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Free Shipping on Orders Over $99

Cigar Samplers $50–$100

These $50 - $100 cigar samplers are built for smokers who want more, more cigars, more complexity, and more confidence in every draw. Perfect for filling out your humidor, trying higher-end blends, or gifting a solid lineup that delivers.
More cigars. More depth. Zero compromise.

Cigar Samplers
Original price $108.20
Original price $108.20 - Original price $108.20
Original price $108.20
Current price $95.99
$95.99 - $95.99
Current price $95.99

The Mild 10 Cigar Sampler is perfect for those who enjoy smooth, approachable cigars with delicate flavor and creamy smoke. This carefully curated ...

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Original price $108.20
Original price $108.20 - Original price $108.20
Original price $108.20
Current price $95.99
$95.99 - $95.99
Current price $95.99
Cigar Samplers
Original price $105.62
Original price $105.62 - Original price $105.62
Original price $105.62
Current price $89.99
$89.99 - $89.99
Current price $89.99

The Deadwood 10 Count Sampler brings together the most iconic blends from Drew Estate’s legendary Deadwood line. Whether you're a seasoned fan of S...

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Original price $105.62
Original price $105.62 - Original price $105.62
Original price $105.62
Current price $89.99
$89.99 - $89.99
Current price $89.99
Cigar Samplers
Original price $92.20
Original price $92.20 - Original price $92.20
Original price $92.20
Current price $74.99
$74.99 - $74.99
Current price $74.99

The Tabak & Isla Del Sol Infused Sampler brings together the best of Drew Estate’s legendary coffee-infused and sweet-aromatic blends in one fl...

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Original price $92.20
Original price $92.20 - Original price $92.20
Original price $92.20
Current price $74.99
$74.99 - $74.99
Current price $74.99
AJ Fernandez Cigars
Original price $60.00
Original price $60.00 - Original price $60.00
Original price $60.00
Current price $54.99
$54.99 - $54.99
Current price $54.99

Five golden cigars, one award-winning blend. The New World Dorado Sampler lets you experience every handcrafted size of AJ Fernandez’s 94-rated mas...

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Original price $60.00
Original price $60.00 - Original price $60.00
Original price $60.00
Current price $54.99
$54.99 - $54.99
Current price $54.99
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San Cristobal Cigars
Original price $67.50
Original price $67.50 - Original price $67.50
Original price $67.50
Current price $59.99
$59.99 - $59.99
Current price $59.99

Big ring, big flavor. This 6-cigar assortment features three bold 60-ring San Cristobal blends from legendary blender Pepin Garcia, crafted for tho...

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Original price $67.50
Original price $67.50 - Original price $67.50
Original price $67.50
Current price $59.99
$59.99 - $59.99
Current price $59.99
Montecristo Cigars
Original price $136.04
Original price $136.04 - Original price $136.04
Original price $136.04
Current price $69.99
$69.99 - $69.99
Current price $69.99

Take off with a premium lineup of Montecristo’s best-selling vitolas, eight classic cigars in one refined, medium-bodied sampler built for smooth s...

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Original price $136.04
Original price $136.04 - Original price $136.04
Original price $136.04
Current price $69.99
$69.99 - $69.99
Current price $69.99
San Cristobal Cigars
Original price $90.00
Original price $90.00 - Original price $90.00
Original price $90.00
Current price $69.99
$69.99 - $69.99
Current price $69.99

Five bold, handcrafted Nicaraguan cigars and a sleek San Cristobal torch lighter, expertly blended by Pepin Garcia and built for flavor, balance, a...

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Original price $90.00
Original price $90.00 - Original price $90.00
Original price $90.00
Current price $69.99
$69.99 - $69.99
Current price $69.99
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My Father Cigars
Original price $55.99
Original price $55.99 - Original price $55.99
Original price $55.99
Current price $52.99
$52.99 - $52.99
Current price $52.99

Discover the bold, handcrafted excellence of Don Pepin Garcia with this 5-cigar sampler, featuring standout blends from the iconic My Father lineup...

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Original price $55.99
Original price $55.99 - Original price $55.99
Original price $55.99
Current price $52.99
$52.99 - $52.99
Current price $52.99
Cigar Samplers
Original price $56.99 - Original price $56.99
Original price
$56.99
$56.99 - $56.99
Current price $56.99

The Arturo Fuente Showcase Sampler brings together five distinct cigars from one of the most respected names in premium cigars. From the legendary ...

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Original price $56.99 - Original price $56.99
Original price
$56.99
$56.99 - $56.99
Current price $56.99
Cigar Samplers
Original price $59.94
Original price $59.94 - Original price $59.94
Original price $59.94
Current price $56.99
$56.99 - $56.99
Current price $56.99

The Crowned Heads Essentials Sampler brings together three blends that tell the story of one of the boutique cigar industry's most respected brands...

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Original price $59.94
Original price $59.94 - Original price $59.94
Original price $59.94
Current price $56.99
$56.99 - $56.99
Current price $56.99
Cigar Samplers
Original price $99.99
Original price $99.99 - Original price $99.99
Original price $99.99
Current price $82.99
$82.99 - $82.99
Current price $82.99

Experience the best of Oliva with this curated 10-count sampler featuring three of their most respected Nicaraguan blends. From the smooth, cedar-r...

