Our Team's Best Whiskey and Cigar Pairings
Why Our Team Loves Pairing Irish Whiskey and Premium Cigars?
At James J. Fox Dublin, we’ve been helping customers discover the finest cigars Ireland has to offer since 1881. From our iconic cigar shop in Dublin, we’ve long been a trusted destination for those seeking both time-honoured tradition and exceptional quality.
While our heritage is rooted in premium cigars, our passion for Irish whiskey has grown just as deep. Today, we’re proud to offer one of the most curated selections of premium Irish whiskey available — from single malt to blended expressions — alongside other world-class whiskies such as Japanese and Scotch whisky. Whether you’re looking to buy whiskey online in Ireland or explore rare bottles in person, our team is here to guide the way.
And when it comes to the ultimate indulgence, few things match the experience of a perfectly balanced cigar and whiskey pairing. That’s why we’ve brought together our entire team — from the humidor to the tasting room — to share their favourite pairings, crafted from years of experience and personal taste.
In this guide, you’ll find expert picks, flavour insights, and links to explore or buy cigars or whiskeys online in Ireland. Whether you’re new to pairing or a seasoned aficionado, you’ll discover something to savour. Let’s dive in.
Why Pair Cigars with Whiskey?
The Ritual, The Flavour, The Harmony
There’s a timeless pleasure in a well-chosen whiskey and cigar pairing — a ritual that engages the senses and invites slow, deliberate enjoyment. The warmth of the whiskey enhances the richness of the tobacco, while the cigar's complex layers bring out hidden depth in the spirit. When balanced correctly, the two create a moment that’s greater than the sum of its parts.
Among all spirits, Irish whiskey holds a particularly special place in the cigar pairing guide. Its smooth character, often with notes of honey, spice, orchard fruits or toasted oak, makes it one of the best whiskeys for cigars — especially for those exploring the best cigar pairings for beginners. Whether you're enjoying a mellow single grain or a bold single pot still, there's an Irish whiskey for every wrapper and ring gauge. Our team has curated this guide to help you understand how to pair cigars and whiskey, featuring their own expert recommended cigar and whiskey pairings to get you started.
The Pairings: Team Picks
Each of these pairings comes straight from our team — the people who live and breathe cigars and whiskey every day. There’s no sales script, no product push — just honest favourites chosen by the individuals behind the counter, in the humidor, and on the shop floor. Every pairing is explained in their own words, with real insights into why these combinations work so well together.
Yiorgos, Managing Director
Cigar Pick: H. Upmann Magnum 54
Whiskey Pick: Redbreast 15-Year-Old
Why this pairing works:
This is a classic premium cigar and whiskey pairing where the profiles mirror and elevate each other beautifully. The Magnum 54, one of the most consistent Cuban cigars, opens with mild creaminess and evolves into deeper notes of oak, leather, and spice. Meanwhile, Redbreast 15, a celebrated Single Pot Still Irish whiskey, delivers dark fruits, brown sugar, and warming pot still spice. Together, they create a seamless flavour journey that highlights the strengths of both. A standout choice for those seeking a top Irish whiskey to pair with a refined hand-rolled cigar.
Paul, Retail Manager
Cigar Pick: H. Upmann Magnum 54
Whiskey Pick: Dingle James J. Fox 145th Anniversary Oloroso Cask
Why this pairing works:
Seemingly mild at first, the Magnum 54 evolves into a complex Cuban cigar with nutty bitterness and rich depth. That progression pairs flawlessly with the Dingle Oloroso Cask, a robust single cask Irish whiskey released for our 145th anniversary. With dried fruit, figs, and almond on the palate, the whiskey holds its own beautifully, complementing the cigar’s transition with bold elegance. This is a standout premium cigar and whiskey pairing for those who enjoy structure and strength.
Daniel, Sales Advisor
Cigar Pick: Partagás Serie D No. 4
Whiskey Pick: JJ Corry The Quick Brown Fox 8-Year-Old Single Malt
Why this pairing works:
This is a striking Cuban cigar and Irish whiskey pairing built on contrast. The Partagás Serie D No. 4 is rich, spicy, and full of peppered depth — a staple among premium cigars. In contrast, The Quick Brown Fox, a smooth single malt Irish whiskey finished in sherry casks, brings fruity sweetness and a soft finish. The combination of bold cigar spice with the whiskey’s mellow richness creates a dynamic, rewarding experience. A must-try for those looking to explore the best Irish whiskey for full-bodied cigars.
Anthony, Sales Advisor
Cigar Pick: Bolivar Royal Corona
Whiskey Pick: Boann Single Pot Still Marsala Finish
Why this pairing works:
Bold meets bold in this flavour-packed match-up. The Bolivar Royal Corona, a medium to full-bodied Cuban cigar, delivers layers of cocoa, wood, and cream — making it a favourite among those who prefer handmade cigars with character. It stands its ground beautifully against the Boann Marsala Cask, a rich and spicy Single Pot Still Irish whiskey with dried fruit sweetness and a nutty undertone. A power pairing that shows how complexity and balance can go hand in hand.
