Foundation Charter Oak Especiales Pegnataro
The Foundation Charter Oak Especiales Pegnataro is a medium bodied, soft box pressed cigar wrapped in a golden brown USA Connecticut Shade leaf over a Nicaraguan Jalapa binder and Nicaraguan fillers from Esteli and Jalapa, handcrafted at Tabacalera AJ Fernandez Cigars de Nicaragua S.A. in Esteli, Nicaragua. Created by Nicholas Melillo, founder and master blender of Foundation Cigar Company, and named after one of his grandfathers, the Pegnataro is one half of the Charter Oak Especiales duo, a higher end, limited production extension of the Charter Oak line that delivers richer, more complex flavor than the core Charter Oak Connecticut Shade. Finished with a pigtail cap and a soft box press, the Pegnataro offers cream, earth, baker’s spice, berry, cedar, almond, vanilla, citrus, chestnut, and baking spice in a format that redefines what a Connecticut Shade cigar can be.
- USA Connecticut Shade wrapper in a golden brown hue with light oil, thin veins, and a silky texture that delivers cream, sweetness, and cedar as the primary wrapper contribution.
- Nicaraguan Jalapa binder adds a smooth, slightly sweet complexity underneath the Connecticut Shade wrapper, supporting the blend without adding harshness.
- Nicaraguan fillers from Esteli and Jalapa bring earth, spice, and depth that push the Pegnataro beyond what typical Connecticut Shade cigars deliver, giving it a medium body and layered flavor progression.
- Soft box press format provides a comfortable grip, ergonomic feel, and an even burn that lets the blend express its full range of flavors.
- Pigtail cap, a traditional finishing technique that adds visual elegance and allows smokers to simply bite or twist off the pigtail instead of using a cutter.
- Named after Nick Melillo’s grandfather Pegnataro, whose love of Connecticut Shade cigars inspired this blend and kindled Melillo’s lifelong passion for the leaf.
- Marks Foundation’s expansion into the Connecticut River Valley with a new office on a 300 acre farm in the heart of one of the world’s most renowned tobacco growing regions.
- Companion cigar to the Pasquale, which uses a Connecticut Broadleaf wrapper and is named after Melillo’s other grandfather, who was an avid Broadleaf smoker.
Nick Melillo and Foundation Cigar Company
Nicholas Melillo spent over a decade at Drew Estate, where he oversaw tobacco operations in Nicaragua and was instrumental in developing some of the company’s most recognized blends. In May 2014, Melillo left Drew Estate to build his own brand. After a year of planning and blend development, he officially founded Foundation Cigar Company in June 2015, headquartered in Connecticut. Foundation debuted at the IPCPR Trade Show in New Orleans in July 2015 with El Güegüense (The Wise Man), a Nicaraguan cigar that earned immediate critical acclaim.
Melillo’s grandfathers are a recurring theme in his work and his personal life. One grandfather was an avid Connecticut Broadleaf smoker. The other loved Connecticut Shade. “My love for handmade cigars exists because of my grandfathers,” Melillo said when announcing the Especiales. “These blends are also completely different than the Charter Oak core line. They are richer and more complex.” The Especiales line represents the most personal expression of the Charter Oak brand, transforming a family story into two distinct cigars that honor two very different men through two very different Connecticut wrapper leaves.
The Charter Oak Especiales
The Charter Oak Especiales launched in late 2023 as a limited production, higher end extension of the core Charter Oak line. Where the original Charter Oak Connecticut, Habano, and Maduro are designed as accessible, everyday value cigars, the Especiales are crafted for the weekend or a special occasion. Both Especiales are rolled in the same 5 1/2 x 48 soft box pressed format with a pigtail cap, and both use Nicaraguan binder and filler from Jalapa and Esteli. The wrapper is the dividing line between the two personalities.
| Especiales | Wrapper | Named After | Character |
|---|---|---|---|
| Pegnataro | USA Connecticut Shade | Melillo’s Shade loving grandfather | Cream, earth, baker’s spice, berry, cedar, almond, vanilla, citrus, chestnut, baking spice |
| Pasquale | USA Connecticut Broadleaf | Melillo’s Broadleaf loving grandfather | Dark chocolate, earth, coffee, pepper, leather, bold and rich |
Melillo described the relationship between the two cigars and the core line in simple terms: “The Charter Oak core line would have been their everyday cigar and these new blends would be for the weekend or a special occasion. These blends are deeply personal to me, as they honor the legacies of my grandfathers. The CT Broadleaf and CT Shade wrappers represent their distinct personalities, allowing me to celebrate their individuality through exceptional cigars that bear their names.”
