Pairing Cigars with Bourbon Tips (Plus 8 Recommendations)

Cigars and Bourbon Pairing

Bourbon and cigars have been enjoyed together for centuries—a good cigar’s rich, smoky flavor pairs well with the smooth, sweet bourbon notes. Enjoying a cigar with a glass of bourbon is a luxurious experience that is perfect for relaxing or celebrating a special occasion.

Pairing cigars with bourbon is a great way to enjoy the complex flavor of a premium cigar. There are a few things to remember when pairing the two, but the best way to find a complementary pairing is to experiment. With a little trial and error, you will indeed find a combination you will enjoy. Some of the cigars and bourbons that go well together are listed here.

Table of Contents

11 Best Cigar & Bourbon Pairings

#1: Oliva Series V Melanio Maduro and New Riff Single Barrel

Oliva Series V Melanio Maduro and New Riff Single Barrel are the perfect cigar and bourbon that go well together. The smokiness of the cigar pairs perfectly with the sweetness of the bourbon, creating a complex and enjoyable flavor profile.

The Oliva Series V Melanio Maduro is a full-bodied cigar with chocolate, nuts, pepper, and cedar notes. It is the perfect cigar for enjoying after a meal or with a glass of bourbon. The New Riff Single Barrel is a bourbon that is aged for four years in new, charred oak barrels. It has a sweet flavor profile with notes of vanilla, caramel, and a little licorice.

Together, these two products create a perfect pairing that is perfect for any cigar and bourbon lover.

#2: La Aroma de Cuba Mi Amor and Old Fitzgerald Bottled in Bond 100 Proof

La Aroma de Cuba Mi Amor is a rich and flavorful cigar. It has notes of coffee, chocolate, and nuts. Old Fitzgerald Bottled in Bond 100 Proof is a smooth and creamy bourbon. It has notes of vanilla and caramel. Together, these flavors create a symphony in your mouth.

The La Aroma de Cuba Mi Amor is the perfect cigar to enjoy after a meal. It’s a full-bodied cigar that pairs well with a glass of Old Fitzgerald. The La Aroma de Cuba Mi Amor is a cigar that is meant to be savored. The flavors will linger on your palate and leave you wanting more.

The Old Fitzgerald Bottled in Bond 100 Proof is the perfect bourbon to enjoy with a rich cigar like the La Aroma de Cuba Mi Amor. The sweetness of the bourbon will complement the flavors of the cigar. The Old Fitzgerald is a bourbon that is meant to be sipped slowly. The flavors will develop over time, and you’ll be able to enjoy them fully.

#3: Montecristo White Vintage Connecticut No. 3 and Woodford Reserve Double Oaked

Montecristo White Vintage Connecticut No. 3 and Woodford Reserve Double Oaked are the perfect cigar and bourbon that go well together. The Montecristo White Vintage cigar has vanilla, coffee, nuts, and a creamy taste, while the Woodford Reserve Double Oaked bourbon has a richer and more full-bodied flavor. The two complement each other perfectly, making for a delightful experience.

The Montecristo White Vintage Connecticut is a light and creamy cigar. It has a delicate flavor that is perfect for those who want to enjoy a cigar without being overwhelmed by the taste.

On the other hand, the Woodford Reserve Double Oaked is a more decadent and full-bodied bourbon. It has a deep and complex flavor that is perfect for those who want to enjoy a truly luxurious experience. Together, these two products create the perfect pairing for those who want to enjoy the best of both worlds.

#4: Arturo Fuente Anejo and Angel's Envy Cask Strength

Sit back, relax, and enjoy a night in with a good cigar and even better bourbon. Arturo Fuente Anejo and Angel’s Envy Cask Strength are the perfect cigar and bourbon that go well together. The Arturo Fuente Anejo is a world-renowned cigar that is known for its rich flavor and complex aroma. Angel’s Envy Cask Strength is a bourbon known for its smooth taste and unique flavor profile.

The Arturo Fuente Anejo is a work of art in itself. The wrapper is dark chocolate brown, and the cigar is expertly rolled. The flavor is deep and complex, with coffee, chocolate, and spice notes. It is the perfect cigar to enjoy with a glass of Angel’s Envy Cask Strength.

The Angel’s Envy Cask Strength is a bourbon that is aged for up to 14 additional months in port wine casks. The result is a smooth, mellow bourbon with a hint of sweetness. It is the perfect partner for Arturo Fuente Anejo.

Together, these two products create the perfect balance of flavor and sophistication. Enjoy them together and savor the experience.

#5: Padron 1964 Anniversary and Knob Creek

The Padron 1964 Anniversary is one of the finest Cigars available. It is made with aged tobacco, and its flavor is rich, complex, and truly unforgettable. Knob Creek, meanwhile, is a small batch of bourbon known for its smooth taste of vanilla, burnt caramel, and oak flavor notes and superior quality.

