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If you’re on the hunt for a box of delicious, expertly crafted smokes, then look no further than Caldwell Cigars. Featuring grade-A tobacco blends, the Caldwell cigar collection is home to a unique range of premium cigars known for quality construction, deeply satisfying taste and complexity. Here’s all you need to know about these R&R Cigars favorites and how you can purchase Caldwell Cigars.

What Are Caldwell Cigars?

Caldwell Cigars are legendary boutique cigars from Caldwell Cigar Company. The company is the brainchild of Robert Caldwell, who founded Caldwell Cigars in 2013, officially launching the cigars a year later. Caldwell had already experienced some success in the cigar industry, making a name for himself with a cigar-oriented hospitality service. In addition, he was known as the man behind Wynwood cigars, Caldwell’s first foray into small-batch, boutique cigars. 

For his Caldwell Cigar Company, Caldwell set out to craft limited-production premium cigars using only rare, well-aged proprietary tobaccos. The key for Caldwell was to develop blends that not only he would smoke himself yet would stand up to the scrutiny of the industry’s most important critics: everyday cigar aficionados. Right out of the gate, Caldwell cigars proved stunning crowd-pleasers, winning over industry professionals and cigar lovers everywhere. 

The Caldwell Cigar Collection features a broad array of boutique treasures, with something for every cigar smoker to enjoy. From easy-going to devilishly bold, you’ll find a Caldwell cigar to match your taste or mood. The premium collection of handmade Caldwell cigars includes:

Long Live The King

Made using A-grade tobaccos, Caldwell’s classic Long Live The King delivers a full-bodied experience packed with bold notes of earth, oak, black pepper, and dark chocolate. Rich in character yet smooth and balanced, the Long Live The King or LLTK to the initiated is constructed around a blend of filler leaves from the Dominican Republic, Nicaragua, and Peru. Corojo wrapper and binder leaves complete the highly sought-after cigars. The LLTK Mad Mofo ups the ante with a potent collection of Mexican, Indonesian, Dominican, Nicaraguan, and US-grown tobaccos. All of these limited production smokes are often difficult to track down, yet prove most delectably rare finds. LLTK cigars are R&R Cigars specialties favored by connoisseurs looking to purchase Caldwell cigars.

Eastern Standard

The Eastern Standard features some of Caldwell’s most flavorful creations. The smooth and mellow original Eastern Standard blend features an Ecuadorian Aracon Hybrid wrapper, an Indonesian binder, and select filler tobaccos from the Dominican Republic and Nicaragua. The supple textures of the aged tobaccos coat the palate with tasty delights while never overpowering the senses. The Eastern Standard Sun Grown provides a bolder, fuller-bodied expression thanks to a blend of Dominican, Mexican, and Ecuadorian leaves dressed in a Mexican Habano Sun Grown wrapper. 

The King Is Dead

Another cigar featuring Caldwell’s rare grade-A tobaccos is The King Is Dead. One of Caldwell’s most sought-after and hardest-to-find cigars, the “TKID” series was five years in development and offers one of the industry’s most intriguing Dominican Puros. Each cigar wears a tantalizing Dominican Negrito wrapper which covers select Dominican leaves. The smoke is beautifully balanced with splashes of creamy milk chocolate, earth, cedar, and cinnamon spice flavors, with a richly complex finish. Consider yourself a member of an exclusive club if you can get your hands on these treasures. Luckily, R&R Cigars specializes in these rare delights. So, while others can only dream of the legendary cigars, you’ll be savoring the voluptuous character of Caldwell’s TKID.

Blind Man’s Bluff

The Ecuadorian Habano-wrapped Blind Man’s Bluff proved an instant hit with cigar lovers, becoming one of the brand’s most iconic lines and spawning two variations to complement the original. Select long-fillers from the Dominican Republic and Honduras are at the heart of the Blind Man’s Bluff Habano and the mellower Blind Man’s Bluff Connecticut, which sports an Ecuadorian Connecticut wrapper leaf. The third Blind Man’s Bluff edition is the Blind Man’s Bluff Nicaragua, a Nicaraguan Puro, which delivers a rich, full-flavored adventure highlighting the best of Nicaraguan tobacco. Each Blind Man’s Bluff expression offers intensely flavorful yet deliciously smooth experiences that continue to rack up the accolades. 

Savages

The lesser-known Savages cigar range kicks it up a notch with a full-bodied explosion of sweet and spicy notes strung together by ribbons of hearty leather flavors. An oily Ecuadorian Habano wrapper surrounds a secretive blend of aged tobaccos, which Robert Caldwell counts amongst his favorite go-to options. Often overshadowed by other Caldwell cigars, Savages are great options for those searching for a boldly textured guilty pleasure. The cigars are also prime candidates for those looking to put cigars down for extended aging, allowing the tobacco blend to mature and mellow while enhancing the complex taste. 

