H.Upmann Sir Winston - 25 cigars

H. Upmann 70021

Availability: Out of stock


Quick Overview

The H.Upmann Sir Winston, is an impressive, bold and complex Julieta No.2 6.9” (178mm) long, of 47 ring gauge, and comes in a 25 cigars box. It may be one of the biggest Habanos out there, and one of the most attractive. The Sir Winston is a rather strong cigar, hovering between medium and full body range towards the end of the smoke, it is also very tasty and complex. Its perfect construction gives you the leisure to focus on the typical Cuban flavors, cream, wood, black coffee, spices and roasted aromas among other. A perfect cigar for a reunion or a great meal. A must-try for any Habanos aficionado.

H.Upmann Sir Winston - 25 cigars

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H.Upmann Sir Winston - 25 cigars [6.9" x 47]

The H.Upmann Sir Winston is a great and rather powerful cigar that is great to enjoy when time is not an issue.

  • • A very complex cigar, with lots of creaminess, lots of coffee flavors, wood and nuts.
  • • Ages very well. 5 years on, the cigar becomes even more complex and creamier.

This cigar is simply majestic and is a must-try if you like Habanos.


The H.Upmann Sir Winston comes in a varnished Cabinet of 25 cigars with Habanos Packing Code CAB-VW-C/L-12,13-n-25


Length: 6.9 inches (178 mm)

Diameter: 18.65 mm

Ring gauge: 47

Shape: Churchill


The cigar is looking very good, very classy and impressive. It is long, feels solid and powerful in hand. The construction is amazing; there are no hard or soft spots. The wrapper is pretty oily, there is minimal veining on the cigar, and it is of dark brown color. The quality of rolling is outstanding, the triple cap is very nice.

Smoking Notes:

Before lighting up

At cold, the wrapper smells of cedar, hay and fine tobacco. There are also some nuts and spices.

Burn/ Draw

Once clipped the cap, the draw is perfect, not too loose, and not too tight. There is some cream and tobacco on the lips, and on the palate, some tobacco, cedar and some grassy flavors. The Sir Winston takes flame very easily, and the burn line is somewhat wavy, but it soon corrects itself. The first puffs are pretty powerful and are full of wood and grass, typical Cuban flavors. The amount of smoke produced by the cigar is generous.

Initial third:

The cigar starts off with pretty strong flavors of wood, intense tobacco, black coffee and earth tones. There are also lots of spices, some grassy and floral notes, lots of cream and some hazelnuts hints. All the flavors work well together, it is intense in flavor, at a medium body, while the finish of the cigar is long. The smoke production is great, the billows of smoke are silky and smooth, while the draw is perfect.

Middle third:

In the middle third, the strength of the cigar picks up again, the body of the cigar is now a solid medium, almost medium-full body. The dominant flavors are now much more of black coffee, cream, still a bit of wood, and some sweet earth. There are also some notes of herbs, mint, roasted nuts, pepper and touch of vanilla. The second third is still very smooth, the burn is sharp and the smoke is abundant and aromatic. This is a cigar that always keeps you awake, with lots of complexity; it always demands your attention.

Final third:

In the final third, the strength of the cigar ramps up once more, the body is now in the lower full range. The dominant flavors are of nuts, coffee, leather, cedar, tobacco and charred aromas. The spice really steps up, while the sweetness is now fully gone. There are also notes of peat, nutmeg and graham cracker. Overall, the final of the cigar is beautiful, despite being a bit stronger than the usual H Upmann.

In summary, the Sir Winston is the cigar to try from H Upmann brand. A great flavor profile and a great complexity of aromas that are enjoyable from the moment that you take it in hand to the moment you leave it in the ashtray.

Smoking time:

1 hour 45 minutes - 2 hours 15 minutes

Additional Information

Brand H. Upmann
Box of 25
Length 6.9 inches (178mm)
Ring Gauge 47
Shape Churchill
Strength Medium - Full
Packing Code CAB-VW-C/L-12,13-n-25


Excellent , 7/10/2021
By Ron
Box is Nov 20, young and excellent- top flavors and experience.. in 2 years I imagine it will be tremendous!
Delicious and smooth already, Hard to find but amazing if you can ! Thank you Cigar Terminal!
Ideal object , 6/7/2021
Dense, smooth, attractive flavor
The Ultimate Churchill , 4/26/2020
By Ronald
Box date 2016, this is my third review of the same box. Now the cigars are aged 4 years. Simply put the best cigar I have smoked. Rich, medium to full bodied, an explosion of flavors.. they do improve with age! Stored at 65%RH they smoke with just the right draw. I would say the best I have cigar i have tasted in years.. so good I ordered 2 more boxes! Hmm they should be ready to enjoy in 2024!
One of the best cigars! , 12/2/2017
By Ron
After a few months of aging and now storage at 65% RH I can say this is an excellent cigar! Storage at 70% RH can result in a tight draw, I recommend storing these cigars at 65% for the best experience.
They are getting smoother and more delicious! Wow!
One of the best! A classic cigar to remember , 8/20/2017
By Ronald
Box date December 16. First construction. No soft spots, tightly packed, beautiful wrapper. The smell from the box, sweet tobacco so delicious. The cigar, one of the best I have ever had. Coffee but no bitterness with cream, hay, touches of marzipan or nuts. Just a touch of heaven. The draw was a tad bit tight but I may have to dry box them for a day before I try them again.. I would highly recommend them but then I couldn't get more!!!
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