Description
Indulge in the timeless elegance of the H. Upmann Sir Winston, a **medium-bodied** Cuban Churchill that embodies luxury and sophistication. This iconic **Julieta No. 2** vitola, measuring 7 inches with a 47 ring gauge, delivers a symphony of refined flavors. Experience the alluring blend of chocolate, nougat, and floral sweetness, evolving into a creamy, woody, and utterly unforgettable smoking experience. A true testament to Cuban craftsmanship, the Sir Winston is a cigar to be savored, collected, and admired.
Box Features and Packaging Options
| Feature | Box of 25 | Box of 10 |
|---|---|---|
| Cigars per Box | 25 | 10 |
| Packaging Type | Varnished Wooden Box | Varnished Wooden Box |
| Ideal For | Collectors, Celebratory Events, Humidor Stocking | Gifting, Special Occasions, Sampling |
| Humidity Protection | Excellent – Designed to maintain optimal humidity | Excellent – Designed to maintain optimal humidity |
Cigar Specifications
| Vitola | Julieta No. 2 (Churchill) |
| Length | 178 mm (7 inches) |
| Ring Gauge | 47 |
| Wrapper | Premium Cuban |
| Binder | Premium Cuban |
| Filler | Premium Cuban, Vuelta Abajo |
| Strength | Medium |
| Body | Medium |
| Smoking Time | 75-90 minutes |
| Factory | Vuelta Abajo, Cuba |
| Brand Owner | Habanos S.A. |
Brand Heritage
Founded in 1844 by German banker Hermann Dietrich Upmann, the H. Upmann brand boasts a rich history deeply intertwined with the world of Cuban cigars. Originally established in Havana, Cuba, Upmann’s venture began as a banking operation, catering to European clients who sought a secure means of investing in and enjoying premium cigars. The bank even provided cigars to its clients, effectively “banking” cigars for them – a unique service that set the foundation for the H. Upmann cigar brand.
Recognizing the growing demand for high-quality Cuban tobacco, Upmann transitioned from banking to cigar production, establishing a factory that would become synonymous with excellence. The brand quickly gained recognition for its meticulous craftsmanship and the exceptional quality of its tobacco, sourced from the famed Vuelta Abajo region. H. Upmann cigars soon became a favorite among discerning smokers, solidifying its place as a premier Habanos marque.
The H. Upmann Sir Winston vitola holds a particularly special place in the brand’s history. Named in honor of Sir Winston Churchill, the legendary British statesman and avid cigar aficionado, this Churchill-sized cigar pays tribute to his enduring passion for fine cigars. Churchill’s preference for this particular size elevated the H. Upmann name to even greater heights, forever associating it with timeless luxury, sophistication, and the art of fine cigar smoking. The Sir Winston remains a celebrated icon, embodying the rich heritage and unwavering commitment to quality that defines the H. Upmann brand.
Tasting Profile
First Third – The Opening
The H. Upmann Sir Winston begins with a welcoming embrace of flavors. Immediately noticeable are the delightful notes of chocolate and a delicate floral sweetness. These initial flavors are beautifully complemented by a smooth and luxurious creaminess that coats the palate, setting the stage for a truly exceptional smoking experience.
Second Third – The Heart
As the Sir Winston progresses, the flavor profile deepens and evolves. The creamy sweetness persists, but new dimensions emerge. The introduction of woodiness adds a grounding element, while subtle hints of butter biscuits provide a comforting warmth. Nuances of leather, a touch of pepper, and whispers of marzipan, pecan, and baking spices begin to weave their way into the tapestry of flavors, creating a complex and intriguing experience.
Final Third – The Crescendo
In the final third, the H. Upmann Sir Winston reaches its crescendo. The body of the cigar experiences a slight uptick, delivering a more pronounced intensity. The sweet and creamy character remains at the forefront, now accompanied by a lively strength that invigorates the senses. The flavors become more concentrated, leaving a lasting impression of richness and complexity.
Finish
The finish of the H. Upmann Sir Winston is nothing short of deeply rewarding. It is remarkably clean and mellow, leaving a luxuriously smooth sensation on the palate. The subtle sophistication lingers, inviting you to reflect on the journey of flavors and aromas that have just unfolded. The aftertaste is a testament to the quality of the Vuelta Abajo tobaccos and the expert craftsmanship that goes into each and every Sir Winston.
Flavor Wheel
| Primary Notes | Chocolate, Cream, Floral Sweetness |
| Secondary Notes | Wood, Butter Biscuits, Leather |
| Tertiary Notes | Pepper, Marzipan, Pecan, Baking Spices |
| Finish | Clean, Mellow, Smooth, Sophisticated |
| Aroma | Citrus, Earth, Cocoa (especially in aged variants) |
Aging and Collector Value
The H. Upmann Sir Winston possesses exceptional aging potential, rewarding patient aficionados with an even more refined and complex smoking experience. Over time, the cigar’s strength gently increases, while retaining its signature sensual smoothness. The interplay of flavors becomes more pronounced, as the Vuelta Abajo tobaccos undergo a transformative maturation process within the humidor.