Anastasia

Caldwell Cigars’ Anastasia has been offered in several expressions over the years, with Caldwell partnering with some of the industry’s best cigarmakers, including Ernesto Perez-Carrillo Jr. and the legendary Tabacalera La Alianza S.A. factory in the Dominican Republic. However, the current Anastasia 2022 “Yellow Band” features the most alluring expression to date. While Caldwell and his current collaborators remain hush-hush about the blend, the smoke is silky smooth, medium-bodied, and satisfying any time of day or night.

The Last Tsar

The Last Tsar is a take-no-prisoners flavor bomb that doesn’t hide behind the luxuriousness of the tobaccos contained within. The full-bodied adventure features a secret blend of top-grade tobaccos covered by a dark Arapiraca Hybrid wrapper from Ecuador. With every puff of these royally entertaining smokes, you can expect big-boned cedar, pepper, and cocoa flavors supported with splashes of citrus and cream. The Last Tsar cigars can be enjoyed now, or you can put them away for extra aging. Either way, the boisterously delicious “TLT” cigars won’t be around forever, so get them if you can find them! 

La Barba

Sommelier Tony Bellatto partnered with Robert Caldwell and frequent Caldwell collaborator Tabacalera William Venture to create La Barba cigars. With five different blends from which to choose, cigar lovers have a plethora of options ranging from smooth and mellow to rich and boldly structured. A nod to Bellatto’s background as a sommelier, La Barba cigars are blended to be great pairing options for wine, port, and craft ales, as well as top-shelf spirits such as bourbon, rum, and tequila. Just pick your La Barba cigar and a beverage to match, and you are on your way to a blissful cigar-smoking experience.

In addition to these exceptional cigars, you can find Caldwell’s Cream Machine in their “Lost and Found” series at R&R Cigars.

What Makes Caldwell Cigars Special?

Caldwell Cigars all have complex, beautifully aged tobacco blends assembled by boutique cigarmakers at the height of their abilities. From the wildly popular Blind Man’s Bluff to the exceptional The King Is Dead, Caldwell cigars feature some of the most exquisite premium tobaccos on the planet. This alone puts them amongst the cigar industry’s elite. 

Yet there is more to Caldwell cigars than just rare tobacco. Every Caldwell cigar is infused with the unique personality of its namesake, Robert Caldwell. His off-beat sense of humor is evident in the cigars’ whimsical cigar band and box art. Also, his relentless passion for quality is behind the exquisite blending techniques, exceptional craftsmanship, and crowd-pleasing flavor profiles. When all is said and done, Caldwell creates cigars that everyday cigar lovers can call their own. Whether a casual smoker looking for a deeper exploration of cigars or a dedicated cigar connoisseur searching for that perfect smoke, the world of Caldwell Cigars is quite simply a great place to be.

Where Can I Purchase Caldwell Cigars?

Since Caldwell Cigars only offers the finest small-batch cigars, numbers are extremely limited, so cigars may not be available to you through normal outlets. Only the finest cigar shops are allowed to carry the full collection of Caldwell cigars, and even then, stock can prove extremely limited. Luckily for cigar lovers in and around Tuscaloosa, R&R Cigars is your first and best choice when it’s time to purchase Caldwell Cigars.

R&R Cigars offers top-of-the-line, hard-to-find premium cigars with one of the most diverse humidors in the United States. R&R’s in-store staff is highly knowledgeable about cigars and can steer you to the cigars you need, all with the welcoming hospitality for which R&R Cigars is renowned. So, if you’re trying Caldwell Cigars for the first time, let R&R Cigars help you find the perfect blend to suit your tastes. 

Wrapping Up Caldwell Cigars

Caldwell Cigars are made in small batches, which means their stocks are always low and sell quickly. Finding them can be a difficult task, yet well worth the effort to enjoy the deeply satisfying complexity and taste that each Caldwell cigar offers. 

For those in the Tuscaloosa area, R&R Cigars whiskey and cigar bar at the Maxwell House is open and ready to provide you with the best cigars and beverages available in the U.S. The fully stocked humidor of over 1,000 cigars is a must-visit for every cigar lover. Also, enjoy over 80 different beers and more than 50 premium whiskies.

So, come on down to R&R’s The Cigar Mansion at 2703 Fitts Street in Tuscaloosa today to purchase the world’s greatest cigar blends and learn more about the best cigars available today.

In the world of premium cigars, the Caldwell brand has earned a reputation for crafting exceptional blends that captivate the senses and elevate the smoking experience to new heights. Among their esteemed lineup, the Caldwell Truth Connecticut cigar stands out as a beacon of luxury and sophistication, offering aficionados a journey of discovery and delight with every puff.