Smoking experience
The Connecticut Shade wrapper is a slightly weathered light golden brown with light oil, thin veins, and minimal visible seams. The soft box press gives the cigar a comfortable, slightly flattened profile. The pre light aroma delivers cedar, cream, and a faint sweetness. The cold draw brings cream, earth, a slight amount of wood, and a sweetness reminiscent of berry.
The Pegnataro opens with cream, earth, baker’s spice, and a berry note that carries a slightly burnt quality, pleasant rather than acrid, like a warm berry compote just off the heat. Earth moves to the front quickly and establishes itself as the primary driver through the first third, while cream and baker’s spice settle into supporting roles. Black pepper appears on the tongue and retrohale, sharp at first but mellowing within the first inch into a warm, gentle presence. White pepper and almonds thread through the early puffs, and the retrohale carries toasty oak, hay, dusty earth, and mild pepper. For a Connecticut Shade cigar, the opening reads as surprisingly bold, with more body and spice than expected.
The second third sees the pepper recede and the blend broaden. Chestnut joins the profile as a new and distinctive note, bringing a roasted, nutty warmth that pairs beautifully with the continuing baker’s spice and cream. Vanilla and citrus emerge as the cigar passes the halfway point. The citrus has a creamy quality, almost candied, and it takes over the palate alongside the vanilla while baking spice and wood settle into the finish. Oak and cedar provide the woody structure, and the berry notes from the first third gradually diminish, replaced by the citrus and vanilla combination that dominates the mid section. The retrohale grows brighter with a slight sweetness and floral quality. Construction is flawless, with a perfect draw, even burn, and generous smoke output.
The final third deepens the baking spice and wood while maintaining the creamy citrus on the finish. Earth reasserts itself alongside cedar and oak, and a slight wood bitterness joins as a balancing element against the continuing sweetness. Herbal notes appear on the retrohale, adding a new dimension in the final inch. The cigar finishes warm, smooth, and layered, with cream, baking spice, and citrus lingering on the palate. Strength stays at medium throughout, but the body and flavor complexity far exceed what most Connecticut Shade cigars deliver, making the Pegnataro a cigar that can change the mind of smokers who typically pass on lighter wrappers.
Pegnataro versus core Charter Oak Connecticut
The Pegnataro and the core Charter Oak Connecticut both use USA Connecticut Shade wrappers and Nicaraguan tobaccos, but the similarities end at the spec sheet. The Pegnataro is richer, more complex, and more layered than the core Connecticut. Where the core Connecticut delivers a clean, straightforward profile of bread, cream, and cedar, the Pegnataro pushes into berry, chestnut, citrus, vanilla, and baking spice territory with more body and flavor intensity. The soft box press and pigtail cap add a tactile and visual distinction, and the Especiales pricing reflects the elevated tobacco selection and limited production. Think of the core Connecticut as the reliable weekday smoke and the Pegnataro as the refined weekend upgrade.
| Brand | Foundation Cigar Company |
|---|---|
| Line | Charter Oak Especiales |
| Cigar Name | Pegnataro |
| Country of Origin | Nicaragua |
| Factory | Tabacalera AJ Fernandez Cigars de Nicaragua S.A., Esteli, Nicaragua |
| Wrapper | USA Connecticut Shade |
| Binder | Nicaraguan (Jalapa) |
| Filler | Nicaraguan (Esteli and Jalapa) |
| Strength | Medium |
| Body | Medium |
| Vitola | 5 1/2 x 48 |
| Format | Soft box press with pigtail cap |
| Named After | Nick Melillo’s grandfather Pegnataro |
| Core Flavor Elements | Cream, earth, baker’s spice, berry, cedar, almond, vanilla, citrus, chestnut, baking spice, oak, hay, white pepper, black pepper, floral, herbal |
Summary
- Box Count:
- Region: Nicaragua
- Strength: Medium
- Binder: Nicaraguan (Jalapa)
- Wrapper: USA Connecticut Shade
- Filler: Nicaraguan (Esteli and Jalapa)
What is the Foundation Charter Oak Especiales Pegnataro?
It is a medium bodied, soft box pressed cigar wrapped in a USA Connecticut Shade leaf over a Nicaraguan Jalapa binder and Nicaraguan fillers from Esteli and Jalapa. It is a limited production, higher end extension of the Charter Oak line named after Foundation founder Nick Melillo’s grandfather.
What does the Pegnataro taste like?
Cream, earth, and baker’s spice lead the opening with a pleasant berry note, transitioning into chestnut, vanilla, citrus, cedar, almond, and baking spice through the middle and final thirds. It delivers more body and complexity than typical Connecticut Shade cigars.
How does the Pegnataro differ from the core Charter Oak Connecticut?
