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Best Cigars & Cigar Gifts for Your Boss

Shane K. K's picture

Shane K.

When your boss smokes cigars, you’ve got plenty of great gift ideas to consider. Giving a good cigar to your boss is a nice gesture during the holidays and a great way to show your appreciation if you’ve been given a recent promotion. Cigars make unique gifts. There’s a little more pressure when you’re buying cigars for your boss than a friend or relative, though. You don’t want to get the head honcho at your office something he or she won’t smoke or a brand that might be considered “cheap.” You don’t have to spend a fortune either. Allow us to do the shopping for you. We’ve picked out five top-rated premium cigars that are guaranteed to please. And, we’ve included a few of our bestselling cigar samplers and accessories. Impress your boss with an awesome cigar gift today. If you still can’t decide what to get and you want to make the decision fast and easy, we sell Holt’s Gift Cards and can send them directly to your boss’ inbox, too.

5 Top-Shelf Cigar​s to Get Your Boss

1.  Ashton ESG

Ashton ESG is drafted from exclusive reserves of premium Dominican tobacco aged and blended by master cigar-maker Carlito Fuente. Rich and creamy notes of cedar, graham cracker, cocoa, and molasses layer the palate with a touch of signature Fuente spices in five classic sizes. Your boss will easily be amazed with a 94-rated gem finished in an ultra-rare Sun Grown wrapper leaf from the renowned Ashton brand.

Strength: Medium-Full
Country: Dominican Republic
Wrapper: Dominican

Shop Ashton ESG Cigars

2.  Fuente Fuente Opus X

In the interest of full disclosure, Fuente Fuente Opus X is not an easy cigar to find, but that’s part of why it’s so special. This full-bodied specimen is blended with the finest tobaccos grown on the prized Chateau de la Fuente estates in the Dominican Republic. Legendary cigar-maker Carlito Fuente was the first to prove a cigar could be blended entirely from Dominican tobaccos, including the wrapper leaf. The result is an unrivaled profile of cedar, leather, figs, oak, and spices. The first question your boss will ask is, “where did you get this?” Opus X cigars are included in the Arturo Fuente ‘Xtremely Rare’ Sampler when we have them in stock, as well as the Opus X Lost City edition which you can find online occasionally.

Strength: Full
Country: Dominican Republic
Wrapper: Dominican

Shop Arturo Fuente Cigars

3.  La Aroma de Cuba Pasión

La Aroma de Cuba is a top-rated Cuban-legacy brand blended by award-winning cigar-maker Jose ‘Pepin’ Garcia, and Pasión is the latest edition to a star-studded portfolio. Pasión is a perfect cigar when you want to impress your boss with something new. A special Shade Grown wrapper is harvested in the unique microclimate of Namanji in Nicaragua and blended over a complex interior of Nicaraguan binder and filler tobaccos. Notes of cedar, smoked cashew, leather, molasses, nougat, and spice culminate in six popular shapes.

Strength: Medium-Full
Country: Nicaragua
Wrapper: Nicaraguan

Shop La Aroma de Cuba Pasión Cigars

4.  Padrón 80 Years Maduro

There are plenty of amazing Padrón cigars to smoke, but 80 Years has an edge when you’re giving a gift because it’s such a stunning cigar visually. A rare blend of the finest Nicaraguan tobaccos is matured for several years before it’s patiently and precisely assembled into a box-pressed Perfecto. A brilliant profile of cedar, cocoa, leather, and cayenne pepper flourishes from the first puff to the last. In 2008, 80 Years joined a dozen other classic Padron cigars with a ranking in Cigar Aficionado’s ‘Top 5 Cigars of the Year’ and a 96-point rating.

Strength: Full
Country: Nicaragua
Wrapper: Nicaraguan

Shop Padrón 80 Years Cigars

5.  Oliva Serie V Melanio

In 2014, Oliva Serie V Melanio was awarded the coveted ‘#1 Cigar of the Year’ honors and a 96-point score from the critics in Cigar Aficionado. Serie V Melanio is blended from an Ecuador Sumatra wrapper over a premium amalgam of Nicaraguan long-fillers in several shapes. Spicy notes of caramel, wood, leather, and coffee converge in a balanced finish. Demand for Oliva cigars skyrocketed when word hit the street that Serie V Melanio won the top spot.