A Testament to Tradition and Innovation

The Caldwell Truth Connecticut cigar is a masterful blend that strikes the perfect balance between tradition and innovation. Crafted with the finest aged tobaccos sourced from the most prestigious regions of the world, this cigar embodies the essence of Caldwell’s commitment to quality and excellence.

A Symphony of Flavor

From the moment you light up a Caldwell Truth Connecticut cigar, you’re greeted with a symphony of flavors that dance across the palate with exquisite precision. The Connecticut-seed wrapper, aged to perfection, imparts a delicate creaminess that serves as the

 perfect backdrop for the blend’s nuanced complexity.

With each draw, you’ll discover notes of cedar, nuts, and subtle hints of spice, all harmonizing together to create a truly unforgettable smoking experience. Whether enjoyed in solitude or in the company of friends, the Caldwell Truth Connecticut cigar promises a moment of pure indulgence and relaxation.

The Perfect Companion

Pair your Caldwell Truth Connecticut cigar with a glass of aged scotch or a crisp white wine to enhance the experience, allowing the flavors to mingle and evolve with each sip and draw. Whether savored after a long day or as a celebratory treat, this cigar is the perfect companion for any occasion.

An Invitation to Luxury

For aficionados seeking a cigar that embodies luxury, sophistication, and unparalleled flavor, the Caldwell Truth Connecticut is an invitation worth accepting. With its impeccable construction, nuanced flavor profile, and undeniable elegance, this cigar is sure to leave a lasting impression on even the most discerning palate.

In a world where excellence is the standard, the Caldwell Truth Connecticut cigar stands out as a shining example of quality, craftsmanship, and innovation. From its exquisite flavor to its impeccable construction, every aspect of this cigar is crafted with care and attention to detail, ensuring a memorable smoking experience for aficionados around the world. 

Discover the luxury and sophistication of the Caldwell Truth Connecticut cigar and elevate your smoking experience to new heights. Indulge in the moment, savor the flavor, and let the timeless tradition of Caldwell cigars transport you to a world of unparalleled pleasure. We carry a selection of cigars from Caldwell Cigars at The Cigar Mansion. Stop by, or browse our selection online.

R&R Cigars – The Cigar Mansion is the top cigar lounge and bar in the state of Alabama for many reasons. It houses a range of premium and award-winning cigar brands and manufacturers, including long-time best-sellers and the latest arrivals. If you’re looking for Arturo Fuente Cigars or Rocky Patel Cigars, or perhaps a Padron, or maybe a Perdomo, you will find all these cigars and more at their well-stocked shop in Tuscaloosa, Alabama. The wide range of cigars suits different budgets and tastes, so you’ll be sure to find something you will love. 

Let’s dive into R&R Cigars’ rich history and its innovations in the world of cigars.

The Story of R&R Cigars 

The seeds of R&R Cigars were sown in 2005 when father and son duo, Randy and Reagan Starner, smoked their first cigar together. It was their way of celebrating Reagan’s graduation from high school. This first shared experience with cigars led them to occasionally smoke together on the back porch of their house or in the basement, which was eventually referred to as R&R Cigars. 

When Reagan went off to college and law school, he and Randy smoked at his apartment, which became R&R 2.0. Their shared love for cigars strengthened their father-son bond and fueled their passion. 

To their dismay, there were no good cigar bars in Tuscaloosa. So after Reagan graduated from law school in 2011, he and Randy decided to open R&R Cigars in Tuscaloosa, Alabama

In January 2012, the cigar bar at the end of University Blvd opened its doors to the people of Tuscaloosa. It was designed to be a place where people could relax, recharge, and enjoy the finest cigars in the city. 

In May 2013, R&R Cigars shifted its base two blocks away to the historic Charles N. Maxwell House in Tuscaloosa. 

In December 2013, R & R Cigars was featured on the cover of Tobacco Shop magazine. In the same year, Reagan released his own premium cigar blend, the Black Warrior, which was soon followed by another in-house blend—Casa de las Estrellas—in 2014. Both the cigars became highly successful and remain popular today.

In November 2014, Randy and Reagan launched Reagan’s White House Bar at the Maxwell House with table service as opposed to bar service. This helped R&R Cigars become Tuscaloosa’s first and only whiskey bar, now considered the best whiskey bar in the Southeast. 

Maxwell House, aka The Cigar Mansion

Originally built in 1911, the Maxwell House is the current location of R&R Cigars. It has a unique architecture and style that enhances the cigar smoking experience for all of its visitors. The undisputed highlight of the building is the expansive southern style wrap-around porch with its stately columns. The original woodwork also remains intact, including floors and columns, preserving the rich history and original quality of the early 1900s architecture.

