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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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  • Padrón Rare Finds “A Hammer & A Dream” Natural Box Outer Teaser

    Rare Finds Cigars

    Padrón Rare Finds “A Hammer & A Dream” Natural

    $590.00

    The Padrón Rare Finds “A Hammer & A Dream” Natural is a landmark cigar created in collaboration between Padrón Cigars and The Tobacconist of Greenwich, celebrating the enduring legacy of José Orlando Padrón and...

  • Padrón Rare Finds “A Hammer & A Dream” Maduro Box Outer Teaser

    Rare Finds Cigars

    Padrón Rare Finds “A Hammer & A Dream” Maduro

    $590.00

    The Padrón Rare Finds “A Hammer & A Dream” Maduro is a historic collaboration between two icons of the cigar world — Padrón Cigars and The Tobacconist of Greenwich — created to honor the legacy of José...

  • Eladio Díaz 72nd Anniversary North and South Edition Box of 12 Cigars Open Eladio Díaz 72nd Anniversary North and South Edition Single Cigar

    Eladio Diaz Cigars

    Eladio Díaz 72nd Anniversary North and South Edition

    $29.25 - $350.00

    The Eladio Díaz 72nd Anniversary North and South Edition is a masterful limited release celebrating the 72nd birthday of one of the most respected names in premium cigar making. Crafted in the Dominican Republic by Eladio Díaz himself, this...

  • Plasencia Alma del Cielo Amanecer Hexagon Box Open Plasencia Alma del Cielo Amanecer Hexagon Pressed Cigar

    Plasencia Cigars

    Plasencia Alma del Cielo Amanecer

    $29.50 - $295.00

    The Plasencia Alma del Cielo Amanecer is a bold 6" x 60 Gordo that honors the serenity of dawn with power, complexity, and unmistakable style. “Amanecer,” meaning sunrise in Spanish, captures the spirit of renewal and clarity —...

  • Plasencia Alma del Cielo Boreal Box Open Plasencia Alma del Cielo Boreal Single

    Plasencia Cigars

    Plasencia Alma del Cielo Boreal

    $27.50 - $275.00

    The Plasencia Alma del Cielo Boreal is a refined 6 1/8" x 54 toro that exemplifies the bold complexity of Nicaraguan tobacco at its finest. As part of the Alma del Cielo line—meaning "Soul of the Sky"—the Boreal vitola celebrates the cosmic...

  • Plasencia Alma del Cielo Celeste Box Open Plasencia Alma del Cielo Celeste Single Cigar

    Plasencia Cigars

    Plasencia Alma del Cielo Celeste

    $25.00 - $250.00

    The Plasencia Alma del Cielo Celeste is a standout 4 7/8" x 52 robsuto in the celebrated Alma del Cielo line, showcasing the Plasencia family's devotion to Nicaraguan tobacco and the spiritual harmony of sky, earth, and soul. Crafted entirely from...

  • Fuente Fuente Opus X Serie “Heaven and Earth” Big B Humidor 2025 Yellow Closed Fuente Fuente Opus X Serie “Heaven and Earth” Big B Humidor 2025 Cigars on Yellow Humidor

    Arturo Fuente Cigars

    Fuente Fuente Opus X Serie “Heaven and Earth” Big B Humidor 2025

    $12,995.00

    The Fuente Fuente OpusX Serie “Heaven and Earth” Big B Humidor 2025 is one of the most extraordinary and limited-edition offerings in the world of ultra-premium cigars. Handcrafted in France and finished in Blue Sycamore, or Yellow Sycamore,...

  • Foundation Cigars 10-Year Anniversary Chest of 20 cigars Foundation Cigars 10-Year Anniversary Cigar Close Up

    Foundation Cigar Company

    Foundation Cigars 10-Year Anniversary

    $35.00 - $750.00

    The Foundation Cigars 10-Year Anniversary is a limited-edition masterpiece that celebrates a decade of visionary blending and storytelling by Nicholas Melillo, one of the most respected figures in modern cigar craftsmanship. Created to mark Foundation...

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    Arturo Fuente Don Carlos 90 Años Corojo Box Lid with Logo Arturo Fuente Don Carlos 90 Años Corojo Box Open

    Arturo Fuente Cigars

    Arturo Fuente Don Carlos 90 Años Corojo

    $0.00

    The Arturo Fuente Don Carlos 90 Años Corojo is a rare, limited-edition masterpiece created to honor the 90th birthday of legendary patriarch Carlos Fuente Sr. Meticulously handcrafted in the Dominican Republic, this exceptional cigar features a...

  • Sold Out
    Arturo Fuente Black Pink Vintage 1960s Series Work of Art Single Cigar Arturo Fuente Black Pink Vintage 1960s Series Work of Art Box

    Arturo Fuente Cigars

    Arturo Fuente Black Pink Vintage 1960s Series Work of Art

    $0.00

    The Arturo Fuente Black Pink Vintage 1960s Series Work of Art is a striking expression of heritage and creativity, crafted to honor the elegance and flair of the golden age of cigars. Handmade in the Dominican Republic, this limited-edition vitola is...

  • Sold Out
    Arturo Fuente Black Pink Vintage 1960s Series Signature Single Cigar Arturo Fuente Black Pink Vintage 1960s Series Signature Box

    Arturo Fuente Cigars

    Arturo Fuente Black Pink Vintage 1960s Series Signature

    $0.00

    The Arturo Fuente Black Pink Vintage 1960s Series Signature is a rare, limited-edition cigar that pays homage to the golden era of cigars with bold elegance and modern flair. Handmade in the Dominican Republic by the esteemed Fuente family, this special...

  • Padron 1926 Serie 40th Anniversary Maduro Chest of 40 Cigars Padrón 1926 Serie 40th Anniversary Maduro Chest of 40 Single Cigar

    Padron Cigars

    Padron 1926 Serie 40th Anniversary Natural Chest of 40

    $2,106.00

    The Padrón 1926 Serie 40th Anniversary Natural Chest of 40 is a landmark celebration of tradition, craftsmanship, and prestige, crafted for the true cigar connoisseur. Handmade in Nicaragua from Padrón’s oldest and most select...