Strength: Medium
Country: Nicaragua
Wrapper: Ecuador Sumatra

Shop Oliva Serie V Melanio Cigars

Best Cigar Samplers for Your Boss

Cigar assortments also make great gifts for a boss. You can get a mix of five, ten, or twenty different cigars in one package. There are dozens of premium cigar samplers to consider. Our Holt’s Cigar of the Month Club is another great option. We’ll ship 5 new cigars to your boss’ home in monthly, 3-month, 6-month, and 12-month packages. Here are a few of our most popular cigar samplers.

Ashton 5-Cigar Assortment

The Ashton 5-Cigar Assortment includes five unique Ashton cigars. This ultra-popular collection is blended by Carlito Fuente from premium Dominican tobaccos and the finest Natural, Maduro, and Sun Grown wrappers. An elegant white box completes a prestigious presentation that cigar lovers everywhere are excited to receive.


Shop Ashton 5-Cigar Assortment

La Aroma de Cuba Fresh Pack Sampler

The La Aroma de Cuba Fresh Pack Sampler includes five of the highest-rated La Aroma de Cuba cigars in a convenient self-humidifying Ziploc sleeve. Fresh Packs guarantee maximum freshness and are perfect gift ideas when you’re buying cigars several days or weeks before you give them to your gift recipient. Sweet and zesty notes of cocoa, smoked cashew, black pepper, espresso, and more characterize this well-made Nicaraguan assortment.  


Shop La Aroma de Cuba Fresh Pack

San Cristobal 60-Ring Assortment

If your boss likes big ring gauge cigars, the San Cristobal 60-Ring Assortment should be at the top of your gift list. Three unique blends (two cigars each) comprise a chunky 6-cigar sampler created by Pepin Garcia. The 91-rated Elegancia, 93-rated Revelation, and 93-rated original San Cristobal deliver versatile flavor and aroma in thick formats that burn slow and cool. 


Shop San Cristobal 60-Ring Assortment

Other Cigar Gift Ideas for Your Boss

If you can’t decide on the best cigars for your boss, cigar accessories are just as good. Here’s a few ideas that promise to delight your manager or CEO.

Cigar Lighters

There are dozens of sporty and reliable, high-performance cigar lighters that your boss will love. The Xikar HP3 Triple Torch Lighter features a trio of red hot jets, an oversized dial for adjusting flame height, a protective lid, and a see-through fuel window for around $90. Shop more options from Xikar, Jetline, ST Dupont, Visol, and more.

Cigar Cutters

Aficionados are always delighted to get a new cigar cutter. The Xikar XO Cutter can easily cut a 64 ring gauge cigar in half with dual stainless steel blades and razor-sharp precision. Check out our full lineup of popular and innovative cigar cutters from Xikar, Savoy, and Visol.

Cigar Ashtrays

Many cigar ashtrays are stunning. The Arturo Fuente ‘Journey Through Time’ Ashtray is just one example your boss would love to have in his or her favorite smoking room. Cigar ashtrays are made of ceramic, crystal, glass, and melamine, which is a highly durable plastic perfect for outdoor settings. Ashtrays often feature colorful artwork and cigar brand logos. 

Cigar Carry Cases

Does your boss travel with cigars? A cigar carry case is a great gift for the cigar lover who’s tossing a few cigars in a briefcase or carry-on bag. Savoy Leather Cases hold 3 cigars, easily slide in and out of a breast pocket, and they’re affordable for around $35.

Cigar Humidors

A cigar humidor is an excellent gift for a cigar lover who’s got a cigar collection. You can never have too much space to store premium cigars. Plus, a lot of connoisseurs like to age their cigars for several months or years before they smoke them. Savoy makes a wide range of sizes and finishes like the top-selling Mesquite Humidor, which starts around $112. 

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