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Under $50

Finding premium cigars under $50 has never been easier. Whether you're looking for bold full-bodied smokes, smooth medium-bodied blends, or expertly aged cigars, this price range offers exceptional quality at an unbeatable value. Enjoy the luxury and craftsmanship of world-class brands while staying within budget. From rich, spicy Nicaraguan blends to smooth Dominican classics, these cigars deliver superior flavor and expert construction without exceeding $50.

At The Tobacconist of Greenwich, we offer a carefully curated selection of cigars under $50, ensuring that every smoker can experience premium quality at an accessible price. Whether you’re stocking up on everyday smokes or seeking a high-end experience for less, we have the perfect cigar for you. Shop now at The Tobacconist of Greenwich and explore the best cigars under $50.

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  • 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 Charter Oak Habano Torpedo Box Open Foundation Charter Oak Habano Torpedo Single Cigar

    Foundation Cigar Company

    Foundation Charter Oak Habano Torpedo

    $8.00 - $400.00

    The Foundation Charter Oak Habano Torpedo is a 6" x 52 cigar that offers a medium-bodied smoking experience.Handcrafted in Nicaragua at Tabacalera AJ Fernandez Cigars de Nicaragua S.A., this cigar features a silky Ecuadorian Habano wrapper, with...

  • 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 Highclere Castle Edwardian Petite Corona Box Open Foundation Highclere Castle Edwardian Petite Corona Single Cigar

    Foundation Cigar Company

    Foundation Highclere Castle Edwardian Petite Corona

    $13.20 - $264.00

    The Foundation Highclere Castle Edwardian Petite Corona is a 5" x 42 cigar that offers a mild to medium-bodied smoking experience. Handcrafted in Estelí, Nicaragua, this cigar features a silky Connecticut Shade wrapper, a Brazilian Mata Fina...

  • Foundation Charter Oak Habano Toro Box Open Foundation Charter Oak Habano Toro Single Cigar

    Foundation Cigar Company

    Foundation Charter Oak Habano Toro

    $7.30 - $146.00

    The Foundation Charter Oak Habano Toro is a 6" x 52 cigar that offers a medium-bodied smoking experience.Handcrafted in Nicaragua at Tabacalera AJ Fernandez Cigars de Nicaragua S.A., this cigar features a silky Ecuadorian Habano wrapper, with Nicaraguan...

  • 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 Highclere Castle Edwardian Corona Box Open Foundation Highclere Castle Edwardian Corona Single Cigar

    Foundation Cigar Company

    Foundation Highclere Castle Edwardian Corona

    $14.30 - $286.00

    The Foundation Highclere Castle Edwardian Corona is a 5.5" x 46 cigar that offers a mild to medium-bodied smoking experience. Handcrafted in Nicaragua, this cigar features a silky Connecticut Shade wrapper, a Brazilian Mata Fina binder, and a blend of...

  • Foundation Charter Oak Habano Rothschild Box Open Foundation Charter Oak Habano Rothschild Single Cigar

    Foundation Cigar Company

    Foundation Charter Oak Habano Rothschild

    $6.70 - $134.00

    The Foundation Charter Oak Habano Rothschild is a 4.25" x 50 cigar that offers a medium-bodied smoking experience. Handcrafted in Nicaragua at Tabacalera AJ Fernandez Cigars de Nicaragua S.A., this cigar features a rich Ecuadorian Habano wrapper,...

  • 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 Highclere Castle Edwardian Churchill Box Open Foundation Highclere Castle Edwardian Churchill Single Cigar

    Foundation Cigar Company

    Foundation Highclere Castle Edwardian Churchill

    $17.50 - $350.00

    The Foundation Highclere Castle Edwardian Churchill is a 7" x 48 cigar that offers a mild to medium-bodied smoking experience. Hand-rolled in Estelí, Nicaragua, this cigar features a silky Connecticut Shade wrapper, a Brazilian Mata Fina binder,...

  • Foundation The Wise Man Maduro Toro Box Open Foundation The Wise Man Maduro Toro Single Cigar

    Foundation Cigar Company

    Foundation The Wise Man Maduro Toro

    $12.50 - $250.00

    The Foundation The Wise Man Maduro Toro is a 6" x 56 cigar that offers a medium-to-full-bodied smoking experience. Handcrafted in Nicaragua at Tabacos Valle de Jalapa S.A. (TABSA), this cigar features a dark Mexican San Andrés Maduro wrapper, a...

  • Foundation Charter Oak Habano Petite Corona Box Open Foundation Charter Oak Habano Petite Corona Single Cigar

    Foundation Cigar Company

    Foundation Charter Oak Habano Petite Corona

    $6.50 - $130.00

    Discover the Foundation Charter Oak Habano Petite Corona, a premium cigar that enriches the esteemed Charter Oak line by bridging the flavor spectrum between the Connecticut Shade and Connecticut Broadleaf Maduro offerings. Measuring 5 1/2 x 42, this...