Caldwell cigars come from Caldwell Cigar Co., which Robert Caldwell launched in 2014. The company does not own a factory: its core lines are rolled in the Dominican Republic by the Ventura family’s Tabacalera William Ventura and El Maestro factories, and Laudisi Enterprises acquired the brand in 2024. In our selection, strength typically runs from medium-mild in Mooncake to medium-full. Typical notes include cream, earth, wood and cocoa in Eastern Standard; spice, cedar, cream and espresso in Long Live the Queen; and cedar, soft sweetness and gentle spice in the Connecticut-wrapped Mooncake. Start with Caldwell Eastern Standard, Robert Caldwell’s medium-bodied flagship, then try the Cameroon-wrapped Caldwell Long Live the Queen for more layered spice.
Caldwell Cigars
Caldwell Cigars is a boutique brand founded by Robert Caldwell in 2014, celebrated for its creative blends, artistic packaging, and use of rare, well-aged tobaccos. With lines like Eastern Standard, The King Is Dead, Long Live the King, and the experimental Lost & Found projects, Caldwell crafts unique, flavor-forward premium cigars that appeal to enthusiasts seeking something modern, edgy, and distinct from traditional brands.
Caldwell Cigars
Frequently asked questions about Caldwell Cigars
Who makes Caldwell Cigars, and where are they made?
Caldwell Cigar Co. was launched by Robert Caldwell at the beginning of 2014. It does not own a factory. Its core lines are rolled in the Dominican Republic by the Ventura family's Tabacalera William Ventura and El Maestro factories; Crafted and Curated Antoinette, for example, is hand-rolled at William Ventura's El Maestro factory. Caldwell has also worked with other factories on collaborations. Laudisi Enterprises acquired Caldwell Cigar Co. in 2024, and Robert Caldwell stayed with the company.
How strong are Caldwell Cigars?
Most Caldwell cigars in our selection sit between medium and medium-full. Caldwell Eastern Standard is medium-bodied. Mooncake, a Connecticut-wrapped take on Yellow Cake, is the mildest, listed as medium-mild. Long Live the Queen, Anastasia Yellow Label and Crafted and Curated Antoinette are described as medium to full. Choose by the individual blend rather than treating the whole brand as one strength.
Which Caldwell cigar should I try first, and how do the lines differ?
Caldwell Eastern Standard is a good first choice. It is Robert Caldwell's flagship line, with a Connecticut Shade and Brazilian Mata Fina hybrid wrapper, and its typical notes are cream, earth, wood and cocoa. Long Live the Queen uses a Cameroon wrapper and Sumatra binder over Nicaraguan and Dominican fillers, with typical notes of spice, cedar, cream and espresso. Mooncake is a creamy Connecticut-wrapped take on Yellow Cake, with cedar, soft sweetness and gentle spice. Crafted and Curated Antoinette is three braided lanceros under an Ecuadorian Habano wrapper, earthy, with balanced spice and sweetness.
Where can I buy Caldwell Cigars online?
Oxford Cigar Company carries a selection of Caldwell Cigars on its Caldwell Cigars category page: https://oxfordcigarcompany.com/caldwell-cigars/. Free US shipping on orders $50+.