For those who seek the pinnacle of cigar craftsmanship, rarity, and prestige, cigars priced at $250+ offer an unparalleled smoking experience. These cigars are crafted using the world’s finest tobaccos, often aged for decades, ensuring deep complexity, smoothness, and refinement. Whether you’re indulging in an ultra-premium Padron, savoring the elegance of Davidoff, or experiencing the prestige of Fuente Fuente Opus X, these cigars represent the ultimate in luxury and sophistication.

At The Tobacconist of Greenwich, we offer a carefully curated selection of cigars over $250, ensuring that every aficionado can experience the highest level of craftsmanship and aging perfection. Whether you’re celebrating a special occasion, expanding a private collection, or enjoying the finest cigars in the world, our ultra-premium selection guarantees exceptional quality and exclusivity. Shop now at The Tobacconist of Greenwich and experience the world's finest cigars over $250.

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POPULAR IN $250+

  • Tatuaje K222 Box Open Tatuaje K222 Single Cigar

    Tatuaje Cigars

    Tatuaje K222

    $15.00 - $375.00

    The Tatuaje K222 Reserva is a 5 7/8" x 52 toro created by Pete Johnson as a personal tribute, named in memory of his beloved dog, Kona, who passed away at 2:22 p.m. Crafted at the My Father Cigars factory in Nicaragua, the K222 features a dark...

  • Tatuaje Reserva SW Box Open Tatuaje Reserva SW Single Cigar

    Tatuaje Cigars

    Tatuaje Reserva SW

    $14.00 - $350.00

    The Tatuaje Reserva SW is a 7" x 47 Churchill that delivers full-bodied flavor with elegance and complexity. Part of Pete Johnson’s celebrated Reserva line, this cigar is handcrafted at the My Father Cigars factory in Nicaragua and features a dark...

  • Tatuaje Reserva J21 Box Open Tatuaje Reserva J21 Single Cigar

    Tatuaje Cigars

    Tatuaje Reserva J21

    $13.00 - $325.00

    The Tatuaje Reserva J21 is a 5" x 50 robusto that brings together the strength of Nicaraguan tobacco and the sweetness of a Connecticut Broadleaf wrapper in a refined, Cuban-inspired format. Blended by Pete Johnson and rolled at the My Father Cigars...

  • Tatuaje Cojonu 2009 Miami Reserva Box Open Tatuaje Cojonu 2009 Miami Reserva Single Cigar

    Tatuaje Cigars

    Tatuaje Cojonu 2009 Miami Reserva

    $15.00 - $375.00

    The Tatuaje Cojonu 2009 is a 6 3/4" x 48 torpedo that delivers the hallmark strength and richness of Pete Johnson’s acclaimed Cojonu series. Handcrafted at the My Father Cigars factory in Nicaragua, this full-bodied cigar features an Ecuadorian...

  • Tatuaje Cojonu 2006 Miami Reserva Box Open Tatuaje Cojonu 2006 Miami Reserva Single Cigar

    Tatuaje Cigars

    Tatuaje Cojonu 2006 Miami Reserva

    $15.00 - $375.00

    The Tatuaje Cojonu 2006 is a 5 1/2" x 52 torpedo that continues the legacy of Pete Johnson’s powerhouse Cojonu series—known for its bold, full-bodied blends and uncompromising flavor. Rolled at the esteemed My Father Cigars factory in...

  • Tatuaje Cojonu 2003 Miami Reserva Box Open Tatuaje Cojonu 2003 Miami Reserva Single Cigar

    Tatuaje Cigars

    Tatuaje Cojonu 2003 Miami Reserva

    $15.00 - $375.00

    The Tatuaje Cojonu 2003 is a 6 1/2" x 52 toro that exemplifies bold strength, deep flavor, and the refined craftsmanship that defines Pete Johnson’s celebrated Cojonu series. Handcrafted at the My Father Cigars factory in Nicaragua, this...

  • Tatuaje Tainos Broadleaf Box Open Tatuaje Tainos Broadleaf Single Cigar

    Tatuaje Cigars

    Tatuaje Tainos Broadleaf

    $14.00 - $350.00

    The Tatuaje Tainos is a 7 5/8" x 49 Churchill that showcases the Cuban roots of the Tatuaje Cabinet Series, combining traditional vitola dimensions with modern Nicaraguan depth. Blended by Pete Johnson and rolled at the renowned My Father Cigars factory,...

  • Tatuaje Unicos Broadleaf Box Open Tatuaje Unicos Broadleaf Single Cigar

    Tatuaje Cigars

    Tatuaje Unicos Broadleaf

    $13.00 - $325.00

    The Tatuaje Unicos is a 6 1/8" x 52 torpedo that perfectly marries Cuban tradition with Nicaraguan strength and character. Part of Pete Johnson’s original Tatuaje Cabinet Series (Brown Label), this full-bodied cigar is handcrafted at the My Father...

  • Tatuaje Especiales Broadleaf Box Open Tatuaje Especiales Broadleaf Single Cigar

    Tatuaje Cigars

    Tatuaje Especiales Broadleaf

    $12.00 - $300.00

    The Tatuaje Especiales is a 7 1/2" x 38 Lancero that showcases the finesse and balance of traditional Cuban vitolas with the bold richness of Nicaraguan tobacco. Part of the original Tatuaje Cabinet Series, this long and slender cigar is blended by Pete...

  • Tatuaje Regios Broadleaf Box Open Tatuaje Regios Broadleaf Single Cigar

    Tatuaje Cigars

    Tatuaje Regios Broadleaf

    $12.00 - $300.00

    The Tatuaje Regios is a 5 1/2" x 50 robusto that exemplifies the Cuban tradition with a modern Nicaraguan twist. Blended by Pete Johnson and rolled at the My Father Cigars factory, this medium to full-bodied cigar is part of the original brown label...

  • Weller by Cohiba Limited Edition Box of 10 Weller by Cohiba Limited Edition Single Cigar

    Weller by Cohiba Limited Edition

    $299.90

    The Weller by Cohiba Limited Edition represents a groundbreaking collaboration between two icons of luxury craftsmanship: Cohiba and Weller Bourbon. This exclusive release unites the artistry of premium cigar blending with the heritage of one of...

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    Fuente Opus X 25th & Society Sampler of Rare OpusX Cigars

    Arturo Fuente Cigars

    Fuente Opus X 25th & Society Sampler

    $558.00

    The Fuente Opus X 25th & Society Sampler is an exclusive 6-cigar collection celebrating some of the most prestigious and rare expressions of the Opus X portfolio. This curated selection brings together anniversary masterpieces, iconic vitolas, and...