It is time for another ‘forbidden fruit.’ This week we are photographing and reviewing H. Upmann Sir Winston. This pre-1960s release, packaged in a cabinet of 25, was named after former British Prime Minister – Winston Churchill. H. Upmann Sir Winston, hand rolled with premium tobacco leaves from the Vuelta Abajo region in Cuba, has been label as the best Julieta No.2 vitola Cuba has ever produced. With the high expectation, let’s get right to it, shall we ?


Visually, one is introduced to a silky, oily wrapper with excellent cap finish, no visible veins and well blended seams. Based on up-close inspection, H. Upmann Sir Winston was a well rolled firm product without any soft or hard spots. After clipping the cap, slightly tight draw. Fortunately with some manual intervention the draw improved. In flavor department, grassy / floral, almost dried fruit alike, pleasant taste which ultimately morphed into woodiness. Hints of sweetness, especially on the lips, and milk cocoa. There was also some spiciness on the retrohale but nothing like advertised. Burn line was decent, nothing exceptional. It started off a bit wavy and uneven, then corrected itself in the middle only to go down south once again toward the end. I had to relight couple times. The amount of smoke was excellent after draw intervention and ash, as depicted below, was superb.


Overall, good smoke. One has to appreciate the fact that this is a churchill – a smoke that will take you for a couple-hour ride. I normally don’t smoke churchills nor double coronas (non-cubans or cubans) so H. Upmann Sir Winston is not something I will reach for too often. Others have reported a full body experience which I personally can’t relate to. It had a little bit more punch, no pun intended, but definitely not a nicotine bomb. I have smoked quite a bit of H. Upmann Magnum 50s and 46s and I see myself reaching out for those more often than H. Upmann Sir Winstons.


Country of Origin: Cuba
Wrapper: Cuba
Binder: Cuba
Filler: Cuba
Length: 7″
Ring: 47

Construction > Good
Burn > Good
Enjoy > Yes
Recommend > Yes
Buy > Yes


- click on photographs (slideshow / EXIF)- 

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