$250+

$250+ Cigars

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.

POPULAR IN $250+

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  • La Flor Dominicana Espejo de Litto Humidor Closed Angled La Flor Dominicana Espejo de Litto Humidor Open Angled

    La Flor Dominicana (LFD) Cigars

    La Flor Dominicana Espejo de Litto

    $20,000.00

    La Flor Dominicana Espejo de Litto — "A Legacy of Defiance." The most ambitious release in La Flor Dominicana history containing 3-unreleased blends. A stunning humidor containing 150 cigars across three unique, never-released blends: Origins,...

  • Rare Finds "El Leon" Lancero Bundle with Lancero Cigar Rare Finds "El Leon" Lancero Crate Open

    Rare Finds Cigars

    Rare Finds "El Leon" Lancero

    $350.00 - $3,500.00

    Rare Finds "El Leon" Lancero — a 7" × 38 lancero crafted by Klaas Kelner exclusively for The Tobacconist of Greenwich. A derivative of the acclaimed 1011-42 blend with a unique twist that rewards the connoisseur format. Available in 100-count...

  • Atabey Black Delirios Box Open

    Atabey Cigars

    Atabey Black Delirios

    $600.00

    Atabey Black Delirios — a 5¾" × 55 double robusto from Nelson Alfonso and Selected Tobacco. Ecuadorian wrapper over Dominican binder with Dominican and Peruvian filler. Aged five years post-roll in rooms lined with Spanish cedar and...

  • The Titans of Tobacco Collection Commemorative Wine Set Crate Open The Titans of Tobacco Collection Commemorative Wine Set Crate Closed

    Rare Finds Cigars

    The Titans of Tobacco Collection Commemorative Wine Set

    $1,200.00

    The Titans of Tobacco Collection Commemorative Wine Set — six bottles of bespoke 2023 Napa Valley Cabernet Sauvignon, handselected for Titans of Tobacco 2026. Each bottle features the face of one of the six legendary maker families: Padrón,...

  • Montecristo 1935 Anniversary Edición Doble Diamante Red Box Open Montecristo 1935 Anniversary Edición Doble Diamante Red Box Closed Angled Cigar

    Montecristo Cigars

    Montecristo 1935 Anniversary Edición Doble Diamante Red

    $150.00 - $3,000.00

    Montecristo 1935 Anniversary Edición Doble Diamante Red — the second expression of the Doble Diamante series, rated 95 by Cigar Aficionado. Inspired by the rarity and brilliance of a red diamond, this exclusive release showcases some of the...

  • My Father La Lealtad Toro Box Open My Father La Lealtad Toro 5-Pack

    My Father Cigars

    My Father La Lealtad Toro

    $12.50 - $250.00

    My Father La Lealtad Toro — where most smokers will meet La Lealtad for the first time. 6" × 54 ring gauge. Ecuadorian Habano Oscuro Rosado wrapper over a double binder of Honduran and Nicaraguan leaf, with Honduran and Nicaraguan long-filler...

  • My Father La Lealtad Torpedo Box-Pressed Box Open My Father La Lealtad Torpedo Box-Pressed 5-Pack of Cigars

    My Father Cigars

    My Father La Lealtad Torpedo Box-Pressed

    $13.00 - $260.00

    My Father La Lealtad Torpedo Box-Pressed — the box-pressed torpedo expression of the García family's second Honduran release. 6½" × 52 ring gauge. Ecuadorian Habano Oscuro Rosado wrapper over a double binder of Honduran and...

  • My Father La Lealtad Toro Gordo Box Open My Father La Lealtad Toro Gordo 5-Pack of Cigars

    My Father Cigars

    My Father La Lealtad Toro Gordo

    $13.50 - $270.00

    My Father La Lealtad Toro Gordo — the large ring gauge expression of the García family's second Honduran release. 6" × 60 ring gauge. Ecuadorian Habano Oscuro Rosado wrapper over a double binder of Honduran and Nicaraguan leaf, with...

  • Undercrown El Tigre Dominicano Gordo Box Open Undercrown El Tigre Dominicano Gordo 5-Pack of Cigars

    Drew Estate Cigars

    Undercrown El Tigre Dominicano Gordo

    $14.50 - $290.00

    Undercrown El Tigre Dominicano Gordo brings the first Dominican filler-forward Undercrown to the bold Gordo format—a 6" × 60 soft box-pressed vitola that showcases the blend's full potential with maximum smoke output and an extended,...

  • Undercrown El Tigre Dominicano Toro Box Closed Undercrown El Tigre Dominicano Toro 5-Pack

    Drew Estate Cigars

    Undercrown El Tigre Dominicano Toro

    $13.00 - $260.00

    Undercrown El Tigre Dominicano Toro brings the first Dominican filler-forward Undercrown to the flagship Toro format—a 6" × 50 soft box-pressed vitola that allows the blend's layered complexity to unfold fully over an extended smoking...

  • The Titans of Tobacco Collection Full Box Set Fuente Opus X Rare Finds — Titans of Tobacco Collection Box Angled

    Rare Finds Cigars

    The Titans of Tobacco Collection Full Box Set

    $3,640.00

    The Titans of Tobacco Collection Full Box Set. Six houses. Six Rare Finds. One complete collection. The Collection This set includes one box of each of the six exclusive Rare Finds releases created for Titans of Tobacco 2026: (1) Padrón Rare Finds...

  • Fuente Opus X Rare Finds — Titans of Tobacco Collection Box Angled Open Fuente Opus X Rare Finds — Titans of Tobacco Collection Box Angled

    Rare Finds Cigars

    Fuente Opus X Rare Finds — Titans of Tobacco Collection

    $950.00

    Fuente Opus X Rare Finds — Titans of Tobacco Collection. Opus X changed everything. When Carlos Fuente Jr. released the first Dominican puro wrapped in sun-grown Rosado leaf in 1995, the industry said it couldn't be done. The tobacco was too...