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$50-$100

Cigars in the $50-$100 range offer a luxury smoking experience, delivering refined flavors, long aging, and masterful craftsmanship. Whether you seek a bold Nicaraguan powerhouse, a smooth and complex Dominican classic, or a rare limited-edition masterpiece, this price range provides exceptional quality and balance. Enjoy highly rated selections from top brands like Padron, Davidoff, and Fuente Fuente Opus X, all crafted with premium aged tobaccos and expert blending techniques.

At The Tobacconist of Greenwich, we offer an exclusive selection of cigars priced between $50-$100, ensuring that every smoker finds a premium, world-class smoking experience. Whether you’re buying for yourself or as a gift, these cigars represent the finest craftsmanship in the industry. Shop now at The Tobacconist of Greenwich and discover the best cigars in the $50-$100 range.

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  • Cuesta-Rey Centenario Natural Centenario #60 Box Open Cuesta-Rey Centenario Natural Centenario #60 Single Cigar

    Cuesta-Rey Cigars

    Cuesta-Rey Centenario Natural Centenario #60

    $9.65 - $96.50

    The Cuesta-Rey Centenario Natural Centenario #60 (6" x 60) provides a smooth, medium-bodied smoking experience with a rich flavor profile that evolves with every puff. Handcrafted in the Dominican Republic, this cigar features a blend of premium...

  • Cuesta-Rey Centenario Natural Aristocrat Box Open Cuesta-Rey Centenario Natural Aristocrat Single Cigar

    Cuesta-Rey Cigars

    Cuesta-Rey Centenario Maduro Robusto #7

    $8.80 - $88.00

    The Cuesta-Rey Centenario Natural Aristocrat (7" x 48) offers a smooth, medium-bodied smoking experience with a refined flavor profile. Handcrafted in the Dominican Republic, this cigar features a blend of aged Dominican fillers and a Connecticut Shade...

  • Cuesta-Rey Centenario Maduro Centenario #60 Box Open Cuesta-Rey Centenario Maduro Centenario #60 Single Cigar

    Cuesta-Rey Cigars

    Cuesta-Rey Centenario Maduro Centenario #60

    $9.65 - $96.50

    The Cuesta-Rey Centenario Maduro Centenario #60 (6" x 60) delivers a rich, full-bodied smoking experience with a smooth and complex flavor profile. Handcrafted in the Dominican Republic, this cigar features a blend of aged Dominican fillers and a dark,...

  • Padron 1926 No 1 Natural Box Open Padron 1926 No 1 Natural Single Cigar

    Padron Cigars

    Padron 1926 No 1 Natural

    $25.95 - $622.80

    The Padrón 1926 No. 1 Natural is a full-bodied, box-pressed Nicaraguan cigar, expertly handcrafted with aged tobaccos to deliver a rich and complex smoking experience. Measuring 6 ¾ x 54, this elegant vitola is part of the prestigious...

  • Padron 1926 Sampler Natural

    Padron Cigars

    Padron 1926 Sampler Natural

    $91.40

    The Padrón 1926 Sampler Natural is a full-bodied, premium cigar collection, featuring some of the finest vitolas from the renowned Padrón 1926 Serie. Known for its meticulously aged Nicaraguan tobaccos, this sampler delivers a rich,...

  • Padron 1926 No 1 Maduro Box Open Padron 1926 No 1 Maduro Single Cigar

    Padron Cigars

    Padron 1926 No 1 Maduro

    $25.95 - $622.80

    The Padrón 1926 No. 1 Maduro is a full-bodied, box-pressed Nicaraguan cigar, expertly handcrafted with aged tobaccos to deliver a rich, complex, and ultra-smooth smoking experience. Measuring 6 ¾ x 54, this elegant vitola is part of the...

  • Meerapfel Richard Double Robusto Open Meerapfel Richard Double Robusto Single Cigar

    Meerapfel Cigars

    Meerapfel Richard Double Robusto

    $97.00 - $970.00

    The Meerapfel Richard Double Robusto is a 5 3/4" x 52 Robusto-sized cigar that offers a rich, medium-to-full-bodied smoking experience. Made in the Dominican Republic by Arturo Fuente, this premium cigar features a proprietary Cameroon wrapper grown by...

  • AVO XO Legato Box Open AVO XO Legato Pack of 4

    AVO Cigars

    AVO XO Legato

    $14.20 - $284.00

    The AVO XO Legato is a premium 6 x 54 Toro cigar meticulously handcrafted in the Dominican Republic under the renowned AVO brand. This exceptional blend comprises aged Dominican binder and filler tobaccos, enveloped in a silky Ecuadorian Connecticut...

  • AVO XO Intermezzo Tubos Box Open AVO XO Intermezzo Tubos 4-Pack

    AVO Cigars

    AVO XO Intermezzo Tubos

    $14.00 - $280.00

    The AVO XO Intermezzo Tubos is a premium 5 x 50 Robusto cigar meticulously handcrafted in the Dominican Republic under the renowned AVO brand. This exceptional blend comprises aged Dominican binder and filler tobaccos, enveloped in a silky Ecuadorian...

  • AVO Syncro Nicaragua Toro Box Open AVO Syncro Nicaragua Toro 4-Pack

    AVO Cigars

    AVO Syncro Nicaragua Toro

    $13.50 - $270.00

    The AVO Syncro Nicaragua Toro is a premium 6 x 54 box-pressed cigar meticulously handcrafted in the Dominican Republic under the esteemed AVO brand. This exceptional blend features a dark, oily Ecuadorian Connecticut wrapper encasing a harmonious blend...

  • Davidoff Signature 2000 Tubos Box Open Davidoff Signature 2000 Tubos Pack of 4

    Davidoff Cigars

    Davidoff Signature 2000 Tubos

    $19.40 - $388.00

    The Davidoff Signature 2000 Tubos delivers the iconic smoothness and balance of the bestselling Signature 2000, now in a refined aluminum tube for freshness and portability. Measuring 5" x 43 in a classic Corona format, this mild-to-medium-bodied cigar...

  • Davidoff Nicaragua Box Pressed Robusto Box Closed Davidoff Nicaragua Box Pressed Robusto Pack of 4

    Davidoff Cigars

    Davidoff Nicaragua Box Pressed Robusto

    $20.90 - $250.80

    The Davidoff Nicaragua Box Pressed Robusto is a bold, structured evolution of the original Davidoff Nicaragua blend—crafted for those who desire full-bodied intensity with refined balance. Measuring 5" x 48, this box-pressed Robusto elevates the...