Top Five Cigars for Halloween 2019

October 28, 2019

Top Five Cigars for Halloween 2021

Top Five Cigars for Halloween 2021

Spooky season is officially here! Pop on your favorite costume, turn on your favorite classic horror movie, sit back and enjoy the candy that brings you back to your childhood! If you want to make your night even MORE fun, then bring a few stogies with you to those Halloween parties you’ll be attending.

Over the last few years, I’ve hosted a few Halloween parties with my childhood friends. One common theme that happens throughout the night is we will enjoy a nice cigar by the bonfire towards the end of the night. Halloween really kicks off the holiday season in such a festive way! Much like cigar smoking, it brings everyone together. So while I’m with some of my favorite people on the coolest holiday of them all, I want to treat them to some goodies from my humidor.

This year, we have five new cigars that would be a solid choice to enjoy during Halloween 2021. From Crowned Heads to Tatuaje, here are the Top 5 Cigars for Halloween of 2021. To check out previous Top 5 Halloween Cigars from the past, scroll down to get other ideas on some Halloween-inspired smokes you may want to try as well.

As always, don’t forget to click the link below to get this limited-time sampler today.

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Tatuaje Skinny Monsters

Kicking things off with our Top 5 Cigars for Halloween 2021 is one of our favorite lines from Tatuaje. If you’ve noticed a lot of cigars brands have themes to them. Well, Pete Johnson of Tatuaje was the first to really set that trend. First came the “Little Monster” series, next was the “Pudgy Monster”, then to round out the Monster series, Johnson kicked gifted us with the “Skinny Monster” series.

Tatuaje Skinny Monsters is a premium-cigar line that’s dedicated to old-school monsters throughout the Hollywood Horror genre world. He has the likes of Jekyll, Hyde, Jason, and many others.

Today, we’re featuring one of my personal favorites, the Skinny Monster Face. Paying homage to Leather Face from the gruesome 1974 classic ‘The Texas Chainsaw Massacre’. Cloaked in an Ecuadorian Habano wrapper, the Face has tobaccos from Nicaragua to make up the binder and filler. Some flavor notes you may detect while smoking the Skinny Monster Face are cedar, coffee, and red pepper throughout.

All thirteen Skinny Monsters in the series arrive in the same 6 x 38 size, which is available in a box of 25. If you’re looking for a cigar that will really get you into the spooky season spirit, then the Skinny Monsters by Tatuaje are the ones for you!

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Las Calaveras 2021

Next up on our Top 5 Cigars for Halloween for 2021 is another yearly limited release from our good friends over at Crowned Heads. The Las Calaveras series is a cigar line that is dedicated to the loved ones we lost over the last year. The yearly holiday celebrated throughout Mexico is called “Day of the Dead”, in which people wear wooden skulls, or “calacas”, dance and celebrate as a remembrance of the deceased.

Well since 2014, Crowned Heads incorporated that skull into the branding of this cigar line to add a deeper meaning of remembrance to the ones we’ve lost. This year, the Las Calaveras 2021 is fashioning a yellow band that is very eye-catching to the smoker.

Cloaked in an Ecuadorian Sumatra wrapper, the Las Calaveras 2021 is bound and filled with top-notch Nicaraguan tobaccos that hail from the My Father factory, which is a collaborator on this limited-edition gem. Flavor notes you’ll detect while smoking this cigar are fresh-cut grass, leather, espresso, and cinnamon on the backend.

Available in three different sizes, that come in a 4 pack sampler, or a box of 24, you can not get the limited and rare cigar, Las Calaveras 2021 today, on JR Cigars!

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Room 101 Doomsayer

Next up on our Top 5 Cigars of Halloween 2021 is the ever-so-popular smoke from Matt Booth and Room 101. With a name like “Doomsayer” you know we had to add it to our ever-so-popular Halloween list.

The Room 101 Doomsayer is available in two distinctive blends, the Aggressive Maduro and Passive Habano. Today we have the Doomsayer, Aggresive Maduro, a part of our Halloween Collection today.

This 6 x 55, limited edition beefy stick is cloaked in a delicious Ecuadorian Maduro wrapper, all while having various tobaccos such as Pennsylvania and Indonesian leaves to make up the binder and filler. Some flavor notes you may detect while smoking this medium to full-bodied smoke are black pepper, cocoa, vanilla, and wood all throughout.

Coming in a 55-count box, the Doomsayer is a delicious smoke that would pair perfectly with a small pack of Peanut M&M’s or darker, rich chocolate you may find in your goody bag on Halloween!

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Black Works Studio Killer Bee

Coming up next on our Top 5 Halloween Cigars of 2021, we have the flavorful full-bodied gem from Black Label Trading Co. “Black Works Studio”. Black Works Studio is designed to sell small batch cigars which focus on the artisanal side of crafting cigars. So we knew for this list, we had to add the Killer Bee from Black Works Studio, with it fitting perfectly with our Halloween-themed list.

Accenting candela barber pole on the cap of this cigar, the Killer Bee is bound and filled by Nicaraguan tobaccos, all while being drenched with dark, delicious tobaccos that hail from Ecuador. Flavor notes you may detect when smoking this 4.50 x 46 Petite Corona are a hint of white pepper, coffee, earth, and a cedar finish.