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Original price $99.99
Original price $99.99 - Original price $99.99
Original price $99.99
Current price $82.99
$82.99 - $82.99
Current price $82.99
Cigar Samplers
Original price $113.75
Original price $113.75 - Original price $113.75
Original price $113.75
Current price $94.99
$94.99 - $94.99
Current price $94.99

The Deadwood Fat Bottom Betty Sampler is the ultimate treat for fans of Drew Estate’s bold, sweet, and wildly flavorful Deadwood line. This 10-coun...

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Original price $113.75
Original price $113.75 - Original price $113.75
Original price $113.75
Current price $94.99
$94.99 - $94.99
Current price $94.99
Ashton Cigars
Original price $71.35
Original price $71.35 - Original price $71.35
Original price $71.35
Current price $64.99
$64.99 - $64.99
Current price $64.99

Five iconic cigars. One legendary brand. This variety pack highlights the best of Ashton’s Dominican portfolio: creamy, spicy, bold, and all expert...

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Original price $71.35
Original price $71.35 - Original price $71.35
Original price $71.35
Current price $64.99
$64.99 - $64.99
Current price $64.99
Cigar Samplers
Original price $59.51
Original price $59.51 - Original price $59.51
Original price $59.51
Current price $52.99
$52.99 - $52.99
Current price $52.99

After a long day, you want a cigar that hits different. The Evening Rotation Sampler delivers five bold, complex cigars built for slow burns, big f...

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Original price $59.51
Original price $59.51 - Original price $59.51
Original price $59.51
Current price $52.99
$52.99 - $52.99
Current price $52.99
Cigar Samplers
Original price $60.05
Original price $60.05 - Original price $60.05
Original price $60.05
Current price $54.99
$54.99 - $54.99
Current price $54.99

When it comes to construction, few formats feel as satisfying in the hand or smoke as evenly as a box-pressed cigar. The Box-Pressed Beauties Sampl...

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Original price $60.05
Original price $60.05 - Original price $60.05
Original price $60.05
Current price $54.99
$54.99 - $54.99
Current price $54.99
Cigar Samplers
Original price $67.94
Original price $67.94 - Original price $67.94
Original price $67.94
Current price $64.99
$64.99 - $64.99
Current price $64.99

The Tatuaje Essentials Sampler brings together three cigars that represent exactly why Pete Johnson's blends have earned such a loyal following. Fr...

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Original price $67.94
Original price $67.94 - Original price $67.94
Original price $67.94
Current price $64.99
$64.99 - $64.99
Current price $64.99
Cigar Samplers
Original price $79.92
Original price $79.92 - Original price $79.92
Original price $79.92
Current price $75.99
$75.99 - $75.99
Current price $75.99

The Camacho Bold Collection brings together four different Camacho blends, with two of each so you can really get a feel for what each one brings t...

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Original price $79.92
Original price $79.92 - Original price $79.92
Original price $79.92
Current price $75.99
$75.99 - $75.99
Current price $75.99
Cigar Samplers
Original price $84.92
Original price $84.92 - Original price $84.92
Original price $84.92
Current price $74.99
$74.99 - $74.99
Current price $74.99

The Foundation Collection brings together four of our favorite Foundation cigars in one 8-cigar sampler. From the smooth and easygoing Charter Oak ...

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Original price $84.92
Original price $84.92 - Original price $84.92
Original price $84.92
Current price $74.99
$74.99 - $74.99
Current price $74.99
Cigar Samplers
Original price $87.99
Original price $87.99 - Original price $87.99
Original price $87.99
Current price $81.99
$81.99 - $81.99
Current price $81.99

The Dark Rotation 10 Cigar Sampler is for the smoker who tends to reach for something a little darker. We've paired the Dunbarton Tobacco & Tru...

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Original price $87.99
Original price $87.99 - Original price $87.99
Original price $87.99
Current price $81.99
$81.99 - $81.99
Current price $81.99
Plasencia Cigars
Original price $99.99
Original price $99.99 - Original price $99.99
Original price $99.99
Current price $89.99
$89.99 - $89.99
Current price $89.99

From soil to smoke, Plasencia knows premium tobacco, and this robusto sampler proves it. Featuring six handcrafted cigars spanning the brand’s most...

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Original price $99.99
Original price $99.99 - Original price $99.99
Original price $99.99
Current price $89.99
$89.99 - $89.99
Current price $89.99
Oliva Cigars
Original price $0.00 - Original price $0.00
Original price $0.00
$66.99
$66.99 - $66.99
Current price $66.99

Six award-winning cigars from one of the most respected lines in the industry. The Oliva Serie V Melanio Sampler delivers bold flavor, top-tier con...

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Original price $0.00 - Original price $0.00
Original price $0.00
$66.99
$66.99 - $66.99
Current price $66.99
Ashton Cigars
Original price $87.90
Original price $87.90 - Original price $87.90
Original price $87.90
Current price $79.99
$79.99 - $79.99
Current price $79.99

Five legendary Ashton VSG cigars, presented in a premium gift box. This vertical tasting is bold, refined, and blended to impress, perfect for seas...

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Original price $87.90
Original price $87.90 - Original price $87.90
Original price $87.90
Current price $79.99
$79.99 - $79.99
Current price $79.99

Choosing a Sampler Between $50 and $100

This range gets you bigger packs and more recognizable names. Samplers here include lineups from Ashton, San Cristobal, Montecristo, My Father, Plasencia and AJ Fernandez, plus our own mixed packs built around a strength or a theme.

Strength is evenly split between medium and full, with some mild packs for newer smokers. Check the product page for the exact cigars in each pack, and pick the strength you smoke most often. Samplers in this range also make a safe gift: several good cigars, no guessing on a single blend. For smaller packs, see our $25 to $50 samplers.