Graycliff Cigar Co. is back this year in a smaller booth but, interestingly enough, the company brought two new cigars with them to the 2022 PCA Convention and Trade Show.

For as long as I can remember covering Graycliff, the company usually had some corner booth or one in the middle of an open area. That, along with a central display gave its booth quite a large, open-air feeling.

This year, Graycliff simultaneously went both smaller and bigger. The booth space was significantly smaller than many previous years—though I believe it might have had the same size booth last year. At the same time, Graycliff went bigger with its presence. With the release of the 50th Anniversary and a collaboration between Graycliff and P La Cangri, who was set up deejaying in the corner of the booth.

Graycliff 50th Anniversary

The first new cigar was also the first on a list of things that left me confused and having to do more research. It was noted as being the Graycliff 50th Anniversary cigar, which you would think at first was the anniversary of the Graycliff Cigar Company, which isn’t the case because that was founded in 1997. Second, you might think it was the founding of the Graycliff Inn, however, that was in 1844. I finally landed on the answer as 1973 was the year that Graycliff—the property, not the cigar company—was bought by Enrico and Anna Maria Garzaroli and turned into a hotel.

  • Wrapper: Ecuador (Habano)
  • Binder: Indonesia
  • Filler: Nicaragua (Condega, Jalapa, Ometepe)
  • Graycliff 50th Anniversary Pirate Uncut (6 3/4 x 54) — $32 (Box of 24, $768)
  • Graycliff 50th Anniversary Salomon (7 x 58) — $32 (Box of 24, $768)
  • Graycliff 50th Anniversary Toro Uncut (7 x 52) — $32 (Box of 24, $768)

Production: Regular Production

Release Date: July 2022

Boss of the Block

The next thing that confused me was not something that actually confused me at the booth, but more so once I started writing this article. The rep for the company that I spoke to introduced the Boss of the Block as one of Graycliff’s new cigars and left it at that. When I went to Google to see who the DJ was that was at the booth so I could put their name in this article, the Graycliff and P La Cangri collaboration for Boss of the Block was all over the artist’s website. Congri had more information on her website about the collaboration, including that her Cuban heritage and interest in cigars started well before she met Graycliff Cigar Company president and co-founder, Paolo Garzaroli. It was from that meeting that her knowledge about cigars convinced Garzaroli to create a cigar together, calling it Boss of the Block.

  • Wrapper: Nicaragua (Habano)
  • Binder: Ecuador
  • Filler: Costa Rica, Honduras & Nicaragua
  • Boss of the Block Big Boss (6 x 60) — $46.67 (Box of 18, $840)
  • Boss of the Block Bull (6 x 54) — $30 (Box of 24, $720)
  • Boss of the Block Cangri (6 x 52) — $30 (Box of 24, $720)
  • Boss of the Block El Duro (5 x 50) — $26 (Box of 24, $624)

Production: Regular Production

Release Date: July 2022

Update (March 14, 2023) — Graycliff has clarified that the 50th Anniversary Salomon’s dimensions were incorrectly listed on the price list as 5 3/4 x 54. It is 7 x 58.

Overall Score

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Brian Burt

I have been smoking cigars since 2005 and reviewing them as a hobby since 2010. Initially, I started out small with a 50-count humidor and only smoking one or two cigars a month. Not knowing anybody else that smoked cigars, it was only an occasional hobby that I took part in. In March of 2010, I joined Nublive and Cigar Asylum, connecting me with many people who also shared an interest in cigars. Reading what they had to say about brands I had never heard of, I quickly immersed myself in the boutique brands of the industry and it was then that cigars transformed from a hobby into a passion.