Graycliff 1666 Pirate

Today a have for you a stick that seems to show up in every sampler pack ordered from the big online sellers. I accumulated a bunch of these sticks when I was in that on-line buying phase and although I rarely buy on-line anymore, I built up a nice stash of smokes when I did. This lends itself to me having some smokes that have had a bit of time to rest in the humidor.

I have smoked a few of these 1666s when I first received them and a couple recently that I kind of “forgot” about in my humidor. These sticks are now over 2 years old and when I smoked one the other day, I thought it would be interesting to put up a review and talk a bit about how the stick has done with some rest. Without further ado, let’s see how these smokes held up to the extra time…

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Never smoked a Graycliff before, but I do have this particular one resting in the humi. I plan on lighting it up then watching this review — nice!

$14.50 a stick?!

Good thing that I, too, have some of these from the “online buying phase” (good one!).

Also liked the “construction and combustion” characteristics (good); gonna hafta ‘member that phrase. Thanks for the review!

Great review Brian, specifically the notation of the aging process; transition, differences, flavors etc.. While I probably won’t be picking up this cigar, the information pertaining to the process was very informative.

Thanks again!

Nice review Brian,I don’t do a lot of online buying so I probably won’t be picking up one of these.

Enjoyed the review. May give Graycliff a try – at sampler pack prices.

Nice review. I actually never had a Graycliff, I don’t get out much, lol. I will have to keep my eyes open for some samplers with them in and let them rest fro a long while to see how they are.


Nice review as always. I have one of these resting for almost a year, maybe I’ll spark it up here over spring break.

Thanks for the review, Brian.

I’ve also received these in sampler packs. While enjoying the sticks I’ve smoked, I agree that they’re not worth the suggested price. I still have a couple in the humidor, so I’ll let them sit & see how they smoke with age.

I have a few of these sitting in my humidor. I have had only one of these and without any aging, there are just an average cigar. No better than a two or three buck stick.

This is unlike any other Graycliff in that it is made outside the Bahamas where the actual Graycliff Hotel is. I’ve had both the 1666 and several other Graycliffs and there is definitely a difference. The others are high-quality super-ultra-premium sticks that start around $18 and go up to the mid-$30 range. My favorite is the Double Espresso which runs about $15 to $20 depending on where you buy them. The 1666 is a decent cigar, but if you paid more than $7 or 8, you are getting hosed. I picked up my sampler bundle a couple years ago for about $50 for 12 sticks and still have some left.

Thanks for the info on the aging process…

No pirate for me.

I’ve read some descriptions on the Graycliff cigar that they were not interesting enough for me to buy them. It is back me away from buy the Graycliff brand. As I watched your review of the cigar that my reactions were: first, it is too expensive for me. Second, I cannot waited for two years to smoke the cigar. Third, There were no years of aging on the wrapper, binder and filler tobacco or the cigar is itself. Thanks, It was another good review….

I’ll have one before long the way I’ve been hitting the online auctions here lately. Warmer getting them from the ups man than getting out to the shop.

I’ve smoked this stick before and was not impressed with it. Since this isn’t made in the Graycliff factory in the Bahamas it doesn’t have the same flavors. I don’t smoke regular Graycliffs all that often because of the price, but I won’t buy another one of these.

I also got some of these from samplers and also agree with you that some aging make a difference, much more enjoyable after some time in the humi. I think I have one left.

[…] Graycliff 1666 Pirate – Nice Tight Ash […]

Thanks for the review, I have never had the desire to smoke Graycliff cigars in general mostly due to their price point and that I have never gotten a good recommendation for them. So I guess thanks for taking one for the team!

Nice review. I too, got some of these in a sampler pack at Cigar Bid. I read a few reviews before they came in, and basically everyone slammed them because they’re so overpriced. I think a lot of the disparaging remarks were based on the inflated MSRP, though, and not the smoke itself.

So I wasn’t expecting much when I fired one up, but was pleasantly surprised. Like you said, it’s not great – I’d choose a Rocky Patel Sungrown over a 1666 Pirate any day. But it does have some nice complexities. I also experienced the initial kick of spice/pepper out the gate, which faded to complex flavors after that. Notably missing was the common earthy/dirt/peat flavor that a lot of cigars have in the middle (and one that I don’t care for). I even picked up some sweet flavors, like raisin and cinnamon, in the middle.

Overall, it’s a good smoke. I haven’t aged them, but my 5-pack did sit in the humi for about a month before I smoked them all. I kind of had to be in the mood for them. But since then, I’ve found myself wishing I had a few more of the 1666 Pirates in my humi, just for a change of pace. Like you said, they’re pretty good cigars for $3.50 a stick, but yeah I wouldn’t pay $15 for one. I think that’s an inflated price so they can advertise those bundles as “MSRP $150, but you pay only $40!” If you can look past the marketing cheesiness, they’re well worth a try.

Okay okay… this review led me to go track one down in a sampler (avg $3+/stick). Thanks!

I haven’t checked in here for some time as I thought it was getting boring, but the last few posts are good quality so I guess I will add you back to my everyday bloglist. You deserve it my friend :)

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