LEARN MORE

$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.

Read More
Filter results
  • My Father Le Bijou 1922 Toro Box Open My Father Le Bijou 1922 Toro Single Cigar

    My Father Cigars

    My Father The Bijou 1922 Toro

    $12.30 - $283.00

    The My Father Le Bijou 1922 Toro is a 6 x 52 masterpiece that celebrates Cuban heritage through bold Nicaraguan craftsmanship. Created by the esteemed Don Pepin Garcia and crafted in Estelí, Nicaragua, this cigar is a tribute to his...

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

    My Father Cigars

    My Father The 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...

  • My Father The Judge Toro Fino Box Open My Father The Judge Toro Fino Single Cigar

    My Father Cigars

    My Father The Judge Toro Fino

    $12.60 - $289.80

    The My Father The Judge Toro Fino is a commanding expression of full-bodied complexity crafted by Don Pepin Garcia and family. Measuring 6 x 52, this box-pressed format is expertly constructed at the My Father Cigar Factory in Estelí, Nicaragua,...

  • My Father The Judge Toro Box Open My Father The Judge Toro Single Cigar

    My Father Cigars

    My Father The Judge Toro

    $13.30 - $299.00

    The My Father The Judge Toro is a bold and refined box-pressed cigar that showcases the Garcia family’s signature blending expertise. Measuring 6 x 56, this vitola offers a rich and full-bodied experience, wrapped in a lustrous Ecuadorian Sumatra...

  • My Father The Judge Grand Robusto Box Open My Father The Judge Grand Robusto Single Cigar

    My Father Cigars

    My Father The Judge Grand Robusto

    $13.30 - $305.90

    The My Father The Judge Grand Robusto is a compact yet commanding vitola in the award-winning Judge line from Don Pepin Garcia. Measuring 5" x 60 and box-pressed to perfection, this full-bodied cigar showcases the strength and complexity that define the...

  • My Father The Judge Corona Gorda Box Open My Father The Judge Corona Gorda Single Cigar

    My Father Cigars

    My Father The Judge Corona Gorda

    $11.60 - $266.80

    The My Father The Judge Corona Gorda is a bold, box-pressed Nicaraguan masterpiece that embodies the power, precision, and legacy of Don Pepin Garcia. Measuring 5 5/8" x 46, this vitola delivers a commanding yet refined smoking experience, wrapped in a...

  • Arturo Fuente Don Carlos Personal Reserve Sampler Box of 5 Cigars Open Arturo Fuente Don Carlos Personal Reserve Single Cigar

    Arturo Fuente Cigars

    Arturo Fuente Don Carlos Personal Reserve - Box of 5

    $150.00

    The Arturo Fuente Don Carlos Personal Reserve - Box of 5 offers one of the most revered blends in the Fuente portfolio, originally crafted as a private smoke for Carlos Fuente Sr. This 5" x 50 Robusto uses a luxurious African Cameroon wrapper over aged...

  • Arturo Fuente Don Carlos Eye of the Bull Sampler Box of 5 cigars Open Arturo Fuente Don Carlos Eye of the Bull Single Cigar

    Arturo Fuente Cigars

    Arturo Fuente Don Carlos Eye of the Bull - Box of 5

    $137.50

    The Arturo Fuente Don Carlos Eye of the Bull Box of 5 presents a rare and bold expression of the acclaimed Don Carlos line. Measuring a compact 3 1/2" x 55, this short robusto features a beautiful dark Cameroon wrapper over a blend of meticulously aged...

  • Undercrown UC10 Toro Box Open Undercrown UC10 Toro Single Cigar

    Drew Estate Cigars

    Undercrown UC10 Toro

    $265.00

    The Undercrown UC10 Toro is the centerpiece of Drew Estate’s 10th Anniversary tribute to its iconic Undercrown line. Measuring 6" x 52, this medium to full-bodied cigar is wrapped in a dark, oily Connecticut Broadleaf Maduro and expertly rolled...

  • Undercrown UC10 Robusto Box Open Undercrown UC10 Robusto Single Cigar

    Drew Estate Cigars

    Undercrown UC10 Robusto

    $260.00

    The Undercrown UC10 Robusto is a 5" x 50 medium to full-bodied cigar that celebrates the 10th anniversary of Drew Estate’s iconic Undercrown series. Wrapped in a rich, dark Connecticut Broadleaf Maduro, this box-pressed Robusto delivers a bold yet...

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

    Drew Estate Cigars

    Undercrown UC10 Corona Viva

    $235.00

    The Undercrown UC10 Corona Viva offers a concentrated expression of the celebratory UC10 blend in a dynamic 5" x 43 format. Handcrafted in Nicaragua, this medium to full-bodied cigar features a dark, toothy Connecticut Broadleaf wrapper over a bold...

  • 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...