standard Cream Crush Cigars 24Ct. Box

    $267.26
    MSRP: $435.98
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  • Caldwell Collection - Eastern Standard Corretto Cigars 24Ct. Box, showing a sealed box of cigars with a cigar placed on top, featuring a label and artwork of a bearded man.
    - 39%
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    Caldwell Collection - Eastern Standard Corretto Cigars 24Ct. Box

    $244.22
    MSRP: $397.98
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  • Caldwell Blind Man's Bluff Connecticut Magnum Cigars 20Ct. Box, showcasing a wooden cigar box with a black and white illustration of a man's face with a hat on the inside lid and a row of cigars with matching labels inside, alongside a single cigar with a label displaying the same man's face.
    - 39%
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    Caldwell Blind Man's Bluff Connecticut Magnum Cigars 20Ct. Box

    $190.08
    MSRP: $309.98
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  • Caldwell Blind Man's Bluff Connecticut Toro Cigars 20Ct. Box, a wooden cigar box containing 20 cigars with the Blind Man's Bluff logo and branding.
    - 39%
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    Caldwell Blind Man's Bluff Connecticut Toro Cigars 20Ct. Box

    $170.88
    MSRP: $277.98
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  • Caldwell Blind Man's Bluff Connecticut Robusto Cigars 20Ct. Box, wooden cigar box containing 20 cigars with a label featuring a man in a hat
    - 39%
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    Caldwell Blind Man's Bluff Connecticut Robusto Cigars 20Ct. Box

    $151.68
    MSRP: $247.98
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  • Caldwell Blind Man's Bluff Magnum Cigars 20 Ct. Box, open wooden box showcasing 20 cigars with a retro-style illustrated man logo on each cigar band.
    - 39%
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    Caldwell Blind Man's Bluff Magnum Cigars 20Ct. Box

    $190.08
    MSRP: $309.98
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  • Caldwell Blind Man's Bluff Toro Cigars 20Ct. Box, open wooden box with 20 cigars neatly arranged inside and the logo of a man with a hat and glasses on the inside lid.
    - 39%
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    Caldwell Blind Man's Bluff Toro Cigars 20Ct. Box

    $170.88
    MSRP: $277.98
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  • Caldwell Blind Man's Bluff Robusto Cigars 20Ct. Box, open wooden cigar box with 20 cigars arranged inside and the brand name on the lid.
    - 39%
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    Caldwell Blind Man's Bluff Robusto Cigars 20Ct. Box

    $151.68
    MSRP: $247.98
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