H. Upmann Gran Reserva Sir Winston 2011


H. Upmann Gran Reserva Sir Winston 2011: Discover its rich history, impeccable construction, and complex flavor profile in this comprehensive guide. Box of 25 Cigars La Corona 47 178 mm / 7.0 inches Medium Julieta No.2


The H. Upmann Gran Reserva Sir Winston 2011 is a cigar that commands respect and admiration in the world of premium tobacco. Celebrated for its impeccable construction, rich flavor profile, and historical significance, this cigar stands as a testament to the craftsmanship and tradition of H. Upmann. In this article, we will delve deep into the origins, characteristics, and reviews of this exceptional cigar, providing a comprehensive guide for aficionados and newcomers alike.

Origins and History

The H. Upmann Legacy

H. Upmann is one of the oldest and most prestigious cigar brands in existence, established in 1844 by German banker Herman Upmann. The brand quickly earned a reputation for quality and excellence, becoming a favorite among cigar enthusiasts worldwide. Herman Upmann’s vision was to create cigars that would be synonymous with luxury, and this vision has been meticulously upheld through the centuries. The Gran Reserva Sir Winston 2011 is a continuation of this storied legacy, embodying the same dedication to craftsmanship that has defined H. Upmann for over a century.

The legacy of H. Upmann goes beyond just cigars; it is a story of tradition, dedication, and an unwavering commitment to excellence. From the meticulous selection of tobacco leaves to the precise rolling techniques, every aspect of the H. Upmann process is designed to create a superior cigar. This attention to detail has earned H. Upmann a loyal following and numerous accolades in the cigar industry.

The Gran Reserva Series

The Gran Reserva series is a special line of cigars produced by H. Upmann, featuring only the finest aged tobaccos. This series is a testament to the brand’s commitment to quality and innovation. The 2011 edition of the Sir Winston is particularly noteworthy, as it uses tobacco aged for a minimum of five years, resulting in a smoother and more refined smoking experience. This meticulous aging process ensures that each cigar offers a consistent and high-quality experience, setting it apart from other cigars on the market.

The Gran Reserva series is not just about aged tobacco; it’s about creating a masterpiece. Each cigar in this series undergoes rigorous quality control to ensure it meets the high standards set by H. Upmann. The result is a cigar that offers a rich and complex flavor profile, making it a favorite among connoisseurs. The use of aged tobacco also adds a layer of sophistication to the smoking experience, making each puff a journey through a symphony of flavors.

Characteristics of the H. Upmann Gran Reserva Sir Winston 2011

Construction and Appearance

One of the first things you’ll notice about the H. Upmann Gran Reserva Sir Winston 2011 is its impeccable construction. Each cigar is hand-rolled by skilled artisans in Cuba, ensuring a flawless appearance and perfect draw. The attention to detail in the construction is evident from the moment you lay eyes on the cigar.

  • Wrapper: The cigar features a dark, oily wrapper that is smooth to the touch, with minimal veins and a slightly glossy finish. This wrapper not only adds to the aesthetic appeal but also contributes to the overall flavor profile.
  • Size: The Sir Winston is a Churchill-sized cigar, measuring 7 inches in length with a 47 ring gauge. This size is ideal for a long, leisurely smoke, allowing you to savor the complex flavors over an extended period.
  • Band: The cigar is adorned with a distinctive band that features the H. Upmann logo and the Gran Reserva designation, emphasizing its premium status. The band itself is a work of art, adding to the overall luxury experience.

Flavor Profile

The flavor profile of the H. Upmann Gran Reserva Sir Winston 2011 is complex and nuanced, offering a rich and satisfying smoking experience. Each draw reveals a new layer of flavor, making it a truly immersive experience.

  • Initial Notes: Upon lighting, the cigar reveals a symphony of flavors, including earthy undertones, cedar, and a hint of sweetness. These initial notes set the stage for a complex and enjoyable smoke.
  • Mid-Smoke: As you progress through the cigar, the flavors evolve, introducing notes of leather, cocoa, and roasted coffee. The smoke becomes creamier, with a well-balanced blend of spice and sweetness. This evolution keeps the smoking experience engaging and dynamic.
  • Final Third: The final third of the cigar is characterized by a richer, more robust flavor profile, with the earthy and leathery notes becoming more pronounced. The finish is long and satisfying, leaving a pleasant aftertaste. This final act is a fitting conclusion to a remarkable smoking experience.

