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What Aficionados Say

Juan J. Jimenez

Just finish smoking the Enclave stick you recently sent me. I surprisingly enjoyed it, as I have shied away from smoking more full-bodied cigars. Enclave’s rich and crafted wrapper, its filler spiced, yet subtle sweetness ends in smooth and balanced draw was terrific. I do not know how you do it, but your selections make a sure refill pick down the road. Brandon, I am grateful for your expertise and patience, as this newbie is glad you are selling cigars, at great prices with terrific customer service. Thank you, again!

Nick Mowers

These guys are the absolute best and their customer service is top notch. Went above and beyond to answer all of my questions and would highly recommend.

Justin Herman

I travel from Canada to the US frequently and I order from Highland’s every time and get them to ship to my hotel or Airbnb. Unfortunately they don’t ship to Canada but I have received first class service every time I deal with them and their prices can’t be beat and the customer service is fantastic!

Jeni eni

Ok! My new favorite spot! They came thru with the PINKS! And Candice is awesome too! Plus it's close to my house. They have a large online presence which means you will be able to get what you want. Thank you!!

Richard Lauricella

Great selection.friendly and knowledgeable service.

Valerie Patriquin

This shop is the real deal, extremely impressed with their service, offering selection and price point. Purchased a box of Tabak Especial Toro Dulce 6x52. Cigars received in speedy service, more importantly condition is perfect!

Brett D

Great prices and a great selection of the best cigars!

SMILEYMIAMI

Highland Cigars exceeded my expectations. From the moment I walked in, the customer service was on point — knowledgeable, welcoming, and genuinely passionate about cigars. The cigars were fresh and stored perfectly, which is huge for me. You can tell they take pride in quality. I also picked up an ashtray that’s high quality and well-crafted great addition to my setup. If you’re serious about cigars and appreciate great service, this is the spot. I’ll definitely be back.

Justin Abramo

I placed my first order and then had some concerns. I voiced my concerns in an email. To my surprise less than an hour later I was called personally by the owner Jake Highland from his personal cell phone to assure me in the areas I was concerned. He was professional, accommodating, and eager to develop brand loyalty! Well sir… you are a class act and this is what separates the great from the good, the successful from the has beens… I wish you decades of success. You’ve got a customer in me for life! Also your prices are the best by far!!

New Products

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Dr. Grabow Pipe Filter Carton

This is a Carton of 120 Pipe Filters

$29.98

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GOD OF FIRE

God of Fire KKP Special Reserve Diadema 60 (5.5x60 / Box of 10)

Rare Fuente Craftsmanship in a Grand Diadema The God of Fire KKP Special Reserve Diadema 60 is a highly exclusive...

$495.00

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A.J. FERNANDEZ

A.J. New World Cameroon Short Robusto (4x48 / Box of 20)

Cameroon Character in a Compact Nicaraguan Format The AJ Fernandez New World Cameroon Short Robusto brings the distinctive aroma...

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RATTRAY

Rattray's Buckingham Pipe Tobacco (Can/3.5oz)

Rattray’s Buckingham is an aromatic pipe tobacco blend made with black Cavendish, bright and dark Virginias, and fragrant Burley. Blend...

$23.98

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OLIVA

Oliva Gilberto Reserva Robusto (5x50 / Box of 20)

A Family Legacy Wrapped in Every Draw The Gilberto Oliva Reserva is a tribute to the generations of craftsmanship that...

$168.70

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DREW ESTATE

Infused & Confused Sampler (Mixed Sizes / Pack of 20)

This Sampler Featues 5 of Each of The Following Cigars- 5 Java Robusto Maduro 5 Java Mint Robusto 5 Java...

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ASYLUM

Asylum Insidious Toro Maduro (6x52 / Box of 25)

Dark Maduro Character with an Approachable Edge The Asylum Insidious Toro Maduro brings rich Maduro character to the easygoing Insidious...

$231.50

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NEW CUBA

New Cuba Churchill (7x48 / Bundle of 25)

Size: 7X48 Box Ct: 25

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E.P. CARRILLO

E.P. Carrillo Platinum Bash Mixed Sampler (6x52 / Box of 3)

E.P. Carrillo Platinum Bash 3-Cigar Sampler The E.P. Carrillo Platinum Bash Sampler is a premium three-cigar tasting experience built around...

$30.00

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ASYLUM

Asylum 13 Connecticut (6x60 / Box of 50)

Connecticut Smoothness with Asylum Character The Asylum 13 Connecticut brings a smoother, creamier dimension to the bold personality of the...

$482.00

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100% Authentic Genuine cigars

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Fast Shipping On orders over $99

100% Authentic Genuine cigars

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Latest Articles

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November 6, 2025 / November 7, 2025 by Scott Hiland

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Shop premium cigars at discount prices at Hiland’s Cigars. Rooted in a rich history of over 50 years of tobacco and cigars, our family-owned and operated shop works day and night to help our customers get the best deals online. Our commitment to delivering great customer service, fast shipping, and a huge selection of the world’s finest cigars is unwavering.

What Aficionados Say

New Products

Dr. Grabow Pipe Filter Carton

God of Fire KKP Special Reserve Diadema 60 (5.5x60 / Box of 10)

A.J. New World Cameroon Short Robusto (4x48 / Box of 20)

Rattray's Buckingham Pipe Tobacco (Can/3.5oz)

Oliva Gilberto Reserva Robusto (5x50 / Box of 20)

Infused & Confused Sampler (Mixed Sizes / Pack of 20)

Asylum Insidious Toro Maduro (6x52 / Box of 25)

New Cuba Churchill (7x48 / Bundle of 25)

E.P. Carrillo Platinum Bash Mixed Sampler (6x52 / Box of 3)

Asylum 13 Connecticut (6x60 / Box of 50)

Featured Products

Romeo y Julieta Mini Red Cigars (3x20 / Cube of 100) - Buy 1 Get 1 FREE

Viaje Skull and Bones Logan (6x56 / Bundle of 25)

Viaje Skull and Bones Wolverine (6x56 / Bundle of 25)

Oliva Serie V Maduro Especial Torpedo (6 x 54 / Box of 10)

AJ Fernandez New World Cameroon Torpedo (6.5 x 52 / Box of 20) + Free Shipping!

Montecristo White Toro (6x54 / Pack of 20) + Free Shipping!

Oliva Serie V Double Toro (6x60 / Box of 24) + BOGO!

Peterson St Patrick's Day 2024 Rusticated (313) P-Lip

Peterson St Patrick's Day 2024 Heritage (307) P-Lip

La Aurora 120 Anniversary Edition Lancero (6.87x40 / Box of 20) + Free Shipping!

Latest Articles

Desert Peaks and Perfect Draws: Arizona Hikes with Epic Views for Cigar Aficionados

Cigar Tobacco: Growing, Harvesting, and Curing Traditions Worldwide

How to Choose the Best Humidor for Every Cigar Collection

Cigar Vitolas Explained: Shapes, Sizes, and Smoking Experience

Cigar Wrappers, Binders, and Fillers: How Each Shapes Flavor and Smoking Experience

7 Unforgettable Figurado Cigars Every Smoking Connoisseur Should Try