$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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  • Montecristo Nicaragua Robusto Box Open Montecristo Nicaragua Robusto Single Cigar

    Montecristo Cigars

    Montecristo Nicaragua Robusto

    $15.83 - $316.60

    The Montecristo Nicaragua Robusto is a 5" x 54 full-bodied Nicaraguan puro that blends Montecristo’s timeless reputation with the bold, earthy character of A.J. Fernandez’s signature style. Handcrafted at the San Lotano factory in Nicaragua,...

  • Montecristo Nicaragua No. 2 Box Open Montecristo Nicaragua No. 2 Single Cigar

    Montecristo Cigars

    Montecristo Nicaragua No. 2

    $18.45 - $369.00

    The Montecristo Nicaragua No. 2 is a bold 6 1/2" x 52 box-pressed torpedo that showcases Montecristo’s modern evolution through a rich, Nicaraguan lens. Blended by master cigar maker A.J. Fernandez and handcrafted at the acclaimed San Lotano...

  • 90+ Rated Nicaragua’s Best 10-Cigar Sampler featuring Top-Rated Cigars from Nicaragua 90+ Rated Nicaragua’s Best 10-Cigar Sampler featured Highly Rated Nicaraguan Cigars

    Top Cigar Brand Samplers

    90+ Rated Nicaragua’s Best 10-Cigar Sampler

    $279.50

    The 90+ Rated Nicaragua’s Best 10-Cigar Sampler is a curated collection of some of the finest premium cigars crafted in Nicaragua, each hand-selected for its world-class ratings and exceptional craftsmanship. This sampler highlights the...

  • Arturo Fuente Añejo Reserva No. 66 Shark Box Open Arturo Fuente Añejo Reserva No. 66 Shark Single Cigar

    Arturo Fuente Cigars

    Arturo Fuente Añejo Reserva No. 66 Shark

    $22.00 - $550.00

    The Arturo Fuente Añejo Reserva No. 66 Shark is among the most coveted and rare cigars released by Arturo Fuente—a luxurious expression born from necessity and elevated through tradition. Crafted in a distinctive 5 5/8″ × 52...

  • Montecristo Classic Collection No. 2 Torpedo Box Open Montecristo Classic Collection No. 2 Torpedo Single Cigar

    Montecristo Cigars

    Montecristo Classic Collection No. 2 Torpedo

    $23.06 - $461.20

    The Montecristo Classic Collection No. 2 Torpedo is a legendary 6 1/8" x 52 cigar that combines the elegance of a tapered head with the smoothness of Montecristo’s iconic mild blend. Handmade in the Dominican Republic, this torpedo features a...

  • Montecristo Classic Collection Especial No.1 Box Open Montecristo Classic Collection Especial No.1 Single Cigar

    Montecristo Cigars

    Montecristo Classic Collection Especial No.1

    $15.50 - $310.00

    The Montecristo Classic Collection Especial No. 1 is a graceful 6 5/8" x 44 Lonsdale that captures the smooth sophistication of the Montecristo brand. Handcrafted in the Dominican Republic, this cigar is wrapped in a golden U.S. Connecticut Shade leaf...

  • Don Pepin Garcia 20th Anniversary Limited Edition 2023 Box Open Don Pepin Garcia 20th Anniversary Limited Edition 2023 Single Cigar

    My Father Cigars

    Don Pepin Garcia 20th Anniversary Limited Edition 2023

    $800.00

    The Don Pepin Garcia 20th Anniversary Limited Edition 2023 is a landmark release from My Father Cigars, commemorating two decades of masterful cigar-making by legendary blender José “Pepin” Garcia. Produced at the renowned My Father...

  • Montecristo Classic Collection Toro Box Open Montecristo Classic Collection Toro Single Cigar

    Montecristo Cigars

    Montecristo Classic Collection Toro

    $18.15 - $363.00

    The Montecristo Classic Collection Toro is a refined 6 x 52 cigar that showcases the legendary elegance of Montecristo in a well-balanced, mild to medium-bodied format. Handcrafted in the Dominican Republic, this toro features a silky U.S. Connecticut...

  • Montecristo Classic Collection Especial No.3 Box Open Montecristo Classic Collection Especial No.3 Single Cigar

    Montecristo Cigars

    Montecristo Classic Collection Especial No.3

    $14.82 - $296.40

    The Montecristo Classic Collection Especial No. 3 is an elegant 5 1/2" x 44 petite corona, crafted for those who appreciate a refined, mild-medium bodied smoke in a compact format. Hand-rolled in the Dominican Republic, this cigar features a golden U.S...

  • Montecristo Classic Collection Churchill Open Box Montecristo Classic Collection Churchill Single Cigar

    Montecristo Cigars

    Montecristo Classic Collection Churchill

    $18.84 - $376.80

    The Montecristo Classic Collection Churchill is a timeless 7 x 54 cigar that showcases the elegance and balance of the Montecristo legacy. Handcrafted in the Dominican Republic, this long-format cigar features a flawless U.S. Connecticut Shade wrapper...

  • Montecristo Classic Collection Robusto Open Box Montecristo Classic Collection Robusto Single Cigar

    Montecristo Cigars

    Montecristo Classic Collection Robusto

    $17.20 - $344.00

    The Montecristo Classic Collection Robusto is a quintessential 5" x 52 cigar known for its smooth, mellow flavor and flawless construction. Handmade in the Dominican Republic, this robusto features a golden U.S. Connecticut Shade wrapper paired with a...

  • Montecristo Classic Collection El Conde Tube Box Open Montecristo Classic Collection El Conde Tube Single Cigar

    Montecristo Cigars

    Montecristo Classic Collection El Conde Tube

    $18.98 - $284.70

    The Montecristo Classic Collection El Conde Tube is a refined 6 x 52 toro that delivers a smooth and approachable smoking experience in an elegant aluminum tube—perfect for travel or gifting. Handcrafted in the Dominican Republic, this medium to...