The Pegnataro is richer, more complex, and more layered. It pushes into berry, chestnut, citrus, vanilla, and baking spice territory with more body and flavor intensity than the core Connecticut’s straightforward bread, cream, and cedar profile. The soft box press and pigtail cap add visual and tactile distinction.
Who is the Pegnataro named after?
Nick Melillo’s grandfather Pegnataro, whose love of Connecticut Shade cigars kindled Melillo’s own passion for tobacco. The companion cigar, Pasquale, is named after Melillo’s other grandfather, who was an avid Connecticut Broadleaf smoker.
What is the soft box press format?
The Pegnataro is pressed into a slightly flattened shape that provides a comfortable grip and even burn. Combined with the pigtail cap, it creates a tactile and visual distinction from the round, straight cut core Charter Oak cigars.
What is the pigtail cap?
The pigtail is a twisted extension of the cap leaf at the head of the cigar. It is a traditional finishing technique that adds elegance and allows smokers to simply bite or twist off the pigtail to open the cigar without using a cutter.
Is the Pegnataro good for Connecticut Shade skeptics?
Yes. Multiple reviewers noted that the Pegnataro’s body, spice, and flavor complexity can change the mind of smokers who typically pass on Connecticut Shade cigars. It delivers bolder, richer flavor than most Shade wrappers while maintaining the smoothness and refinement the wrapper is known for.
What is the connection to the Connecticut River Valley?
The Especiales launch coincided with the opening of Foundation’s new office on a 300 acre farm in the heart of the Connecticut River Valley, one of the world’s most renowned tobacco growing regions. The Pegnataro and Pasquale celebrate this milestone while honoring Melillo’s grandfathers and their connection to Connecticut tobaccos.








Anonymous (verified owner) –
Just got these today and I am so excited. These are absolutely beautiful in the box. I love the size and the semi box press. This smokes like a dream. Just tons of flavor from this. There is some significant body to this smoke so it’s no average Connecticut. White pepper, toasted almonds, warm dinner roll and some cedar are coming out. I have smoked boxes of the OG charter oaks and this just a level up from that. Super glad I grabbed a box of these as they are delicious. Thanks Oxford for getting these to try!
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Daniel O’Connell (verified owner) –
This cigar exceeded expectations – I do not much care for the standard Charter Oak releases, as I find them harsher and less complex than what I lean toward, but the heartwarming stories about how this and the Pasquale were released in honour of Mr. Melillo’s grandfathers and how these are a ‘step up’ from the regular C.O releases intrigued me.
This cigar is definitely better than the regular Charter Oak releases. It is a dry cigar, which you may either like or may find you need something to drink with it – I found it paired well with a black British tea. Slightly sweet cedar, almond paste, baking spices, sandalwood, a bit of vanilla, and then white pepper. The cigar has a distinct transition towards a more full bodied experience the farther you go, but I do not feel it ever really goes beyond a medium-bodied experience.
Overall, a very solid four out of five star experience. The quality, flavour, and construction were excellent, but as the cigar was quite dry to the palate and never really let up, I had to deduct a star.
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mhatz (verified owner) –
Really love the soft box press on this. I decided to punch the pigtail cap and the draw is flawless. Wrapper is extremely smooth with no large veins or imperfections.
Initial flavors are sweet bread, almonds, cream, and a nice dose of white pepper on the retro. Body is medium to medium+. This is the kind of Connecticut I chase after. Burn was flawless and required zero corrections after a week of rest. Given the price point it’s hard to say if these are 2x better than the charter oak. Nevertheless this is enjoyable cigar that’s worth trying.
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contrerast3 (verified owner) –
Not for me. I didn’t enjoy the OG Charter Oak Connecticut and unfortunately had the same experience with this one. I’d say the flavor is a tick up on this Pegnataro but still not something I’d want to smoke again.
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Justin White (verified owner) –
Pretty good. Definitely more kick than you would expect from the appearance. The strength is probably about a 6/7 out of ten here. Lots of smoke production. The wrapper is slightly coarse with absolutely zero oil to it, and the smoke is pretty full bodied. Nice flavors mostly, graham cracker, slight spice, vanilla, walnuts. It’s a fine cigars, but it’s not worth the price of two regular charter oaks in my opinion.
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Alexander S (verified owner) –
For starters, I did not like the Charter Oak Connecticut Shade blend. It was too harsh/bitter for my palate. The Especiales Pegnataro is a whole different league. This blend is completely different from the original Charter Oak CT release/blend. In one sentence, it is richer and more complex. No harsh or bitterness to it. It had a mild white pepper and oaky wood on the draw in the first 10 mins of the light up. As the cigar warmed up the tasting notes developed into cedar, almond and leather.
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