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Churchill Cigars

Churchill cigars are one of the most iconic cigar sizes, renowned for their extended smoking time, slow-burning nature, and evolving flavor complexity. Typically measuring 7 inches or longer with a 47-50 ring gauge, Churchills offer deep flavor transitions, making them a favorite for experienced smokers who appreciate long, luxurious smoking sessions. These cigars provide a refined and full experience, allowing you to savor the craftsmanship of the world’s top cigar makers.

At The Tobacconist of Greenwich, we offer an expertly curated selection of Churchill cigars, featuring legendary brands like Padron, Davidoff, and Arturo Fuente. Whether you’re searching for a smooth and elegant Dominican blend, a bold Nicaraguan powerhouse, or a rare collector’s edition, our Churchill selection ensures the finest quality and craftsmanship. Shop now at The Tobacconist of Greenwich and enjoy the refined experience of Churchill cigars.

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  • Montecristo 1935 Anniversary Nicaragua Churchill Box Open Montecristo 1935 Anniversary Nicaragua Churchill Single Cigar

    Montecristo Cigars

    Montecristo 1935 Anniversary Nicaragua Churchill

    $22.66 - $226.60

    The Montecristo 1935 Anniversary Nicaragua Churchill is a commanding 7" x 52 vitola designed for those who appreciate a longer, immersive smoking experience. Handcrafted at A.J. Fernandez’s renowned San Lotano factory in Nicaragua, this medium-full...

  • Eladio Diaz De Las Manos del Maestro Collection Eladio Diaz De Las Manos del Maestro Collection Set of 30 Cigars

    Eladio Diaz Cigars

    Eladio Diaz De Las Manos del Maestro Collection

    $1,350.00

    The Eladio Diaz “De Las Manos del Maestro” Collection is one of the rarest cigar offerings ever created. Translating to “From the Hands of the Master,” each cigar in this set is personally rolled by legendary master blender Eladio...

  • Eladio Diaz De Las Manos del Maestro Churchill (48 x 7) Eladio Diaz De Las Manos del Maestro Churchill (48 x 7) Single Cigar

    Eladio Diaz Cigars

    Eladio Diaz De Las Manos del Maestro Churchill (48 x 7)

    $475.00

    The Eladio Diaz De Las Manos del Maestro Churchill (48 x 7) delivers an extended and elegant smoking experience, personally rolled by Eladio Diaz himself. This vitola is limited to just 50 molds, each containing 10 cigars, with the original rolling mold...

  • Montecristo M Churchill Box of 20 Cigars Open Montecristo M Churchill Single Cigar

    Montecristo Cigars

    Montecristo M Churchill

    $34.99 - $699.80

    The Montecristo M Churchill is a striking showcase of Nicaraguan craftsmanship blended by world-renowned master blender AJ Fernandez. This 7 x 50 Churchill delivers a bold, medium-to-full bodied experience that reimagines the classic Montecristo profile...

  • Sold Out
    Fuente Opus X Love Affair & Lost City 13-Cigar Sampler featuring the Opus X Love Affair and Lost City Piramide Fuente Opus X Love Affair & Lost City 13-Cigar Sampler featuring the King B Rosado Sungrown cigar

    Arturo Fuente Cigars

    Fuente Opus X Love Affair & Lost City 13-Cigar Sampler

    $431.50

    The new Fuente Opus X Love Affair & Lost City 13-Cigar Sampler—available exclusively at The Tobacconist of Greenwich. This meticulously curated assortment brings together some of the most elusive and celebrated cigars in the Arturo Fuente...

  • Sold Out
    Fuente Opus X FFOX July 2025 11-Cigar Sampler with Opus 25th Anniversary Cigars Fuente Opus X FFOX July 2025 11-Cigar Sampler with Fuente Anejo Reserva 888 Cigars

    Arturo Fuente Cigars

    Fuente Opus X FFOX July 2025 11-Cigar Sampler

    $599.55

    Introducing the Fuente Opus X FFOX July 2025 11-Cigar Sampler, a powerful showcase of Arturo Fuente’s rarest, most sought-after vitolas—meticulously curated for the true connoisseur. This exclusive assortment unites legacy blends, rare aging,...

  • Sold Out
    Fuente Opus X 25th Anniversary 20-Cigar Mega Sampler of Rare and Hard-to-Find cigars

    Arturo Fuente Cigars

    Fuente Opus X 25th Anniversary 20-Cigar Mega Sampler

    $795.00

    The Fuente Opus X 25th Anniversary 20-Cigar Mega Sampler is an elite, limited-edition collection that brings together some of the rarest and most legendary cigars ever created by Arturo Fuente. From milestone commemoratives to perennial favorites, this...

  • Sold Out
    Vintage Davidoff Year of the Dragon 2024 Limited Edition Box Open Vintage Davidoff Year of the Dragon 2024 Limited Edition Single Cigar

    Davidoff Cigars

    Vintage Davidoff Year of the Dragon 2024 Limited Edition

    $1,250.00

    The Vintage Davidoff Year of the Dragon 2024 Limited Edition is an rare cigar in Davidoff’s acclaimed Zodiac Series—a collection celebrated for its elegance, cultural significance, and collectible value. This highly sought-after Davidoff...

  • Sold Out
    Eladio’s Vault “The Gentlemen Blend” Doble Corona Bundle of 10 cigars Eladio’s Vault “The Gentlemen Blend” Doble Corona Single Cigar

    Eladio Diaz Cigars

    Eladio’s Vault “The Gentlemen Blend” Doble Corona

    $350.00

    The Eladio’s Vault “The Gentlemen Blend” Doble Corona is a refined and contemplative 52 x 7 1/2 cigar, personally developed by legendary master blender Eladio Diaz as a tribute to timeless elegance and grace. Released from...

  • My Father Connecticut Corona Gorda Box Open My Father Connecticut Corona Gorda Single Cigar

    My Father Cigars

    My Father Connecticut Corona Gorda

    $9.00 - $207.00

    The My Father Connecticut Corona Gorda (6" x 48) delivers a smooth, elegant smoking experience with a touch of Nicaraguan strength. Handcrafted by the Garcia family in Estelí, Nicaragua, this medium-bodied cigar is wrapped in a silky Ecuadorian...

  • My Father Le Bijou 1922 Churchill Box Open My Father Le Bijou 1922 Churchill Single Cigar

    My Father Cigars

    My Father Le Bijou 1922 Churchill

    $13.20 - $303.00

    The My Father Le Bijou 1922 Churchill is a bold and elegant vitola that exemplifies the Garcia family’s passion for full-bodied, Cuban-style craftsmanship. Measuring 7 x 50, this Churchill delivers a slow, sophisticated burn wrapped in a luscious...

  • Undercrown UC10 Corona Doble Box Open Undercrown UC10 Corona Doble Single Cigar

    Drew Estate Cigars

    Undercrown UC10 Corona Doble

    $295.00

    The Undercrown UC10 Corona Doble is a 7" x 50 medium to full-bodied masterpiece that marks a decade of innovation from Drew Estate’s acclaimed Undercrown line. Expertly crafted in Nicaragua, this celebratory cigar features a deep, oily Connecticut...