Maxwell House consists of three levels. R&R Cigars uses the first and second levels as lounge rooms for customers and the third as a storage room. The lounge rooms truly enhance the cigar smoking experience, allowing patrons to enjoy a cigar and bourbon in comfort. They boast multiple seating styles and options that offer direct views of the 70-inch TVs set up in the rooms. 

The VIP Lounge on the upper level also features themes such as movies, sports, and of course, cigars that add to the relaxed and comfortable vibe. Locker members can enjoy complimentary soft drinks and coffee.

The lounge has a gorgeous veranda redesigned in 2016 to enhance comfort and provide seating for up to 50 patrons. It allows visitors to enjoy an alfresco smoking experience.

The Humidor

R&R Cigars is home to one of the most diverse humidors in the country—it has more than 1,000 cigars that you can choose from. The cigar bar is a Rocky Patel Partner lounge, so you’ll find an incredible selection of Rocky Patel Cigars here. 

There are also other highly rated classics such as Fuente, Padron, Perdomo, My Father, Alec Bradley, La Flor Dominicana, Knuckle Sandwich, and more. Cigar blends that are often hard to come by, such as Opus X, Fuente Anejos, Lost City, God of Fire, and Atabey are a specialty of R&R Cigars and can always be found at their cigar bar. 

Boutique cigar brands like Tabernacle, Highclere Castle, Fable, Guaimaro, Powstanie, Illusione, Caldwell, Room 101, Kristoff, Espinosa, among many others, are also great finds at this humidor.  

The humidor is also a hotspot for events featuring leading cigar manufacturers. In 2019, it hosted big names such as Nish Patel, Robert Caldwell, Bill Paley, Tony Gomez, Sean Williams, and others. They are only a few of the top cigar manufacturers that partner with R&R Cigars for luxury events. 

Cigars, Whiskeys, and More

Over the years, R&R Cigars has grown significantly. They now offer more than just cigars and bourbon whiskeys. They also maintain an impressive collection of more than 80 crafted beers and 50 single malts, along with variations of fine wine, tequila, vodka, rum, and cigar accessories. 

R&R Cigars is also the only 100-year bar in Tuscaloosa, meaning The Cigar Mansion has stocked full lines of age statement whiskies from Balvenie, Macallan, Glenfiddich, Highland Park, and more, allowing patrons to try a selection of various aged whiskeys spanning up to 100 years of difference for some distillers. This has made R&R Cigars the premier shop for connoisseurs of cigars and spirits in Alabama.

R&R Cigars also offers Reagan’s Famous Blind Samplers. These samplers allow beginners to try their hand at an assortment of cigar blends and brands so they can choose a favorite. This will enable new cigar aficionados to slowly develop a taste for cigars and, over time, learn to pair them with their favorite whiskeys or other liquors.

The One-Stop Shop for Cigars and Spirits 

If you’re looking for the finest selection of cigars, whiskeys, wines, and other spirits in Alabama, R&R Cigars is your best bet. Its sophisticated team of experts, extensive humidor, and well-appointed lounge rooms ensure a luxury experience with top-notch cigars paired with the perfect liquors. 

Visit R&R Cigars – The Cigar Mansion at 2703 Fitts Street, Tuscaloosa, Alabama 35401, or check out its website to learn more.

Whiskey and cigars are a match made in heaven. This holy grail of luxurious partnerships combines the flavors and styles of two distinct elements to create something extraordinarily magical. 

Join us in our journey to find the perfect cigars and whiskey pairings to start the year right.

Finding the Right Whiskey & Cigar Pairings

It’s best to explore high-end whiskey and cigar offerings individually to understand their flavor profiles before pairing them. 

Best Cigars of 2023 

R&R has an impressive collection of premium cigars that call their humidor home. They also have a top-tier selection of global favorites available on their online store. You can browse through their extensive listing to find the right fit.

Here are the best cigars of 2023 that you can pair with your choice of bourbon for an unforgettable experience.

1. The Black Warrior

Wrapped in a Sumatra Oscuro wrapper, The Black Warrior is made with two leaves of Ligero from Honduras and Nicaragua with a fine addition of viso from Nicaragua. It comes in two sizes: Robusto (5.5 x 50) and Box Press Torpedo (6.5 x 52). The latter, a Reagan favorite, is rated 91 on Cigar Coop. A hit with the locals, this cigar is a must-try.

2. Casa de las Estrellas

If The Black Warrior is a bit intense for your tastes, try its mild version—Casa de las Estrellas. With the same tobacco as the Black warrior and wrapped in a light Sumatra wrapper, the Casa de las Estrellas comes in three different sizes: Toro (6 x 52), Box Press Torpedo (6.5 x 52), and Lancero (7 x 40). 

