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$250+

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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  • El Septimo Gilgamesh Collection King Sargon Box of 20 El Septimo Gilgamesh Collection King Sargon Box of 10

    El Septimo Cigars

    El Septimo Gilgamesh Collection King Sargon

    $20.00 - $400.00

    The El Septimo Gilgamesh Collection King Sargon cigar is a full-bodied blend and the latest addition to The Gilgamesh Collection. Blended with three fillers, the King Sargon offers a complex smoke from the foot to the head of the cigar, shocking the...

  • El Septimo Gilgamesh Collection Aqua Anu Box of 20 El Septimo Gilgamesh Collection Aqua Anu Box of 10

    El Septimo Cigars

    El Septimo Gilgamesh Collection Aqua Anu

    $200.00 - $400.00

    The El Septimo Gilgamesh Collection Aqua Anu Toro cigar is cloaked in a beautifully constructed dark and oily Maduro wrapper. This blend takes on a rich, gingerbread hue. The draw is rife with a rich bread crust, followed by a leathery core and creamy...

  • El Septimo Alexandra Collection Coco Robusto Box of 20 El Septimo Alexandra Collection Coco Robusto Box of 10

    El Septimo Cigars

    El Septimo Alexandra Collection Coco Robusto

    $26.00 - $520.00

    The El Septimo Alexandra Coco Robusto cigar packs a mellow-mild strength in a smaller gauged cigar. Floral high-notes linger while the creaminess of the cedar notes remain the star of the show. A sweetness that resembles powdered sugar makes its presence...

  • Davidoff Grand Cru No 3 Box Closed Davidoff Grand Cru No 3 5 Pack

    Davidoff Cigars

    Davidoff Grand Cru No 3

    $20.50 - $512.50

    The Davidoff Grand Cru No. 3 offers a classic and elegant smoking experience that captures the essence of the Grand Cru line—graceful, nuanced, and impeccably balanced. Measuring 5 1/2" x 43 in a traditional Corona format, this cigar delivers a...

  • Sold Out
    Davidoff Grand Cru Diademas Finas Limited Edition Box Open Davidoff Grand Cru Diademas Finas Limited Edition Single Cigar

    Davidoff Cigars

    Davidoff Grand Cru Diademas Finas Limited Edition

    $570.00

    The Davidoff Grand Cru Diademas Finas Limited Edition is an extraordinary celebration of the artistry and elegance that define Davidoff. This limited-release masterpiece revives one of the brand’s most iconic vitolas—a 6 3/4" x 50 Diademas...

  • Davidoff Colorado Claro Special T Box Open Davidoff Colorado Claro Special T Single Cigar

    Davidoff Cigars

    Davidoff Colorado Claro Special T

    $35.10 - $351.00

    The Davidoff Colorado Claro Special T is a masterclass in precision and complexity, featuring one of the most distinctive vitolas in Davidoff’s portfolio. Measuring 6" x 52 with a tapered torpedo format, the Special T offers a dynamic draw that...

  • Davidoff Colorado Claro Special R Box Open Davidoff Colorado Claro Special R Single Cigar

    Davidoff Cigars

    Davidoff Colorado Claro Special R

    $30.00 - $300.00

    The Davidoff Colorado Claro Special R delivers a bold yet balanced experience, wrapped in one of Davidoff’s most sought-after leaves: the reddish-hued Ecuadorian Colorado Claro wrapper. Measuring 4 7/8" x 50, this Robusto-format cigar is perfectly...

  • Davidoff Oro Blanco Special Reserve 111 Years Box Closed Davidoff Oro Blanco Special Reserve 111 Years Box Open

    Davidoff Cigars

    Davidoff Oro Blanco Special Reserve 111 Years

    $750.00 - $7,500.00

    The Davidoff Oro Blanco Special Reserve 111 Years represents the highest echelon of cigar craftsmanship—a once-in-a-generation creation made to commemorate 111 years of Davidoff’s unwavering pursuit of perfection. This rare and luxurious...

  • Davidoff Winston Churchill Churchill Box Closed Davidoff Winston Churchill Churchill 4-Pack

    Davidoff Cigars

    Davidoff Winston Churchill Churchill

    $27.80 - $556.00

    The Davidoff Winston Churchill Churchill is a commanding expression of excellence—crafted to embody the complexity, charisma, and uncompromising character of the man for whom it’s named. Measuring a stately 6 7/8" x 47, this vitola offers a...

  • Davidoff Winston Churchill The Late Hour Churchill Box Open Davidoff Winston Churchill The Late Hour Churchill 4-Pack

    Davidoff Cigars

    Davidoff Winston Churchill The Late Hour Churchill

    $31.20 - $624.00

    The Davidoff Winston Churchill The Late Hour Churchill captures the essence of the man who led with resolve when the world was at its darkest. This commanding 7" x 48 cigar is a tribute to the late hours Sir Winston Churchill kept—when his most...

  • Davidoff Maduro Short Corona Box Closed Davidoff Maduro Short Corona Single Cigar

    Davidoff Cigars

    Davidoff Maduro Short Corona

    $43.00 - $860.00

    Don’t let its size fool you—the Davidoff Maduro Short Corona delivers a full-flavored, luxurious experience in a refined, compact format. Measuring just 3 3/4" x 46, this cigar is ideal for those who demand rich complexity in a shorter moment...