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Caldwell Cigars — Compare Prices from 17+ Retailers
Boutique Cigars with Bold Branding and Bolder Blends
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310 products found
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310 products found
Quantity: Single
Shape: Robusto
Length: 5 Inches
Ring Gauge: 50
Wrapper: Ecuador Connecticut
Binder: Honduran
Filler: Dominican,
Quantity: Box of 20
Shape: Robusto
Length: 5 Inches
Ring Gauge: 50
Wrapper: Ecuador Connecticut
Binder: Honduran
Filler: Dominican,
Quantity: BOX (20)
Shape: Toro
Length: 6 Inches
Ring Gauge: 52
Wrapper: Ecuador Connecticut
Binder: Honduran
Filler: Dominican,
Quantity: Pack of 5
Shape: Toro
Length: 6 Inches
Ring Gauge: 52
Wrapper: Ecuador Connecticut
Binder: Honduran
Filler: Dominican,
Quantity: Box of 20
Shape: Gordo
Length: 6 Inches
Ring Gauge: 60
Wrapper: Maduro,
Binder: Sumatra
Filler: Dominican
Quantity: BOX (20)
Shape: Toro
Length: 6 Inches
Ring Gauge: 52
Wrapper: Ecuador Habano
Binder: Honduran
Filler: Dominican,
Quantity: Box of 20
Shape: Toro
Length: 6 Inches
Ring Gauge: 52
Wrapper: Maduro,
Binder: Sumatra
Filler: Dominican
Quantity: BOX (20)
Shape: Gordo
Length: 6 Inches
Ring Gauge: 60
Wrapper: Ecuador Habano
Binder: Honduran
Filler: Dominican,
Quantity: Pack of 5
Binder: Varied
Quantity: Pack of 5
Shape: Gordo
Length: 6 Inches
Ring Gauge: 60
Wrapper: Ecuador Habano
Binder: Honduran
Filler: Dominican,
Quantity: Box of 20
Shape: Robusto
Length: 5 Inches
Ring Gauge: 50
Wrapper: Maduro,
Binder: Sumatra
Filler: Dominican
Quantity: Box of 24
Shape: Churchill
Length: 7 Inches
Ring Gauge: 48
Wrapper: Ecuador
Binder: Indonesian
Filler: Dominican,
Quantity: Box of 20
Shape: Toro
Length: 6
Ring Gauge: 52
Wrapper: ecuador habano (ems)
Binder: Honduras Criollo
Filler: Dominican Republic / Honduras
Quantity: Box of 20
Shape: Robusto
Length: 5
Ring Gauge: 50
Wrapper: ecuador habano (ems)
Binder: Honduras Criollo
Filler: Dominican Republic / Honduras
Quantity: Box of 20
Shape: Magnum
Length: 6.5
Ring Gauge: 52
Wrapper: ecuador habano (ems)
Binder: Honduras Criollo
Filler: Dominican Republic / Honduras
Caldwell Cigar Company burst onto the scene in 2014 when Robert Caldwell — a young entrepreneur with a flair for provocative branding and exceptional tobacco — partnered with Tabacalera William Ventura in the Dominican Republic. Caldwell quickly became one of the most talked-about boutique brands in the industry, earning critical praise for blends like The King Is Dead and Long Live the King while cultivating a loyal following drawn to the brand's irreverent personality and consistent quality. CigarFinder compares Caldwell prices across 17+ trusted retailers.
About Caldwell Cigars
Robert Caldwell entered the cigar industry after years in the fashion world, and his design sensibility shows in every release — from the vintage-inspired artwork to the witty, literary-themed naming conventions. But beneath the eye-catching packaging is serious tobacco. Caldwell works with master blenders at several factories across the Dominican Republic and Nicaragua to produce a diverse portfolio.
The King Is Dead was the brand's debut — a smooth, medium-bodied Dominican blend that earned immediate critical acclaim. Long Live the King followed as the bolder counterpart, featuring Nicaraguan tobacco for a full-bodied, complex experience. Blind Man's Bluff is the value play — an outstanding everyday smoke at an accessible price point.
The Eastern Standard showcases a refined Connecticut Broadleaf wrapper. All Out Kings pushed into full-bodied territory. Savages and Hit and Run offer limited-edition experiences. Caldwell also collaborates with other blenders, including the acclaimed Caldwell Collection made with AJ Fernandez, demonstrating the brand's willingness to experiment while maintaining quality.
Caldwell Cigars Quick Facts
Country of Origin: Dominican Republic
Founded: 2014
Popular Lines: The King Is Dead, Long Live the King, Blind Man's Bluff, Eastern Standard, All Out Kings, Savages, Anastasia, Hit and Run
Frequently Asked Questions
Who is Robert Caldwell?
Robert Caldwell is a young cigar entrepreneur who founded Caldwell Cigar Company in 2014. He came from the fashion industry and brings a strong design aesthetic to the brand's packaging and marketing. His cigars are produced at multiple factories in the Dominican Republic and Nicaragua.
What is the best Caldwell cigar?
The King Is Dead is the brand's most acclaimed cigar — a smooth, medium-bodied Dominican blend that earned widespread critical praise. Long Live the King is the bolder sibling for full-bodied fans. For value, Blind Man's Bluff delivers excellent quality at an everyday price.
Are Caldwell cigars boutique?
Yes, Caldwell is considered a boutique cigar brand. While production has grown significantly since the 2014 launch, the brand maintains a small-batch philosophy with limited runs, creative blending, and distinctive packaging that sets it apart from larger manufacturers.
What does The King Is Dead taste like?
The King Is Dead is a medium-bodied Dominican blend featuring an Ecuadorian Habano wrapper. Expect notes of cream, toasted bread, cedar, and subtle white pepper with a smooth, balanced finish. It is approachable enough for newer smokers while offering enough complexity to satisfy experienced palates.
Where can I buy Caldwell cigars at the best price?
CigarFinder compares Caldwell cigar prices across 17+ trusted online retailers. Browse the products above sorted by price and check our coupon codes for additional savings.
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