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Medium

Medium cigars offer the perfect balance between smoothness and bold complexity, making them a versatile choice for all cigar enthusiasts. These cigars provide deeper flavors than mild cigars but without the intense strength of full-bodied smokes, allowing for rich complexity, subtle spice, and a smooth, even burn. Medium-bodied cigars are ideal for pairing with whiskey, espresso, or fine wines, enhancing the overall smoking experience.

At The Tobacconist of Greenwich, we offer a handpicked selection of premium medium cigars, featuring renowned brands like Padron, Davidoff, and Arturo Fuente. Whether you’re looking for a smooth and flavorful daily smoke, an aged masterpiece, or a rare collector’s edition, our selection ensures the highest level of craftsmanship and quality. Shop now at The Tobacconist of Greenwich and experience the refined balance of medium cigars.

Drew Estate Cigars

Undercrown Shade Gordito

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Was:

Now: $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...
Drew Estate Cigars

Undercrown Shade Gran Toro

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Was:

Now: $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...
Drew Estate Cigars

Undercrown Shade Gran Toro Fresh Pack

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Now: $51.25 - $256.25

MSRP:

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...
Drew Estate Cigars

Undercrown Shade Gran Toro Tubo Display

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Was:

Now: $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,...
Drew Estate Cigars

Undercrown Shade Flying Pig

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Was:

Now: $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...
Arturo Fuente Cigars

Arturo Fuente Gran Reserva Unnamed Reserve

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Now: $500.00

The Arturo Fuente Gran Reserva Unnamed Reserve is a mysterious and highly coveted limited edition cigar from the Fuente family, crafted for collectors and enthusiasts who appreciate rarity and refined complexity. True to its name, the Unnamed Reserve...
Davidoff Cigars

Tour of Davidoff 10-Cigar Sampler

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Now: $424.99

The Tour of Davidoff 10-Cigar Sampler is a masterfully curated journey through Davidoff’s most celebrated blends — offering a premium tasting experience for both seasoned collectors and refined newcomers. This exclusive sampler brings...
Rare Finds Cigars

Padrón Rare Finds “A Hammer & A Dream” Natural

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Now: $59.00 - $590.00

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The Padrón Rare Finds “A Hammer & A Dream” Natural is a landmark cigar created in collaboration between Padrón Cigars and The Tobacconist of Greenwich, celebrating the enduring legacy of José Orlando Padrón and...
Rare Finds Cigars

Padrón Rare Finds “A Hammer & A Dream” Maduro

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Now: $59.00 - $590.00

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The Padrón Rare Finds “A Hammer & A Dream” Maduro is a historic collaboration between two icons of the cigar world — Padrón Cigars and The Tobacconist of Greenwich — created to honor the legacy of José...
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Arturo Fuente Cigars

Arturo Fuente Don Carlos 90 Años Corojo

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Now: $0.00

The Arturo Fuente Don Carlos 90 Años Corojo is a rare, limited-edition masterpiece created to honor the 90th birthday of legendary patriarch Carlos Fuente Sr. Meticulously handcrafted in the Dominican Republic, this exceptional cigar features a...
Padron Cigars

Padron 1926 Serie 40th Anniversary Natural Chest of 40

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Now: $2,106.00

The Padrón 1926 Serie 40th Anniversary Natural Chest of 40 is a landmark celebration of tradition, craftsmanship, and prestige, crafted for the true cigar connoisseur. Handmade in Nicaragua from Padrón’s oldest and most select...
Padron Cigars

Padron 1926 Serie 40th Anniversary Maduro Chest of 40

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Was:

Now: $2,106.00

The Padrón 1926 Serie 40th Anniversary Maduro Chest of 40 is the ultimate celebration of craftsmanship, heritage, and prestige. Created to honor Padrón’s 40th anniversary, this extraordinary offering features forty meticulously...