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Foundation The Upsetters Ska Cigarillo Cigar - 1 Single

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  • THE UPSETTERS

    Jamaica has a deep-rooted tradition of embracing the underdog - the anti-hero who defies the odds. Upsetters are rule-breakers, the game-changers, the ones who challenge convention. In the 1960s, Jamaica's "rude boys" watched old spaghetti westerns, seeing themselves in gunslingers like Django, figures who stood tall against the establishment. It was this same rebellious spirit that gave birth to reggae music, a sound that shook the world.

    The Upsetters cigar line is a celebration of Jamaican. At its core is the legendary Jamaican Cow Tongue tobacco, a rare and unique leaf cultivated in the very same hills where the indigenous Arawak people first planted tobacco centuries ago. The Upsetters honour Jamaica's rich history, blending tradition with a bold new edge - because pioneers don't follow rules, they rewrite them.

    Dare to be different. Be an Upsetter.

    Length: 4"
    Ring Gauge: 32
    Strength: Light - Medium

    Packaging: 1 Single
    Vitola: Cigarillo
    Smoking Time: 30 Minutes

    Wrapper: USA Connecticut Shade
    Binder: Nicaraguan
    Filler: Nicaragua and Jamaican Cow Tongue

     

     

  • Flavours of toast, earth, citrus, sweet tea, pepper, and honey emerge, creating a harmonious blend.

  • FOUNDATION CIGARS

    In 2014 Nick Melillo faced a stark choice - He could well have stayed on as Executive Vice President of International Operations and Head Blender of Drew Estate (a role he had held since 2003), or he could seize the chance to finally use his 20 years of hard-earned experience and his access to the highest quality cigar tobacco to make his own cigars – the cigars of his dreams!

    The choice was easy, and in 2015 Foundation Cigar Company was born, all for the love of the leaf.

    Nick’s cigar journey started in high school, on Saturdays he would go for a smoke with his grandfather and brother at their local shop in New Haven, Connecticut. After memorising all details of every cigar in the humidor; Nick persuaded them to give him a weekend job.

    Nick’s passion for working with cigars was immediately apparent, but following four years at Calabash Shoppe, the wide world was calling, and Nick took off to travel the globe. Following a lengthy global trip remarkably reminiscent of Raiders Of The Lost Ark, it was in 2003 that Nick received a call from Jonathan Drew...

    Jonathan needed someone who knew and loved cigars and was willing to move to Nicaragua to oversee the setup and operations of his new cigar company - Drew Estate. Nick jumped on board and immediately started blending cigars and fermenting tobacco; cigars and tobacco that completely changed the cigar industry in the early 21st Century.

    In 2015 Melillo branched out on his own, finally forming the Foundation Cigar Company.

    Famously and without being prompted, paid or promoted, the cigars are now regularly being championed as the best cigars available by Joe Rogan (the world’s most popular podcaster) and winning awards and ratings such as #1 Best Buy (Cigar Afficionado), Cigar Of The Year (Cigar Snob) and #3 in Cigar Afficionado’s top 25 2019.

    But what is at the heart of Foundation Cigar Company is the cigar smoker themselves – that smoke-filled moment of pure presence, that quietly thunderous connection to ancient heritage, modern science, and genuine passion for the leaf. This is something that Melillo and Foundation Cigar Company will provide endlessly to any who will sit and take audience. All for the love of the leaf.

Packaging
Single Cigar
Ring Gauge
32
Length
4.0000000000 inches
Strength
Light to Medium
Vitola
Cigarillos
Region
Nicaraguan
Smoke Time
30 minutes

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Reviews

Displaying 1 to 4 (of 4 reviews)
Result Pages:  1 
by Sean on Friday 01 May, 2026
A quick, smooth little smoke that does exactly what it’s meant to do. I picked this up for those moments when I’m too busy for a longer cigar, and it fits that role perfectly. The flavours are light but enjoyable, with a gentle mix that works especially well alongside a cup of coffee. Burn was steady, draw was easy, and for a short session it delivered far more than expected. A handy, satisfying cigarillo for when time is tight.
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by Lee on Friday 27 February, 2026
Having smoked a couple of these ska cigarillo's now it's time to do a review. I found this pleasant half hour ish smoke,it burned evenly with a good amount of smoke and a pleasant if not unique aroma,probably due to the Jamaican cow tongue tobacco used,the same can be said of the taste,well for me anyway!!! Can't give any pairing info with drinks as smoked them straight but will pair up with accompaniments when I get the next batch.
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by Daniel on Sunday 08 February, 2026
Bought these cigarillos on a whim and was happily surprised. Burnt very well with a pleasant aroma. The flavour was reminiscent of spiced rum to me. While not overpowering, perhaps light to some more experienced cigar smokers, I found it a very enjoyable smoke and I am excited to try the other products in this range.
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by Marc on Saturday 07 February, 2026
Tried these instead of my normal Drew estate ones, to sum up , frequent relighting , not an even burn & sadly not as much flavour . I tried two of these & both rated similar outcomes. Probably won’t be buying again.
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Displaying 1 to 4 (of 4 reviews)
Result Pages:  1 

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