3. Arturo Fuente 

Experience top-tier quality, flavor, and construction with Arturo Fuente’s award-winning cigar portfolio. The long burn, smooth draw, and attention to detail given to these cigars make them one of the best ones to pair with a fantastic bourbon. 

4. Caldwell Cigars

Built on friendship and fun, these cigars use rare, well-aged tobacco to complement their unique flavors. They come in two high-quality selections: Long Live the King Cigars and King is Dead. Both variants have distinct flavors and tones and complement different palates.  

5. La Flor Dominicana Cigars

Offering full-bodied smokes, La Flor Dominicana Cigars have a rich, bold taste and a stunning construction to their name. Their quality and general presentation make them one of the best cigar brands on the market today.

6. Rocky Patel Cigars

Known for consistency and construction, Rocky Patel Cigars come in light-bodied to full-bodied variants. With cinnamon, spicy, woodsy, nutty, leathery, coffee, or chocolate notes, these sticks are meant to be enjoyed by any cigar enthusiast.

Whiskeys at R&R Cigars

Whiskey improves with age. If you’re looking for a distinct flavor that hits all the right taste buds, you’ve come to the right place. 

R&R is the only 100 Year Bar in Tuscaloosa. Here is a listing of aged whiskies that can be found and enjoyed at R&R.

  1. Balvenie – Unique, rich, and luxuriously smooth, Balvenie delivers sweet fruit and Oloroso sherry notes. This mellow single malt is layered with honey and vanilla, with a long and warming finish.
  2. Macallan – A classic gateway into the single malt category, Macallan has a flavor profile of clove, fruitcake, soaked raisins, and warmed bread. It also has a warm, medium to long finish with notes of pear, cigar, and peppery clove.
  3. Glenfiddich – With a slightly sea-inducing salty tang and an aroma of pear, this single malt Scotch whiskey has a long, smooth, and mellow finish. It also offers notes of butterscotch, cream, and malt, with a subtle oak flavor to amp up its appeal. 
  4. Highland Park – Offering a pleasant depth, the fresh, clean, and aromatic Highland Park abounds in floral notes. It also sports notes of creamy Manuka honey and a touch of juicy citrus.
  5. Glenlivet – Aromas of creamy toffee, orange peel, and candied grapefruit complement the round, sweet, and incredibly smooth Glenlivet palate. Paired with fruity and nutty flavors, this single malt whiskey is bound to lay a claim to your heart.
  6. Woodford Reserve Double Oaked – The soft, sweet oak flavor has hints of hazelnut, caramel, and spices, with a delicious finish that hints strongly of honeyed apple. 

If century-old whiskey is not quite your preference, you can explore other single malts like:

This listing is by no means comprehensive. Please visit R&R Cigars’ website to learn more about their outrageous collection of Single Malts. You can explore the 50 different premium whiskies that call R&R home. From Angel’s Envy, Bakers, Basil Hayden, and Blood Oath Pact, Bookers to Clyde Mays, Elijah Craig, Four Roses, Rhetoric, 1792, Strahan’s, Westland, Whistlepig, and Woodford—you can be assured you’ll be spoilt for choice. 

Your inner whiskey enthusiast is sure to enjoy this vast collection. The question is: are you willing to explore?

A Guide to Pairing Cigars and Whiskey

Pairing the best cigars and whiskey can be tricky, especially if you’re just getting used to the lifestyle of sipping whiskey in one hand and puffing a stogie in the other.

We’ve compiled a list of the important things you should consider when dabbling in this age-old union:

Match by Makeup

When you’re combining the flavors and tones of two very different things, you must take the makeup of both elements into account. For example, if you prefer cigars with strong top notes, it’s best to link it with something that has the muscle to stand up to its boldness. Try to balance the flavors of the two without overpowering either. 

Dabble With Offsetting Flavors

To enhance the flavors of your choice of cigar and whiskey, indulge in pairings with contrasting flavor profiles. If you want to go for a bold, spicy cigar, you will do well to pair it with a bourbon that carries a hint of sweetness. If you’re going for a light cigar, pair it with a mild, subtle scotch.

Try Sibling Flavors

Cigars at R&R have impressive flavor profiles that give enthusiasts the freedom to pick and choose one to pair with the wide variety of bourbons available. 

When browsing for pairings, try to meet power with power. If you’re opting for some sweetness in a cigar, pair it with a bourbon with caramel and vanilla notes. 

Be Open to Experimentation

Everyone’s palate is different—what might be a sure hit for one will be an absolute no-go for others. There is no one-size-fits-all solution if you’re looking for the best of the best.

This is why aficionados recommend experimentation. You can try light, mid, and overwhelming pairings and decide what would be the best whiskey and cigar pairings for you.

Now that you know how to pair whiskey and cigars, it’s time to give free rein to your imagination and explore the world of this age-old union.

