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Foundation The Upsetters

Foundation The Upsetters is unlike anything else in the premium cigar world—a bold fusion of Nicaraguan long-filler tobaccos and Caribbean herbal infusion, inspired by Jamaican roots culture and the rebellious spirit of the reggae movement. Created by Nick Melillo, The Upsetters is named after the iconic band led by Lee "Scratch" Perry and pays homage to Kingston's vibrant music scene while incorporating the ancient Jamaican technique of “cow tongue” curing to enhance aroma and flavor.

Wrapped in a smooth Claro or Maduro wrapper, The Upsetters is a medium-bodied cigar with a distinctive, sweet-spice profile. Flavors include floral herb, cocoa, cinnamon, cedar, citrus zest, and light tea, presented in a series of creative vitolas such as Zola, Rock Steady, Django, and The Skipper. Each cigar offers a unique rhythm—some with bolder strength, others more mellow and sweet—ideal for both new smokers and adventurous aficionados looking to experience something culturally immersive and different.

Now available at The Tobacconist of Greenwich, The Upsetters is perfect for fans of infused cigars, Jamaican-inspired blends, and those exploring Foundation’s more experimental lines beyond El Güegüense or The Tabernacle. Whether you’re searching for cigars with a smooth aromatic twist, or building out a humidor with flavorful, music-infused expressions, The Upsetters delivers a truly original smoking experience.

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  • Foundation The Upsetters Ska Box Closed Foundation The Upsetters Ska Single Cigar

    Foundation Cigar Company

    Foundation The Upsetters Ska

    $162.00

    The Foundation The Upsetters Ska is a 4" x 32 cigarillo that offers a mild smoking experience. Handcrafted in Nicaragua, this cigar features a Connecticut Shade wrapper, a Nicaraguan binder, and a unique blend of Jamaican and Nicaraguan fillers. The...

  • Foundation The Upsetters Rock Steady Box Open Foundation The Upsetters Rock Steady Single Cigar

    Foundation Cigar Company

    Foundation The Upsetters Rock Steady

    $13.00 - $260.00

    The Foundation The Upsetters Rock Steady is a 7" x 48 Churchill-sized cigar that offers a medium-bodied smoking experience. Handcrafted in Nicaragua, this cigar features a Connecticut Shade wrapper, a Nicaraguan binder, and a unique blend of Jamaican and...

  • Foundation The Upsetters Para El Sapo Box Open Foundation The Upsetters Para El Sapo Single Cigar

    Foundation Cigar Company

    Foundation The Upsetters Para El Sapo

    $8.10 - $162.00

    The Foundation The Upsetters Para El Sapo is a 4.5" x 54 pyramid-shaped cigar that offers a mild-to-medium-bodied smoking experience. Handcrafted in Nicaragua, this cigar features a unique blend of Jamaican cow tongue leaf and Nicaraguan fillers, bound...

  • Foundation The Upsetters Original Rude Boy Box Open Foundation The Upsetters Original Rude Boy Single Cigar

    Foundation Cigar Company

    Foundation The Upsetters Original Rude Boy

    $15.00 - $300.00

    The Foundation The Upsetters Original Rude Boy is a 6" x 60 Gordo-sized cigar that offers a medium-bodied smoking experience. Handcrafted in Nicaragua, this cigar features a dark Maduro wrapper, a Nicaraguan binder, and a unique blend of Jamaican cow...

  • Foundation The Upsetters Django Box Open Foundation The Upsetters Django Single Cigar

    Foundation Cigar Company

    Foundation The Upsetters Django

    $10.50 - $210.00

    The Foundation The Upsetters Django is a 5" x 54 Robusto cigar that offers a medium-bodied smoking experience.Handcrafted in Nicaragua, this cigar features a Sumatra wrapper, a Nicaraguan binder, and a unique blend of Jamaican cow tongue leaf and...

  • Foundation The Upsetters Zola Box Open Foundation The Upsetters Zola Single Cigar

    Foundation Cigar Company

    Foundation The Upsetters Zola

    $11.00 - $220.00

    The Foundation The Upsetters Zola is a 6" x 52 Toro-shaped cigar that offers a medium-bodied smoking experience.Handcrafted in Nicaragua, this unique cigar features a USA Connecticut Broadleaf Maduro wrapper, a Nicaraguan binder, and a filler blend of...

  • Foundation The Upsetters The Skipper Box Open Foundation The Upsetters The Skipper Single Cigar

    Foundation Cigar Company

    Foundation The Upsetters The Skipper

    $8.10 - $162.00

    The Foundation The Upsetters The Skipper is a 4.5" x 54 cigar that offers a medium-bodied smoking experience.Handcrafted in Nicaragua, this unique cigar features a Connecticut Shade wrapper, a Nicaraguan binder, and a filler blend of rare Jamaican cow...

  • Foundation The Upsetters Small Axe Box Open Foundation The Upsetters Small Axe Single Cigar

    Foundation Cigar Company

    Foundation The Upsetters Small Axe

    $6.00 - $180.00

    The Foundation The Upsetters Small Axe is a 4.5" x 40 Petit Corona that offers a mild to medium-bodied smoking experience. Handcrafted in Nicaragua, this unique cigar features a Connecticut Shade wrapper, a Nicaraguan binder, and a filler blend of rare...