Bobby, Sales Advisor
Cigar Pick: Davidoff Signature 2000
Whiskey Pick: JJ Corry The Lazy Dog 8-Year-Old Single Pot Still
Why this pairing works:
If you're after subtlety and sweetness, this pairing delivers. The Davidoff Signature 2000, known for its light coffee and cream profile, pairs gently with JJ Corry’s Lazy Dog — a nutty and spice-laced Single Pot Still Irish whiskey that never overwhelms. It's a great example of how to pair cigars and whiskey with finesse, allowing both to shine without one overpowering the other. Ideal for those who enjoy nuance over intensity.
Steph, Sales Advisor
Cigar Pick: Davidoff Nicaragua Toro
Whiskey Pick: James J. Fox Single Grain Irish Whiskey
Why this pairing works:
The Davidoff Nicaragua Toro brings a bold yet elegant profile — gentle pepper, earthy spice, and a sweet finish — which pairs seamlessly with the smooth vanilla and toffee notes of our James J. Fox Single Grain Irish Whiskey. This is a textbook example of balance between a Nicaraguan cigar and a good Irish whiskey, where each draws flavour from the other without competing. A confident choice for anyone interested in expanding their cigar and whiskey pairing repertoire.
Pete, E-Commerce Manager
Cigar Pick: Davidoff Signature 2000
Whiskey Pick: Fercullen Single Malt
Why this pairing works:
This is a gentle, balanced combination that’s perfect for a relaxed evening. The Davidoff Signature 2000, a favourite among fans of handmade cigars, starts with subtle hay and dried grass before moving into cedar and coffee tones. These evolve gracefully alongside the Fercullen Single Malt, a good Irish whiskey known for its soft stone fruit, nutmeg, and light toffee. There’s no clash, just quiet harmony. If you’re exploring the best cigar pairings for beginners, this approachable pairing is a great entry into the world of single malt Irish whiskey.
Amy, Sales Executive
Cigar Pick: Hoyo de Monterrey Epicure No. 2
Whiskey Pick: Clonakilty Port Cask Finish
Why this pairing works:
Light, creamy, and beautifully floral, the Hoyo de Monterrey Epicure No. 2 is one of the best-known Cuban cigars for a reason. Paired with Clonakilty’s Port Cask Finish, a fruit-forward blended whiskey with raisin and spice notes, the result is a flavour experience that’s subtle yet rewarding. A top recommendation in any cigar pairing guide, especially for those drawn to sweeter finishes and lighter-bodied cigars.
Lainey, E-Commerce Assistant
Cigar Pick: Romeo y Julieta Petit Churchill
Whiskey Pick: James J. Fox Single Grain Irish Whiskey
Why this pairing works:
This pairing is all about gentle depth and forest-like harmony. The Romeo y Julieta Petit Churchill, a smooth and creamy handmade cigar, slowly builds with notes of cedar, while our Single Grain Irish whiskey brings soft oak, vanilla, and a clean, structured body. It’s a subtle match that exemplifies how even lighter premium cigars can find their perfect complement in a well-crafted Irish whiskey.
Jason, Marketing Executive
Cigar Pick: Hoyo de Monterrey Epicure No. 2
Whiskey Pick: JJ Corry Bonder’s Edition 21-Year-Old Single Malt Fino Sherry Finish
Why this pairing works:
This is a pairing made for slow summer evenings. The Epicure No. 2, with its signature floral sweetness and refined spice, matches effortlessly with the Bonder’s Edition — a rare 21-year-old single malt Irish whiskey finished in Fino sherry casks. Expect warm spice, stone fruit, and delicate fig notes from the whiskey, echoing the cigar’s natural profile. A beautifully aged and elegant match, perfect for those seeking one of the best Irish whiskey and cigar pairings they can find.
A Few Tricks from the Team to Match Like a Pro
When it comes to whiskey and cigar pairing tips, there are no hard rules — just a few simple principles to help you get the most from every match. Here are some of our favourite team-approved pointers:
• Match intensity with intensity — a bold single malt works best with a full-bodied cigar, while lighter blends suit something more delicate.
• Contrast can be magic — try pairing a sweet, fruity whiskey with a spicy cigar for a more dynamic experience.
• Don’t overlook the tools — a proper whiskey glass, quality cigar cutters and lighters, and a well-seasoned humidor can elevate the moment.
• Consider the setting — some pairings suit a slow evening indoors, others are made for a warm summer night on the patio.
• Start simple — the best cigars for beginners often pair beautifully with smooth Irish whiskeys and give you room to explore.
If you're still figuring out how to enjoy whiskey and cigars together, experimenting with these tips will get you off to a great start — and if you’re looking for the right tools to elevate the experience, our curated selection of cigar accessories and whiskey accessories is a great place to begin.
Ready to Try Them? Here’s Where to Start
Whether you're ready to buy Irish whiskey online, searching for Cuban cigars, or simply curious to discover new combinations, this is the perfect place to start. From rare single malts to handmade cigars, you'll find expertly curated options in our online shop and at our shop in Dublin on Grafton Street.
Our full range includes whiskey gift sets, cigar gift sets, and much more — ideal for personal enjoyment or thoughtful gifting. We partner with renowned distilleries and cigar makers to bring you authentic, premium selections. Many of our products come with tasting notes and pairing suggestions to enhance your experience. New arrivals are added regularly, so there’s always something fresh to discover.
Start exploring today:
Not sure where to begin? Just ask — our team loves helping customers discover their perfect match.