Expert Pairing

Think the research process is too hectic? Skip to the good part with this tried-and-true combination. 

Pair Arturo Fuente Anejo’s luxurious flavor profile of creamy spices, brown sugar, and cocoa with the smoke, leather, tea leaves, wood, and herbs aroma profile of Angel Envy’s Cask Strength. This pairing’s complementary flavors are sure to be ones you will return to, time and again.  

Join Us at R&R for Whiskies & Cigars

An incredible listing of global-favorite cigars complements the all-encompassing state-of-the-art whiskies well-stocked in R&R’s bar and humidors. Cigar and whiskey enthusiasts should be hooked for life!

Celebrate the new year with the best cigars and whiskey pairings that made 2023 worthwhile. 

So, what are you waiting for? Soothe your cravings and unleash the enthusiast in you by relaxing and recharging at R&R’s premium cigar and whiskey bar in The Cigar Mansion located at 2703 Fitts Street in Tuscaloosa. Text The Mansion at (205) 722-2741 or contact us  to learn more. You are sure to find the pairing of your dreams!

The Long Live the King Bar None Robusto is the newest edition of Caldwell’s Long Live the King.  This cigar is 100% Dominican tobacco, medium in body.  2023 limited release of 500 boxes per size. 20 per box.

Long Live the King Bar None Toro is the newest edition of Caldwell’s Long Live the King series.  This cigar is 100% Dominican tobacco, medium in body.  2023 limited release of 500 boxes per size. 20 per box.

Cream Machine by Robert Caldwell is another found gem in his “Lost and Found” series. This Robusto size cigar has a creamy natural wrapper.  Mild to Medium in profile.  10 cigars per box.

The Cream Machine by Robert Caldwell is the latest “found” gem in his “Lost and Found” series.  This toro size cigar has a creamy natural wrapper.  Mild to Medium in profile.  10 cigars per box.

The twinkle in Santa’s eye is nothing compared to the look a cigar lover gets with that first puff of a Christmas cigar. It’s a moment to be cherished, but holiday shopping can be frustrating. So, it is time to break out top cigar gifts and the best cigar pairings for Christmas to ensure you have a winning holiday season. This holiday cigar guide shows you ways to win the holiday season and give Santa a run for his money.

Best Christmas Cigars

Much of what makes a great holiday cigar is personal preference, such as size, strength, or tobacco type. However, there are reliable options you can trust to deliver a smooth, warming character ideally suited for pairing with favorite holiday eats and drinks. Create your own Christmas cheer with these best Christmas cigars: 

Arturo Fuente Rosado SG Magnum R52

Always scoring big points on Christmas, the Arturo Fuente Rosado SG Magnum R52 features a lower priming Ecuadorian Sun Grown wrapper leaf and rich Dominican tobaccos that deliver a smooth, complex, and creamy holiday escape. A great companion for sherry or tawny port.

Foundation Highclere Castle Edwardian Churchill

A joint project between Foundation Cigar and the 8th Earl of Carnarvon, the Highclere Castle series is an ode to the iconic Carnarvon family residence, better known as film and television’s Downton Abbey. The Connecticut Shade-wrapped Highclere Castle Edwardian Churchill provides an elegant, deeply rewarding Christmas smoke. 

Padron 1964 Anniversary Exclusivo

The box-pressed Padron 1964 Anniversary Exclusivo is a luxuriously complex Nicaraguan puro known to make cigar lovers giddy with Christmas delight. Beautifully balanced from start to finish, these 5 ½” x 50 cigars are ideal gifts for new and experienced cigar enthusiasts alike.

Rocky Patel Java Mint Robusto

The Java series is a Rocky Patel and Drew Estate collaboration perfectly suited as a change of pace from traditional cigars. Drew Estate’s innovative infusion process enhances the Java Mint Robusto cigar’s medium-bodied Nicaraguan tobaccos with espresso, cocoa, and sweet cream notes along with touches of minty goodness. Pair with Irish Coffee for a delightfully unique holiday treat!

Best Holiday Cigars and Cocktails Pairings

Whether taking a break from a busy shopping day, decorating the tree, or visiting with friends or family, cigars and holiday cocktails are a great way to maintain the holiday vibe. So, add more holly jolly fun to the season with these best holiday cigars and cocktails pairings:

The Kristoff Sumatra Matador cigar’s voluptuous flavor profile finds a perfect match with the rye whiskey version of a timeless classic.

The Casa de Las Estrellas cigar’s character dovetails with this winter warmer, perfect for savoring the quieter moods of Christmas.

The Rocky Patel Vintage 1990 Robusto cigar’s rich yet smooth character combined with the Negroni’s sweet and bitter notes are known to cause gleeful shouts of “Buon Natale”! 

