Food & Drink

The 10 Best Cigars to Pair With Red Wine

Ah, cigars… those tasty tobacco packed cylinders that pair so amazingly well with a whole lot of the finer things in life… good friends, great food, hearty coffee, and as far as libations go, we’re always talking about matching them up with the brown liquors and our favorite beers (relax, buddy, just calm the hell down – nobody said anything about Coors Light, all right?!). But for one reason or another, you don’t see wine talked about very much, which is a bit perplexing – because red wine, in particular, is the perfect match-up with a premium hand rolled smoke. Make no mistake, red wine and cigar pairings are to be taken seriously.

The deep fruitiness and the complexities of some of my favorite vinos make for one hell of a companion to my nightly relaxing smoke out on the back patio. And what’s really interesting is that the way wines are made is incredibly similar to the way cigars are made, and I often talk about those similarities when explaining cigar making to newbies who want to know more. There are many different types of grapes, grown in various countries, in various regions with different climates and conditions, just like when it comes to growing and cultivating cigar tobacco. Then there’s the fermenting, blending and aging processes, which lead to a wine’s body and flavor profiles – again, very comparable to cigars.

Today I give you five reds that I really enjoy and recommend to you when firing up a good smoke:

  • Shiraz – A very popular dinner wine from Australia and South Africa. It’s spicy, peppery, deep red in color, complex and full-bodied with notes of blackberry and plums. I’ll have this with a nice hearty steak dinner.
  • Zinfandel – No, not “White” Zinfandel, the pink sugar water that neophytes and young cackling hens fawn over. I’m talking about the delicious red that is the standard from California. Very complex with notes of black cherry, raspberry, blackberries and raisins.
  • Cabernet Sauvignon – California’s finest, dense, thick and full-bodied, coating the palate with purple and black currants and black cherry. Great with heavier meals, but equally delicious all on its own.
  • Pinot Noir – Many come from northern California, but the state of Oregon has really become the premiere growing region. It’s generally a more medium-bodied wine that goes great with things like chicken and seafood. Notes of cherries, blackberry and plum.
  • Tawny Port – A dessert wine that’s made for sipping and one of my favorite drinks to accompany a cigar. True Port is made with grapes grown in Portugal. I like Tawny better than Ruby Port as it offers an array of more subtle, complex flavors like blackberry, raspberry, caramel, cinnamon and chocolate.


So let’s take a look at my cigar picks for pairing with red wines:


Belicoso (5 3/8″ x 52)   Wrapper: African Cameroon   Inside: Dominican

Arturo Fuente Don Carlos

he Don Carlos is rich, spicy, and very full-bodied, and a favorite of Fuente Family fans, with notes of espresso, dark chocolate, wood and pepper. It pairs so well with an Australian Shiraz (love Penfolds) as its spiciness holds up to this bold Fuente’s flavor profile. This is a stellar combination.



Belicoso (6 1/8″ x 57)   Wrapper: Dominican Sun Grown   Inside: Dominican

Aging Room Solera Sun Grown

This is a medium-bodied stick that boasts one hell of a lot of full flavor! Delicious notes of espresso, citrus, and a nice nuttiness – and since the tobaccos are blended in a style that’s similar to the Solera method used in Spanish wines, this Aging Room is a natural for almost any red wine and cigar pairings. I think a fruity, medium-bodied Pinot Noir matches up nicely here, and the Twill Stormy Morning out of Oregon is an exceptional choice.



E-III (6 7/8″ x 54)   Wrapper: Mexican San Andres   Inside: Dominican, Nicaragua & Ecuador Sumatra

EP Carrillo La Historia

This dark, box-pressed beauty was the #2 Cigar of the Year back in 2014 because it is simply outstanding. Notes of dark chocolate, nuts and espresso lace this full-flavored, complex work of art. Cap the end of the day off with this and a rich and flavorful Cab and you’ll be in heaven. An impeccable selection would be a California Jordan, a wine that is like drinking liquid silk.



Gran Robusto (6″ x 54)   Wrapper: Nicaraguan Corojo   Inside: Costa Rica & Nicaragua

Gran Habano #5 Corojo

The Gran Habano has been a longtime go-to stick of mine with its sweetness coming from that gorgeous Corojo outer leaf. Its flavor profile gives off wonderful notes of coffee, nuts, and a creamy earthiness. The complexity of a Zinfandel with its berry and raisin components makes it the perfect mate to the #5. Quivira Dry Creek is a top pick Zin.



