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Top Rated Cigars

When it comes to top-rated cigars, only the best in craftsmanship, flavor, and aging techniques earn high marks from aficionados and experts alike. From 95+ rated cigars to Cigar of the Year winners, these cigars deliver an exceptional smoking experience, blending premium aged tobaccos, flawless construction, and complex flavors. Whether you’re looking for luxury smokes, limited editions, or expert-recommended blends, the highest-rated cigars provide a truly memorable experience.

At The Tobacconist of Greenwich, we curate a collection of top-rated cigars, including award-winning brands like Davidoff, Padrón, Arturo Fuente, Fuente Fuente Opus X, and more. Whether you prefer a bold Nicaraguan masterpiece, a smooth Dominican classic, or a legendary Cuban blend from non-Cuban cigar makers, we have only the best. Shop now at The Tobacconist of Greenwich and experience the world’s finest cigars.

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  • 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...

  • Undercrown Maduro Robusto Box Open Undercrown Maduro Robusto Single Cigar

    Drew Estate Cigars

    Undercrown Maduro Robusto

    $236.25

    The Undercrown Maduro Robusto is a bold, beautifully balanced cigar that distills the essence of Drew Estate’s renowned blend into a compact and approachable format. Measuring 5 x 54, this Robusto delivers concentrated flavor, impeccable...

  • Undercrown Maduro Gran Toro Tubo Display Unit of 25 Cigars Undercrown Maduro Gran Toro Tubo Cigars

    Drew Estate Cigars

    Undercrown Maduro Gran Toro Tubo Display

    $268.75

    The Undercrown Maduro Gran Toro Tubo Display combines bold flavor, sleek presentation, and long-format enjoyment into one impressive offering from Drew Estate. Each cigar is elegantly housed in its own protective aluminum tubo, making this display ideal...

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

    Drew Estate Cigars

    Undercrown Maduro Gran Toro Fresh Pack

    $51.25 - $256.25

    The Undercrown Maduro Gran Toro Fresh Pack offers a convenient and stylish way to enjoy Drew Estate’s legendary Maduro blend—anytime, anywhere. Featuring five 6 x 52 Gran Toro cigars, this sealed, humidity-controlled pack preserves freshness...

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

    Drew Estate Cigars

    Undercrown Maduro Gran Toro

    $256.25

    The Undercrown Maduro Gran Toro captures the heart and soul of Drew Estate’s legendary Maduro blend in a beautifully balanced 6 x 52 format. Rich, bold, and remarkably smooth, this cigar showcases the craftsmanship and flavor complexity that made...

  • Undercrown Maduro Gordito Box Open Undercrown Maduro Gordito Single Cigar

    Drew Estate Cigars

    Undercrown Maduro Gordito

    $311.25

    The Undercrown Maduro Gordito is a full-bodied cigar that makes a bold statement with its generous size and rich, complex flavor. Measuring 6 x 60, this chunky vitola is wrapped in a dark and toothy Mexican San Andrés Maduro leaf, offering a...

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

    Drew Estate Cigars

    Undercrown Maduro Corona Viva

    $223.75

    The Undercrown Maduro Corona Viva is the vitola that delivers the heart of the blend with bold intensity and perfect balance. Measuring 5 5/8 x 46, this slightly larger corona format was personally favored by the blenders at Drew Estate for its...

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

    Drew Estate Cigars

    Undercrown Maduro Corona Doble

    $293.75

    The Undercrown Maduro Corona Doble is a full-bodied masterpiece that showcases the bold richness of Drew Estate’s signature Maduro blend in an elegant, elongated format. Measuring 7 x 54, this cigar delivers a luxurious and prolonged smoking...

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

    Drew Estate Cigars

    Undercrown Maduro Flying Pig

    $191.40

    The Undercrown Maduro Flying Pig is a bold and compact powerhouse—a short, stout vitola that has become iconic in the world of boutique cigars. Crafted by Drew Estate’s elite rollers, this 4 1/8" x 60 perfecto-style cigar features a pigtail...