Together, these two make for a perfect pairing. The Padron 1964 Anniversary brings out the best in Knob Creek. The cigar’s rich flavor enhances the bourbon’s smooth taste, and the two work together to create a truly exceptional experience. If you’re looking for the perfect Cigar and Bourbon pairing, look no further than the Padron 1964 Anniversary and Knob Creek.

#6: Rocky Patel The Edge and Maker's 46

The Rocky Patel The Edge cigar is full-flavored and rich, with a perfect burn and draw. It is made with Honduran and Nicaraguan tobacco and is a medium to full-bodied smoke. The Maker’s 46 bourbon is smooth and easy to drink, with a sweet finish. Combined, these two products make for a perfect evening.

The Edge has a rich and bold flavor that is perfect for enjoyers of full-bodied cigars. It is made with a blend of Nicaraguan and Honduran tobacco and has full strength. The flavor profile of The Edge includes notes of pepper, leather, and earth with a little bit of sweetness. This cigar will surely please any cigar lover looking for bold and full-flavored smoke.

Maker’s 46 is a smooth and flavorful bourbon perfect for those who enjoy a slightly sweeter spirit of caramel, vanilla, and baking spice. It is aged longer with unique, seared French oak staves, which gives Maker’s 46 its unique flavor profile.

#7: Romeo y Julieta 1875 and Bushmills Black Bush Whiskey

Many cigars and bourbon combinations can be enjoyed, but one particularly special is the Romeo y Julieta 1875 and Bushmills Black Bush Whiskey. These two products complement each other perfectly, creating a smooth and rich flavor that is sure to please even the most discerning palate.

The Romeo y Julieta 1875 is a classic Cuban cigar that cigar lovers have enjoyed for generations. It is well-known for its mild to medium bodied, yet has a smooth flavor of toasted nuts, peppers, and coffee, and its ability to stand up to even the most full-bodied bourbons.

On the other hand, the Bushmills Black Bush Whiskey is a more mellow drink with notes of vanilla, toffee, peanut, and milk bottle sweeties. When these two products are combined, a perfect balance of flavors will satisfy even the most demanding smoker.

#8: San Cristobal Revelation and Blanton's Single Barrel

Some many cigars and bourbons go great together, but few can match the perfection of the San Cristobal Revelation and Blanton’s Single Barrel.

The San Cristobal Revelation is a medium to full-bodied cigar with a complex flavor profile with cedar, earth, hay, and spice notes. The Blanton’s Single Barrel is a bourbon that is from Kentucky. It is a single-barrel bourbon, meaning each bottle comes from a single barrel and is not blended with any other bourbon. This gives it a unique flavor that is different from other bourbons. The flavors of the San Cristobal Revelation and Blanton’s Single Barrel complement each other perfectly.

#9: Eiroa the First 20 Years and Russell's Reserve 10 Year

Eiroa the First 20 Years and Russell’s Reserve 10 Years are the perfect cigar and bourbon that go well together. Both products are made with the highest quality in mind and have a long history of tradition and excellence. When paired together, they create a perfect balance of flavor and complexity.

Eiroa the First 20 Years is a premium cigar that is handcrafted in Honduras. The cigar has a rich, full-bodied flavor with notes of wood, chocolate, nuts, creaminess, and spice. It is medium to full in strength and has a smooth, complex finish.

Russell’s Reserve 10 Year is a small batch of bourbon that is distilled in Kentucky. It is made with a blend of hand-selected barrels that are aged for a minimum of ten years. The bourbon has a rich, full-flavored taste with notes of vanilla, oak, and caramel.

When these two products are paired together, they create a perfect balance of flavor and complexity. The Eiroa the First 20 Years brings the perfect amount of body and flavor to complement the Russell’s Reserve 10 Year. The bourbon’s rich, full flavor pairs beautifully with the cigar’s wood and spice notes. The result is a perfect pairing that is sure to please any palate.

#10: Arturo Fuente Hemingway Short Story and Jefferson's Very Small Batch

Few things are as synonymous with relaxation and enjoyment as a good cigar and a glass of fine bourbon. And when it comes to finding the perfect pairing of these two indulgences, it doesn’t get much better than the Arturo Fuente Hemingway Short Story and Jefferson’s Very Small Batch.

The Arturo Fuente Hemingway Short Story is a medium-bodied cigar that is expertly crafted and features a classic flavor profile that is perfect for pairing with bourbon. The cigar’s cedar, caramel, and spice flavor notes complement the bourbon’s rich and complex flavor, making for a gratifying smoking experience.

The Jefferson’s Very Small Batch is a unique bourbon made using a special blend of three different whiskeys. This gives the bourbon a flavor that is both smooth and complex, with notes of citrus, vanilla, and caramel. This makes it the perfect partner for the Arturo Fuente Hemingway Short Story, as the two complement each other perfectly.