Ratings & Reviews

REVIEW | H. Upmann Sir Winston
Sir Winston
91
points
Cuba
Cuba
47
47
Medium
Medium
Sir Winston

Tasting Note: Rich and refined, this cigar elegantly layers notes of nutmeg and clove with sweet spices and graham cracker. All come together for a delicious Christmas-cake effect.

  • Body: Medium
  • Size: Churchill
  • Ring Gauge: 47
  • Length: 7"

  • Filler: Cuba
  • Binder: Cuba
  • Wrapper: Cuba
  • Issue: Cigar Aficionado, Feb 01, 2017
  • Price: £30.15
  • Box Date: Oct. 2013


More Reviews of This Cigar

Issue: Cigar Aficionado, Apr 01, 2015
Score: 92
There's a rich, malty quality to this creamy smoke, which also imparts sweet touches of peanuts and honey before a slightly peppery finish. The draw is a bit firm.

Issue: Cigar Aficionado, Feb 01, 2014
Score: 89
White pepper and toast are the predominant notes found in this Churchill. Touches of grass also come through before a finish smacking of coffee bean.

Issue: Cigar Insider, Aug 27, 2013
Score: 89
White pepper and toast are the predominant notes found in this Churchill. Touches of grass also come through before a finish smacking of coffee bean.

Issue: Cigar Aficionado, Apr 01, 2013
Score: 91
Medium-bodied in strength, this cigar is complex and harmonious with clear impressions of ground coffee and graham cracker. There's also an unmistakable dried orange peel flavor.

Issue: Cigar Aficionado, Jun 01, 2012
Score: 94
A well made cigar whose flavors and complexity build with each puff. Light cedar and nutty notes become more profound almond and marzipan before coffee, leather and floral intonations.

Issue: Cigar Aficionado, Aug 01, 2011
Score: 93
Lightly hued and medium-bodied, this Churchill is full of flavor ranging from toast and tea to rich nuts with an underlying sweetness. Balanced and dynamic.

Issue: Cigar Aficionado, Aug 01, 2010
Score: 92
Ample layers of dense smoke come out of this cigar's every draw. Flavors are loaded with nuts, rich tobacco and cocoa bean. Cinnamon and woody notes linger on the finish.

Issue: Cigar Aficionado, Jun 01, 2008
Score: 92
Beautiful to behold with a silky, oily wrapper and excellent cap. The first puffs are immediately rich with leather and spice underscored by woody, meaty undertones throughout. It will age well.

Issue: Cigar Aficionado, Apr 01, 2007
Score: 91
A very attractive Churchill with great oils and a nice cap. The cigar warms nicely to show rich and toasty leather and earth flavors, complemented by cedar notes and a nutty finish. A medium- to full-bodied cigar.

Issue: Cigar Aficionado, Aug 01, 2005
Score: 90
An attractive reddish-brown cigar with a fine draw. It’s rich, toasty and woody, with hints of nuts, leather and hickory wood. It has a long finish. Medium bodied and elegant.

Issue: Cigar Aficionado, Dec 01, 2004
Score: 88
This cigar burns and draws well. It’s smooth, toasty and cedary, with a hint of coconut. The finish is spicy.

Issue: Cigar Aficionado, Aug 01, 2003
Score: 89
Well made, with a fine cap. It's rich and meaty, with coffee flavors and a dry element to the finish. Medium to full in body.

Issue: Cigar Aficionado, Dec 01, 2002
Score: 90
A well-made double corona with good oils. It's rich, woody and toasty, with coffee flavors. Medium to full bodied.

Issue: Cigar Aficionado, Apr 01, 2002
Score: 89
A bit pale, but otherwise well made, this cigar has an almond flavor, along with hints of creamy sweet coffee. Medium to full bodied.

Issue: Cigar Aficionado, Apr 01, 2001
Score: 87
A big, well-made cigar with a well-finished cap. It has a firm draw and a thick gray ash. It's meaty and leathery, with woody, syrupy notes. A full bodied cigar.

Issue: Cigar Insider, Nov 01, 2000
Score: 87
A beautiful, oily cigar with a perfect cap. Some tasters noted a tight draw. The smoke is floral and sweet, but sometimes showed sour flavors on the finish. This cigar shows real inconsistency, perhaps due to youth. Box age should provide better results.

Issue: Cigar Insider, Jun 01, 1999
Score: 90
There are some construction flaws on this big cigar, but it burns evenly with a slightly tight draw. It's light and creamy, with hints of ginger and cinnamon. It lacks complexity.

Issue: Cigar Insider, May 01, 1997
Score: 89
An oily wrapper that is spotty and veiny. The tip is a bit soft, but this cigar is loaded with rich, complex flavors, including cedar, leather and fruit. Not quite as powerful as it appears.

Issue: Cigar Insider, Mar 01, 1996
Score: 91
This big cigar is extremely well-made. It burns well with a gray ash, delivering heavy wood flavors with spice. A well-balanced cigar that will improve with age.

Issue: Cigar Aficionado, Jan 01, 1970
Score: 93
Large cigars have gone almost completely out of fashion. It’s not that their quality has diminished: they still deliver loads of flavor with a cool, refined character. The problem is that few people have the time to smoke such a large cigar as the Sir Winston—let alone such longer ones as double coronas. But aficionados who do opt for a large cigar usually puff on a Romeo y Julieta Churchill or a Cohiba Esplendido. Perhaps that’s why Cuba makes so few Sir Winstons, most of which are rolled in the new H. Upmann factory on the outskirts of Havana. Until the mid-1990s, the cigar came in a smart green lacquered box, but today it comes in a varnished cedar one with a clasp. The band, once the standard brown and white H. Upmann, is now gold, white and red. Find some time if you are going to smoke this. It’s worth relaxing and contemplating what the Sir Winston has to offer. It’s so good to look at that you may not want to see it go up in smoke. The ones we smoked had beautiful silky, oily wrappers and excellent caps. The first puffs were immediately rich with leather and spice, then developed into woody, meaty undertones. This cigar has the richness and structure to age well. We think that Winston Churchill would have loved this cigar.

Cigar Aficionado's 100-Point Scale
  • Classic: 95-100
  • Outstanding: 90-94
  • Very good to excellent: 80-89
  • Average to good commercial quality: 70-79
  • Don't waste your money: 0-69
100-Point Scale

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