Under $50

Under $50 Cigars

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.

POPULAR IN Under $50

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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, an

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

    Foundation Cigar Company

    Foundation The Upsetters Rock Steady

    $13.22 - $264.40

    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 wra

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

    Foundation Cigar Company

    Foundation Highclere Castle Edwardian Robusto

    $15.88 - $317.60

    Introducing the Foundation Highclere Castle Edwardian Robusto, a premium cigar that embodies the elegance and sophistication of its namesake, Highclere Castle. Measuring 5 x 50, this exquisite cigar...

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

    Foundation Cigar Company

    Foundation Charter Oak Habano Torpedo

    $8.24 - $412.00

    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

  • 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

    $13.52 - $270.40

    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,

  • 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

    $8.24 - $164.80

    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 blen

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

    Foundation Cigar Company

    Foundation Charter Oak Habano Toro

    $7.54 - $150.80

    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 Cig

  • 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

    $15.40 - $308.00

    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

  • 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 cig

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

    Foundation Cigar Company

    Foundation Charter Oak Habano Rothschild

    $6.90 - $138.00

    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 Fer

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

    Foundation Cigar Company

    Foundation The Upsetters Django

    $10.70 - $214.00

    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 binde

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

    Foundation Cigar Company

    Foundation Highclere Castle Edwardian Churchill

    $17.90 - $358.00

    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, Nic