The 58 (5″ x 58 Robusto)   Wrapper: Brazilian Mata Fina   Inside: Nicaragua

Java By Drew Estate

The Java is one of my favorite after-dinner cigars that I always enjoy pairing with a sweet Tawny Port to make for the perfect dessert. This medium-bodied premium square-pressed delight gives off a luscious scent of coffee beans, as the sweetness of the port taken in small sips makes it one of those dream red wine and cigar pairings. Skip the cheesecake and go for a Taylor Fladgate 20 year old. I guarantee you send me a thank you email.



Reserva Gran Cojonu (6 ½” x 60)   Wrapper: Ecuador Habano   Inside: Nicaragua

Tatuaje Miami

This Tatuaje is a full-bodied, full-flavored Nicaraguan complexity that ranks high on many lists, with a peppery start that quickly fades into the taste of rich coffee beans and dark fruit. A great vino to go with the Miami is a Zinfandel that is loaded with dark berry flavors. Damn, what a wonderful pairing – Peachy Canyon makes some terrific Zins.



Torpedo (6 ½” x 52)   Wrapper: Mexican San Andreas   Inside: Nicaragua

Inferno Flashpoint Maduro

This Flashpoint, made by Oliva, is a deliciously smooth cigar that hails from Nicaragua with a spicy Mexican San Andres wrapper. Full-bodied, but not strong, it’s earthy with notes of coffee bean and dark wood. Love smoking this with a nice spicy Shiraz as the flavors marry so nicely. Boland Cellar of South Africa makes some damned tasty reds.



Belicoso (6 ½” x 52)   Wrapper: Nicaraguan   Inside: Nicaragua

Trinidad Esteli By Plascencia Cigar

Nestor Plasencia Jr. has knocked it out of the park with this Nicaraguan-made offering. It is extremely complex and full-flavored, but not strong or overpowering by any means. The smoke is creamy, thick and smooth on the palate with notes of sweet spice, earth, and a deep woodiness. I smoked it with a sinfully delicious Sterling Vineyards Cabernet and I never wanted it to end.



Toro (6″ x 52)   Wrapper: Honduras   Inside: Honduras & Nicaragua

Rocky Patel 20th Anniversary

The Rocky 20th is a hell of a decadent cigar, dark, box-pressed, full-bodied, and silky-smooth. Pronounced notes of wood, espresso, and cocoa lace the palate with a sweet smack of cinnamon. When I light up an ultra-premium cigar of this caliber, it’s often after a hearty dinner and paired with a Tawny Port for dessert. Go for a Fonseca 20 year old with its warm fruit, cinnamon and butterscotch notes and life will have a hard time getting any better than this.



Magnum (6″ x 60)   Wrapper: Ecuador Connecticut   Inside: Dominican Republic & Nicaragua

Romeo y Julieta Reserva Real

While the Reserva Real sports a smooth, creamy, lighter colored Ecuadorian wrapper, the inner blend is spicy and full, giving the cigar a nice medium-bodied profile. It’s woody and nutty with a hint of peppery spice. The perfect pairing would be with a nice, medium-bodied Pinot Noir, and Holdredge Russian River Valley from California makes a wonderfully fruity concoction with ripe cherry flavors.


So, I hope I got your palate ready to shake things up a bit from the usual whiskey or beer nightcap, and try some super flavorful red wine and cigar pairings. The comment section is below, and we’d love to hear what you think!

Tommy Zman Zarzecki


Tommy Zman, is an obsessive enjoyer of life’s leafy pleasures. Growing up in the bowels of northern New Jersey, parented by an eccentric Polish father and a neurotic Italian mother, what else could this man possibly be other than a humorist? ZMan’s a real throwback to a time when men were kings of the castle and smoking a cigar in public didn’t label you an outcast and a pariah. He’s an old–school down to earth guy - but when it comes to p.c. tyranny and nanny-state legislature, he’ll draw his sword and swing for the fences. Tommy gathered a faithful following as a longtime feature writer at Cigar Magazine, and his testosterone laden FaceBook community, CROMAG NATION™ is truly the last great bastion for Men’s Men.

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