Optimal aging for the Sir Winston ranges from 1 to 5+ years. The Gran Reserva Cosecha 2011 serves as a prime example of the benefits of extended aging, showcasing refined notes of citrus, earth, cocoa, and spice that emerge after years of careful maturation. To preserve its grand reserve potential, it is crucial to maintain a consistent environment within your humidor. Aim for a humidity level of 65-72% and a temperature between 65-70°F. Proper storage will ensure that your H. Upmann Sir Winston develops into a truly exceptional and highly sought-after collector’s item.
Perfect Pairings
| Beverage | Why It Works |
|---|---|
| Champagne (Flute) | The effervescence and subtle sweetness of champagne complement the Sir Winston’s creamy texture and floral notes, creating a celebratory and luxurious experience. |
| Cognac (VSOP or XO) | The rich, complex flavors of cognac, with its hints of dried fruit and spice, harmonize beautifully with the cigar’s chocolate and woody nuances, enhancing the overall depth of flavor. |
| Aged Rum | A well-aged rum, with its notes of caramel, vanilla, and oak, provides a sweet and spicy counterpoint to the Sir Winston’s medium body, creating a balanced and satisfying pairing. |
| Single Malt Whiskey | A smooth, medium-bodied single malt whiskey, with its subtle smokiness and hints of honey, complements the cigar’s woodiness and adds another layer of complexity to the experience. |
| Espresso | The bold, intense flavor of espresso cuts through the creaminess of the cigar, while also accentuating its chocolate and spice notes, creating a stimulating and satisfying pairing. |
| Dark Chocolate (70% Cacao or Higher) | The bitterness of dark chocolate enhances the cigar’s chocolate notes while providing a complementary richness to the palate, creating a decadent and luxurious experience. |
Authenticity Verification
We understand the importance of authenticity when purchasing premium Cuban cigars. That’s why we guarantee that every H. Upmann Sir Winston we offer is 100% genuine, sourced directly from authorized Habanos S.A. distributors. To ensure your peace of mind, here are key indicators of authenticity to look for:
- Habanos Holographic Seal – Each box of authentic Habanos cigars features a holographic seal on the right-hand side, applied at the factory. This seal contains intricate security features that are difficult to replicate, providing a visual confirmation of authenticity.
- Box Code Verification – Authentic Habanos boxes include a unique box code, which can be verified through the Habanos S.A. website. This code provides information about the origin and production date of the cigars, allowing you to confirm their legitimacy.
- Factory Stamp – The underside of the box will have a factory stamp. This stamp indicates when and where the box was produced.
- Triple Cap – H. Upmann Sir Winston cigars are crafted with a triple cap, a sign of superior construction and quality. The cap should be neatly applied and precisely aligned.
Our Guarantee: If any cigar fails Habanos verification, we provide a full refund. Trusted by collectors since 2015.
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Frequently Asked Questions
What is the flavor profile of the H. Upmann Sir Winston and what makes it so unique?
The H. Upmann Sir Winston offers a complex and evolving flavor profile that begins with notes of chocolate, floral sweetness, and creaminess. As the cigar progresses, it develops hints of wood, butter biscuits, leather, and spice. This unique combination of flavors, coupled with its medium body and smooth finish, makes it a truly exceptional and memorable smoking experience, distinguishing it from other Churchill-sized cigars.
How long does it typically take to smoke an H. Upmann Sir Winston?
The estimated smoking time for an H. Upmann Sir Winston is approximately 75-90 minutes. This allows ample time to fully appreciate the cigar’s nuanced flavors and aromas as they develop throughout the smoking experience. The exact smoking time may vary depending on individual smoking habits and environmental conditions.
Is the H. Upmann Sir Winston a good cigar for aging, and what changes can I expect over time?
Yes, the H. Upmann Sir Winston is an excellent cigar for aging. Over time, the cigar’s flavors will meld and become more refined, with the harshness mellowing and the sweetness becoming more pronounced. Expect the woody and earthy notes to deepen, while the subtle spices will become more integrated into the overall flavor profile. Proper aging can significantly enhance the complexity and enjoyment of this already exceptional cigar. Store in a humidor at 65-72% humidity and 65-70°F.
What are some ideal occasions or settings for enjoying an H. Upmann Sir Winston?
Given its refined flavor profile and rich history, the H. Upmann Sir Winston is best enjoyed during special occasions or in a relaxed, contemplative setting. It’s a perfect choice for celebrating milestones, sharing with close friends, or savoring alone after a satisfying meal. Its Churchill vitola and medium strength also make it an excellent choice for a longer, more leisurely smoke.
