Cigars By Size

Cigar size is one of the most important factors in determining your smoking experience. The length and ring gauge of a cigar affect burn time, draw, and how flavors develop throughout the smoke. Whether you prefer shorter, quick smokes like Petit Coronas and Robustos, medium-sized Toros and Churchills, or large-format Double Coronas and Gigantes, each vitola offers a distinctive experience.

At The Tobacconist of Greenwich, we offer a diverse selection of premium cigars sorted by size, ensuring that you find the ideal shape and format for your smoking preference. Whether you’re looking for a short yet intense smoke, a balanced medium-sized cigar, or a luxurious large-format option, we provide the finest selection from the world’s top brands. Shop now at The Tobacconist of Greenwich and discover the perfect cigar by size.

Drew Estate Cigars

Undercrown Shade Robusto

MSRP:

Was:

Now: $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...
Drew Estate Cigars

Undercrown Shade Corona

MSRP:

Was:

Now: $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...
Drew Estate Cigars

Undercrown Shade Gordito

MSRP:

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

MSRP:

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

MSRP:

Was:

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

MSRP:

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

MSRP:

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...
Drew Estate Cigars

Undercrown Maduro Robusto

MSRP:

Was:

Now: $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...
Drew Estate Cigars

Undercrown Maduro Gran Toro Tubo Display

MSRP:

Was:

Now: $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...
Drew Estate Cigars

Undercrown Maduro Gran Toro Fresh Pack

MSRP:

Was:

Now: $51.25 - $256.25

MSRP:

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...
Drew Estate Cigars

Undercrown Maduro Gran Toro

MSRP:

Was:

Now: $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...
Drew Estate Cigars

Undercrown Maduro Gordito

MSRP:

Was:

Now: $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...