Available in one size that comes in a box of 24, this tiny little gem is worth smoking after a long night of dancing to the Monster Mash.

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Oscar Valladares Heaven and Hell

The last cigar featured on our Top 5 Halloween Cigars of 2021 is a part of a two-part release. In 2021, Oscar Valladares released the Oscar Valladares Heaven and Hell. We added the Hell Toro Maduro to our Top 5 because Halloween brings out the devil in some of us!

The 6 x 52 “Toro Maduro” is a medium-bodied smoke that features a Mexican binder, filler tobaccos from Honduras, and a wrapper that hails from Nicaragua. This JR exclusive line has delicious flavor notes of chocolate, black pepper, wood, and a touch of honey on the backend.

Available in a box of 20, you can get this Honduran-originated smoke online at JR Cigars today.


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XI2 Custom Halloween Cutter

Halloween is all about tricks, treats, and surprises. So for a little gem, we added in this sampler for you is the XI2 Custom Halloween Cutter from Xikar. Featuring dual Guiolltine blades, the XI2 Custom Halloween Cutter retains the classic Xikar shape.

Featuring nylon-fiberglass, this collectible limited-edition Halloween engraved design makes it easy to cut your favorite cigars on Halloween.

Originally priced at $49.99, you’ll; be getting the XI2 Custom Halloween Cutter at an affordable price along with this sampler that you simply cannot pass up!

Happy Halloween everyone! Stay safe and remember, never trade away your Tootsie Rolls!

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Top Five Cigars for Halloween - 2020

This is my favorite time of the year, hands down.  As a bigger guy, the cooler weather allows me to use the full extent of my wardrobe which is nice, and I am a huge horror movie fan.  So I always see Halloween as a time for celebration, and what better way to celebrate than with some fine cigars?


In the modern cigar industry, there are so many unique and artistic themes that fit in perfectly with the horror holiday, so let us take a look at the five best cigars for Halloween.

Tatuaje Skinny Monsters Drac

When discussing cigars for Halloween, or any horror-themed cigar in general, the Tatuaje Monster series is always mentioned first.  For 13 years, Pete Johnson and the Tatuaje team have been releasing limited edition cigars named after famous movie monsters.  Among my favorite is the Drac, especially in the skinny monster lancero size.


Named after legendary vampire Dracula, this thin smoke uses Nicaraguan filler and binder tobaccos along with a zesty Ecuadorian Habano wrapper for a full-flavored cigar experience.  The thinner ring gauge makes it even more flavorful due to the wrapper to filler ratio, which is why it’s among my favorites.

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The Boneshaker is still among my favorite private labels we have here at JR.  It is amazingly flavorful and one of the strongest cigars on the market.  However, neither the strength nor the flavor is overbearing.  The Boneshaker is also made in the same factory as the Dunbarton Mi Querida, so you know you are getting quality.


This full-bodied powerhouse is hand-crafted using aged Nicaraguan tobaccos from the Estelí region. Its finishing touch is a jet-black Connecticut Broadleaf Maduro wrapper.  The result is intense notes of chocolate, pepper, and a sweet spice at the end.  With its gothic skeleton label and vicious name, this is a great cigar for this time of year.

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Black Label Trading Company Santa Muerte

Black Label Trading Company is quickly becoming a new favorite for me.  I love their back story, their themes, and the fact that the brand has its own small factory, so everything is produced in house.  Among their fine portfolio is the well-rounded Santa Muerte, which is a medium to full-bodied smoke with a ton of complexity to it.


The Santa Muerte uses a six-leaf combination of tobaccos from Nicaragua, the Dominican Republic, and Mexico, giving it a medium strength and a great combination of flavors.  The Ecuadorian Habano wrapper adds in a lovely touch of spice, nuts, and earth. The cigar takes its name from the Mexican folk personification of death, making it a great choice for All Hallows Eve.

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Las Calaveras 2019

This is one of the few yearly releases that I really look forward to.  For five years, Crowned Heads has teamed up with Don Pepin to create this wonderful cigar that is named after the Mexican Day of the Dead.  Since its inception in 2014, this cigar has received several 90+ ratings and is a release every true cigar nerd looks forward to.


The 2019 version is the best since the original, and that’s not just me saying that.  It is being hailed as a return to form, and one of the best cigars of the year.  It is hand-rolled at the My Father factory using Nicaraguan filler and binder tobaccos.  It is then cloaked with a rich and savory Ecuadorian Habano Oscuro wrapper, giving it a mix of rich, sweet and spicy notes.  What better way to celebrate Halloween than with a Las Calaveras.

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Viaje Super Shot 10 Gauge

Viaje is one of the kings of themed cigars. Their Zombie series is highly coveted every year, so much so that we sold out in a week.  However, the Zombie Red and Green are not my favorites among the series.  That distinction belongs to the short, stout and powerful Super Shot. Made to resemble a shotgun shell, the 10 gauge comes packed with a lot of flavors in such a small package.


The super Shot is rolled with 100% Nicaraguan tobaccos, including a zesty Nicaraguan criollo wrapper.  This results in a full-flavored and full-bodied smoke with notes of red pepper, cedar, cinnamon, and a little chili pepper as well.  While I am usually not a fan of short, fat cigars, this blend just works perfectly in this size.  When you need to defend yourself from the zombie horde, load in a super shot.

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