Premium Cigars

Cigars are a symbol of luxury, craftsmanship, and tradition, offering an unparalleled smoking experience for enthusiasts and collectors alike. From full-bodied Nicaraguan smokes to smooth Dominican blends, premium cigars provide a range of flavors, strengths, and aging processes that cater to every preference. Whether you're new to cigars or an experienced aficionado, finding the right blend is key to enhancing your enjoyment.

At The Tobacconist of Greenwich, we offer a handpicked selection of the finest cigars, including top brands like Davidoff, Arturo Fuente, Padrón, Opus X, and more. Explore our collection of rare, limited-edition, and premium cigars, all carefully stored to ensure optimal freshness and flavor. Whether you're looking for a smooth, mild smoke, a bold, full-bodied blend, or a highly sought-after collector’s piece, we have the perfect cigar for you. Shop now at The Tobacconist of Greenwich and experience the finest cigars in the world.

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    Eladio's Vault "Unforgettable Blend" Lonsdale Bundle of 10 cigars Eladio's Vault "Unforgettable Blend" Lonsdale Single Cigar

    Eladio Diaz Cigars

    Eladio's Vault "Unforgettable Blend" Lonsdale

    $300.00

    The Eladio’s Vault “Unforgettable Blend” Lonsdale is a 46 x 6 7/8 medium-bodied cigar that lives up to its name—an elegant, contemplative smoke pulled from the private aging room of Eladio Diaz, one of the most respected blenders...

  • Undercrown Shade Robusto Box Open Undercrown Shade Robusto Single Cigar

    Drew Estate Cigars

    Undercrown Shade Robusto

    $236.25

    The Undercrown Shade Robusto is a beautifully crafted cigar that delivers smooth complexity and medium-bodied balance in a compact, approachable format. Measuring 5 x 54, this cigar highlights the creamy elegance of Drew Estate’s Connecticut blend...

  • Undercrown Shade Corona Box Open Undercrown Shade Corona Single Cigar

    Drew Estate Cigars

    Undercrown Shade Corona

    $223.75

    The Undercrown Shade Corona offers a focused, refined expression of Drew Estate’s Connecticut-style artistry. Measuring 5 5/8 x 46, this classic corona format intensifies the creamy, nuanced profile of the blend while maintaining its signature...

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

    Drew Estate Cigars

    Undercrown Shade Corona Doble

    $293.75

    The Undercrown Shade Corona Doble is a beautifully balanced long-format cigar that brings nuance, complexity, and elegance to the forefront of Drew Estate’s Connecticut-style offerings. Measuring 7 x 54, this cigar provides a cool, extended smoking...

  • Undercrown Shade Gordito Box Open Undercrown Shade Gordito Single Cigar

    Drew Estate Cigars

    Undercrown Shade Gordito

    $311.25

    The Undercrown Shade Gordito is a bold take on Drew Estate’s celebrated Connecticut blend—crafted for those who want a longer, richer session without compromising smoothness or balance. Measuring 6 x 60, this hefty vitola showcases the creamy...

  • Undercrown Shade Gran Toro Box Open Undercrown Shade Gran Toro Single Cigar

    Drew Estate Cigars

    Undercrown Shade Gran Toro

    $256.25

    The Undercrown Shade Gran Toro is a creamy, complex, and elegantly constructed cigar that showcases Drew Estate’s masterful approach to Connecticut-blended craftsmanship. Measuring 6 x 52, this Gran Toro format delivers a balanced, medium-bodied...

  • Undercrown Shade Gran Toro Fresh Pack of 5 Cigars Undercrown Shade Gran Toro Single Cigar

    Drew Estate Cigars

    Undercrown Shade Gran Toro Fresh Pack

    $51.25 - $256.25

    The Undercrown Shade Gran Toro Fresh Pack delivers Drew Estate’s signature smooth and complex Connecticut blend in a convenient, humidity-controlled format. Featuring five 6 x 52 Gran Toro cigars sealed in a resealable, travel-ready pouch, this...

  • Undercrown Shade Gran Toro Tubo Display of 25 cigars Undercrown Shade Gran Toro Tubo Single Cigar

    Drew Estate Cigars

    Undercrown Shade Gran Toro Tubo Display

    $268.75

    The Undercrown Shade Gran Toro Tubo Display combines Drew Estate’s signature Connecticut-style sophistication with travel-ready convenience and luxury presentation. Each 6 x 52 Gran Toro cigar is individually housed in a sleek aluminum tubo,...

  • Undercrown Shade Flying Pig Box Open Undercrown Shade Flying Pig Single Cigar

    Drew Estate Cigars

    Undercrown Shade Flying Pig

    $191.40

    The Undercrown Shade Flying Pig is a uniquely shaped masterpiece that pairs luxurious complexity with eye-catching style. Crafted in Drew Estate’s signature 4 1/8 x 60 Flying Pig vitola, this short and stout perfecto features a pigtail capand...

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    AVO The Dominant 13th Limited Edition (2013) Box Open AVO The Dominant 13th Limited Edition (2013) Single Cigar

    AVO Cigars

    Vintage AVO The Dominant 13th Limited Edition (2013)

    $1,000.00

    The AVO The Dominant 13th Limited Edition (2013) is a rare and expressive cigar created to honor the musical soul of Avo Uvezian—famed jazz musician and founder of the AVO brand. Released in 2013 as the 13th installment in the highly sought-after...

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    Vintage Davidoff Puro Robusto Limited Edition (2007) Vintage Davidoff Puro Robusto Limited Edition (2007) Box Outers

    Davidoff Cigars

    Vintage Davidoff Puro Robusto Limited Edition (2007)

    $500.00 - $1,750.00

    The Vintage Davidoff Puro Robusto Limited Edition (2007) stands as a bold and refined expression of single-origin cigar artistry. Released in 2007 as part of Davidoff’s Puro Dominicano project, this rare cigar was one of the brand’s first to...

  • Sold Out
    Vintage Davidoff Diademas Finas 100th Anniversary (2006) Rare Cigar Box Vintage Davidoff Diademas Finas 100th Anniversary (2006) Rare Cigar Box Outer

    Davidoff Cigars

    Vintage Davidoff Diademas Finas 100th Anniversary (2006)

    $2,000.00

    The Davidoff Diademas Finas 100th Anniversary (2006) is a rare, aged expression of Davidoff’s legacy—a cigar created to honor the centennial birthday of Zino Davidoff and celebrate the timeless elegance of the brand he built. Released in 2006...