Draw and Burn

The draw of the H. Upmann Gran Reserva Sir Winston 2011 is effortless, thanks to its expert construction. The burn is even and consistent, producing a solid ash that holds well. These qualities make it a pleasure to smoke from start to finish, ensuring that each puff is as enjoyable as the last.

  • Consistent Burn: The even burn ensures that you can enjoy the cigar without constant relighting or adjustments. This consistency is a testament to the quality of the construction.
  • Solid Ash: The solid ash not only indicates good construction but also adds to the visual appeal of the cigar. It’s a small detail that enhances the overall experience.
  • Effortless Draw: The effortless draw allows you to fully appreciate the complex flavor profile without any hindrance. This smooth draw is crucial for a satisfying smoking experience.

Reviews and Reception

Critical Acclaim

The H. Upmann Gran Reserva Sir Winston 2011 has received widespread acclaim from cigar critics and publications. It has been praised for its exceptional construction, complex flavor profile, and overall smoking experience. Many reviewers have noted that it stands out even among other premium cigars, making it a must-try for serious enthusiasts.

  • High Ratings: The cigar has consistently received high ratings from leading cigar publications and critics. These ratings are a testament to its quality and appeal.
  • Awards: The Gran Reserva Sir Winston 2011 has also won numerous awards, further cementing its status as one of the best cigars in the market. These accolades add to its prestige and allure.
  • Expert Reviews: Experts have lauded the cigar for its complexity and balance, highlighting its ability to deliver a rich and satisfying smoke. These expert reviews provide valuable insights for potential buyers.

Consumer Feedback

Consumer reviews are equally positive, with many smokers highlighting the cigar’s smooth draw, balanced flavors, and consistent quality. Some have described it as a special occasion cigar, perfect for celebrating milestones or simply enjoying a moment of relaxation. The positive feedback from consumers underscores the cigar’s broad appeal.

  • Positive Testimonials: Many consumers have shared glowing testimonials about their experience with the cigar. These testimonials provide first-hand accounts of its quality and enjoyment.
  • Repeat Purchases: The high rate of repeat purchases is a strong indicator of consumer satisfaction. Many smokers choose to keep this cigar as a staple in their collection.
  • Word of Mouth: The cigar has also gained a loyal following through word of mouth, with many enthusiasts recommending it to friends and fellow smokers. This organic promotion speaks volumes about its quality.

How to Enjoy the H. Upmann Gran Reserva Sir Winston 2011

Ideal Pairings

To enhance your smoking experience, consider pairing the H. Upmann Gran Reserva Sir Winston 2011 with complementary beverages. Here are a few suggestions:

  • Whiskey: A fine single malt Scotch or a well-aged bourbon can enhance the cigar’s rich, earthy flavors. The smoky and oaky notes of the whiskey complement the cigar beautifully.
  • Coffee: A strong, black coffee or a creamy espresso can complement the cocoa and coffee notes in the cigar. The bitterness of the coffee balances the sweetness of the cigar, creating a harmonious pairing.
  • Red Wine: A full-bodied red wine, such as a Cabernet Sauvignon or a Merlot, can provide a balanced contrast to the cigar’s robust flavors. The tannins in the wine enhance the cigar’s complexity, making each sip and puff more enjoyable.

Storage Tips

To preserve the quality of your H. Upmann Gran Reserva Sir Winston 2011 cigars, proper storage is essential. Here are a few tips:

  • Humidity: Maintain a relative humidity level of 65-70% in your humidor to keep the cigars in optimal condition. This humidity level ensures that the cigars do not dry out or become too moist.
  • Temperature: Store the cigars at a consistent temperature of 65-70 degrees Fahrenheit to prevent fluctuations that could affect their quality. Temperature stability is crucial for maintaining the cigar’s integrity.
  • Rotation: Periodically rotate the cigars in your humidor to ensure even aging and prevent any one cigar from becoming overly humidified or dried out. This rotation helps maintain the consistency and quality of each cigar.


The H. Upmann Gran Reserva Sir Winston 2011 is a cigar that exemplifies the best of what the H. Upmann brand has to offer. With its rich history, impeccable construction, and complex flavor profile, it is a cigar that deserves a place in any connoisseur’s collection. Whether you’re celebrating a special occasion or simply enjoying a moment of relaxation, the Gran Reserva Sir Winston 2011 promises a luxurious and memorable smoking experience.

Additional information

Earthy, Fruity, Nutty, Spicy, Woody


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