Add a Caribbean splash to the holidays with the Upsetters Django cigar’s sweet and earthy notes blending with the classic island-inspired cocktail’s dark rum and ginger beer. 

Best Christmas Cigars for After Dinner

Whether getting comfy in front of the fireplace or preparing to dive into another piece of pie, pairing cigars with premium whiskey, beer, wine, or other tasty libations is a great way to finish off a holiday meal. Put yourself in a satisfying holiday mood with these best after-dinner cigars: 

Caldwell Long Live the King

The small-batch Long Live the King’s Dominican, Peruvian, and Nicaraguan tobaccos join with a Dominican Corojo wrapper for a lasting, velvety experience. This Caldwell cigar paired with a bold single barrel bourbon is an extravagance that ranks amongst the best cigar pairings for Christmas. 

Foundation The Tabernacle Toro

The Connecticut Broadleaf wrapped 6″ x 52 Foundation Tabernacle Toro cigar’s bold espresso, malt, dark fruit and chocolate notes make for a tasty holiday pairing with a rich Imperial Stout. Add pecan pie or dark chocolate cake to the mix for a decadent sensory adventure.

R & R Cigars Black Warrior Robusto

The Black Warrior Robusto cigar’s Sumatra Oscuro wrapper and double ligero Nicaraguan and Honduran tobaccos create a rich tapestry of flavor perfect for Christmas tales told around the fire. Enjoy with mulled wine or a hearty ale, such as Tuscaloosa’s own Black Warrior Brewing’s Old Tavern Scotch Ale.

Perdomo Habano Sun Grown Robusto

The Perdomo Habano Sun Grown series features 6-year aged Cuban-seed Nicaraguan tobaccos, including a bourbon barrel-aged Sun Grown wrapper. The 5″ x 54 Habano Sun Grown Robusto delivers a festive after-dinner escape with your favorite bourbon or Highland single malt whisky.

Best Christmas Gifts for Cigar Lovers

If you are unsure of a cigar aficionado’s preferences or don’t want to be caught searching amid the craziness of holiday shopping, not to worry. Minimize stress and narrow down the perfect presents to put under the tree with these best Christmas gifts for cigar lovers:

Rocky Patel ALR Travel Case and Cigars

The Rocky Patel ALR Travel Cigar Case features an exterior of stunning white leather and gold stitching. In addition, ten of Rocky Patel’s Aged Limited Rare 2nd Edition (ALR2) Robusto cigars are contained within the Spanish cedar-lined case. A Christmas treasure any aficionado will cherish.

Arturo Fuente Chateau Fuente

With a festive red, gold, and green color scheme along with a Spanish cedar wrap, the Arturo Fuente Chateau Natural looks every bit the part of a Christmas stocking stuffer. These 4 ½” x 50 holiday favorites deliver a smooth, buttery, deeply satisfying smoke for all cigar lovers to enjoy.

Reagan’s Famous Blind Samplers

Keep your favorite cigar connoisseur guessing with Reagan’s Famous Blind Sampler packs. Each sampler features well-known cigars left unmarked for blind tasting. These “no brainer” Christmas gifts are a great way to add a bit of fun and mystery to the holiday season.

Make It A Cigar Christmas 

It doesn’t take a trip to the North Pole or hours of elbowing your way through the holiday crowds to find quality cigars, cigar gifts, or the best cigar pairings for Christmas. Everything you need is at your fingertips. Don’t run the risk of landing on the naughty list. Start winning the holidays and shop at The Cigar Mansion today! 

Gift-giving is one of the purest forms of love and affection. And while we agree there are innumerable ways to show your loved ones that you care, cigars make for ideal gifts for the cigar aficionado in your life.

Wondering why? Cigars are more than just quality tobacco artfully wrapped in leaf tobacco; they’re ammunition that gives cigar lovers time to think, relax, and reflect. 

So, when you’re giving cigars as a gift, you’re not just giving them a tangible gift that’ll disappear up in smoke a few puffs later. You’re giving them an experience they desire. 

If you have a cigar lover in your life or are a cigar lover yourself, you may want to look at this beautiful portfolio of top-tier cigars to give this holiday season.

What Cigars Make Good Gifts?

When it comes to cigar lovers, gift-giving can often be confusing, especially if you’re unfamiliar with the types of cigars, flavors, etc. To save you the hours of research, we’ve compiled a list of the best cigars to gift.

1. Arturo Fuente Cigars 

Arturo Fuente Cigars is the leading producer of premium Dominican cigars. From quality and flavor to construction and packaging in a Connecticut shade wrapper, their attention to detail and their award-winning cigar portfolio are bound to impress every smoker, irrespective of their preferences. 

These long burn and smooth draw sticks are made from premium tobacco and offer an unparalleled view of the classic and ultra-rare cigar world. Who wouldn’t like a long, deep draw of the Double Chateau or the legendary Sungrown

Luckily, the popular Arturo Fuente has an impressive pricing range to accommodate every gifting budget. Explore your options here.

2. Caldwell Cigars

Built on the foundation of friendships, or as their website says, “built by friends for friends,” the Caldwell Cigar Company offers smokers an experience they’ll actively seek, smoke after smoke, stick after stick.

The company uses rare, well-aged A-grade tobaccos in its blends. From Long Live the King Cigars, a rare blend that has a complex flavor, to the King is Dead Cigars that offers a great draw, even burn, and impressive earthy flavors coupled with undertones of milk chocolate, smokers get access to an appealing range of flavors to suit their preference. 

Sneak a peek at Cladwell blends to get ahead of your holiday gifting game.

3. Padron Cigars

Built on the quality over quantity strategy, Padron Cigars are an award-winning brand that snagged a spot on the top 10 cigar list in 2004 and has reigned ever since. As the “cigar of the year,” Padron cigars will make great luxury cigar gifts. 

The ultra-premium hand-rolled Padron cigar sticks offer smooth yet complex flavors and boast a beautiful appearance and a top-tier draw. Take a look at the options, and you’re certain to find an item for your gifting list.

4. Perdomo Cigars

In addition to offering top-tier quality and flavor standards of their hand-made cigars, Perdomo Cigars is perhaps the only business that does not pass the cost of the federal excise tax to its customers. Is it really a wonder they’re one of the most sought-after cigar brands in the market today?

The deep flavor and the earthy, spicy notes of most of their blends have a global fan base. Here’s a list of the 10 best Perdomo cigars that can serve as an inspiration for your holiday season gifting. You can purchase them here

The Best Cigar Accessories

Want your gift to last longer than one evening? Then it’s time to explore the world of cigar accessories. Browse through our collection of cigar lighters, travel cases, cutters, ashtrays, humidors, and other cigar smoker must-haves to find one that best suits your loved one’s choice of possession.

Feeling a little bold? Elevate your gifting game and engrave the name of the cigar aficionado or the gift receiver to add an element of personalization to it. After all, if there’s anything better than gifts, it’s personalized gifts. 

Luxury Cigar Gifts For Cigar Lovers 

Have a cigar smoker in your life that prefers all things luxurious? Then present them with some of the finer things in life, like the two most magnificent cigars. Here’s a closer look at what makes them oh so special!

1. La Flor Dominicana Cigars

The brainchild of master blender Litto Gomez, La Flor Dominicana Cigars boasts a stunning construction that’s hand-rolled to perfection, a rich taste, high-quality, beautiful presentation, a blend that consistently rates 93+ in the cigar portfolio. 

Seasonal lovers will find the La Flor Dominicana Cigars to be the perfect stick to catch quality respite from the monotony of regular cigar sticks. Explore your options here.

2. Rocky Patel Cigars

With an impressive 4-5 star rating, the Rocky Patel Cigars are a premium choice for your favorite cigar aficionado! Known for consistency and construction and a range of blends suitable for every cigar enthusiast, the Rocky Patel cigars are meant to be enjoyed from the flavor right down to its very wrapper.

The RP Vintage 1999 will appeal to the smoking enthusiasts who favor the milder Connecticut wrapper, while the RP Aged Limited Rare premium cigars are bound to be a hit with anyone who loves a sinful draw of spices, caramel, and candied orange. Check them out here.

Best Cigar Pairings: Gift Sets

Sometimes, irrespective of all our research and attention to the smoking preferences of the cigar enthusiasts in our life, we have trouble narrowing down the best cigars to gift. We understand your dilemma. This is why we’ve gone a step further and researched Gift Sets.

Wondering why? It’s simple. Gift sets are packed with a diverse assortment of the best cigar pairings that prompt the receiver to expand their palate and experiment. Reagan’s Famous Blind Samplers are one of the best ways to expose cigar lovers to a whole new world of cigar flavors and undertones. 

So go ahead and take the leap of faith. Who knows? Maybe there’s a sampler in there that can potentially be their next holy grail!

Wrapping The Upcoming Smoke Show Up:

Thoughtful gift-giving inspires a chain of reactions, one that shows the receiver what value they hold in your life. And this is perhaps what makes us go above and beyond in our search for the perfect gift. When looking for the best cigars to gift, make sure to pay attention to the smoker’s preferences and use our recommendations for inspiration. 

And while you’re at it, don’t forget to visit The Cigar Mansion’s website for all your cigar gifting needs. You’ll find that this one-stop-shop gives you access to all the ammunition you’ll need to find the best gifts for cigar lovers in your life.




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