The Chief’s Picks include hand-selected recommendations and favourites by Cigar Chief. Not sure what you’re shopping for? The Chief’s Picks are always a great choice whether you’re looking for something new or trying an old favourite again.
Shop All Chief's Picks
Alec Bradley Lineage 770
$17.23Crafted with rare tobaccos, The Lineage is dedicated to my sons, both of whom now work alongside me every day, continuing the legacy as second generation cigar makers.
Alec Bradley Maxx Culture
$14.27By using tobaccos from five different countries in a large format cigar, I was able to create balance, sweetness and complexity. Sometimes, bigger is better.
Alec Bradley Prensado Corona Gorda
$15.00Rolled at Raices Cubanas (‘Cuban Roots’) factory, the Prensado was first created to pay homage to the Cuban traditions of cigar making rolling the filler ‘entuba-do,’ triple capping the head and box pressing the finished cigar.
Ashton Corona
$32.58Dominican tobaccos aged three to four years showcase a rich, golden Connecticut shade wrapper in an impressive manner your palate will savor.
Ashton VSG Sorcerer
$35.94Four- to five-year-aged Dominican tobaccos procured from the most fertile plants underscore a powerful cedar and espresso flavor against a vibrant, dark chocolate expanse.
CAO Brazilia Gol
$15.37Its lustrous wrapper is perfectly aged and blended with Nicaraguan fillers, creating a full-bodied cigar with a long, luxurious finish.
Casa Magna Colorado Gran Toro
$19.79A smooth full flavored smoke that offers the smoker rich coffee notes balanced by a cedary sweetness and a hint of raisins.
Casa Magna Colorado Robusto
$17.14A smooth full flavored smoke that offers the smoker rich coffee notes balanced by a cedary sweetness and a hint of raisins.
Casa Magna D. Magnus II Primus
$21.93A Nicaraguan Puro with a Cuban Seed, Sun grown Wrapper from Jalapa, Nicaragua. D. Magnus offer a sweet spicy smoke characterized by hints of Cocoa with a medium-high to full intensity of flavors.
Casa Turrent 1901 Gran Robusto
$14.95Alberto and Alejandro Turrent, owners of Nueva Matacapan de Tabacos S.A. de C.V, are the first family of Mexico’s cigar industry. The father-son team not only makes some of Mexico’s best cigars but are also the largest grower of cigar tobacco in the country. The San Andres Maduro leaf they grow outside of Veracruz is world renowned for its quality, and a variety of their tobaccos are important components in many of America’s most popular premium cigar brands.
To keep the consistency of their flagship Casa Turrent line, Alejandro decided a large factory was not the best place to make the more complex Casa series. In June, Alejandro took his great-grandfather’s house and renovated it to make a boutique factory with 15 people to produce the Casa Turrent series.
Cigar Chief Classic Connecticut Robusto by Claudio Sgroi
$7.50As you light up, you’ll be embraced by a creamy, mild smoke with nuanced flavors of cedar, toasted almonds, and a subtle hint of white pepper.
Cigar Chief Classic Habano Cigarillos by Claudio Sgroi
$43.80Expertly blended by Claudio Sgroi, these Cigar Chief Classic Habano Cigarillos pack a refined medium strength Habano profile into a convenient 4 x 32 size for a quick, satisfying smoke.
Cigar Chief x Freud Chapter 1 Limited Edition Robusto
Price range: $23.55 through $607.95The exclusive collector set presentation makes this Chapter 1 Limited Edition Robusto a premium Dominican puro with included cutter and lighter. Box of 10 cigars.
Cohiba Siglo I
$56.31A compact Linea 1492 vitola offering refined balance and medium strength in a classic 4 x 40 format.
Crowned Heads La Imperiosa Magicos
$16.27Crowned Heads La Imperiosa Magicos delivers a full strength profile led by red pepper, dark fruit, and earthy depth in a compact 4 1/2 x 52 format. Bold, layered, and rooted in Cuban inspired tradition.
Crowned Heads La Vereda No. 56
Original price was: $20.89.$18.80Current price is: $18.80.Don Tomas Clasico Presidente
$13.17Flawlessly constructed of well-aged tobaccos, Don Tomás Clásico cigars are the ideal indulgence for the smoker who seeks rich taste at an accessible price.
Don Tomas Honduran Churchill
$210.53If you can do without an elegant or extravagant product presentation and a traditional to luxurious flair, you will enjoy pleasantly smoking pleasure with products such as Don Tomás Bundles Honduras Churchill, which offers one thing above all else: practicality.
Don Tomas Honduran Corona
$160.62If you can do without an elegant or extravagant product presentation and a traditional to luxurious flair, you will enjoy pleasantly smoking pleasure with products such as Don Tomás Bundles Honduras Corona, which offers one thing above all else: practicality.
Don Tomas Robusto Maduro
$10.24Don Tomás Maduro is a tale of two cities: rich and creamy, with just the right touch of sweetness.
Epic Habano Toro
$24.52Epic Habano Toro is a 6 1/2 x 50 Ecuador Habano wrapped Dominican made Toro with Cameroon binder and Dominican and Nicaraguan fillers, offering medium bodied cedar, natural sweetness, black pepper and coffee.
First Edition Elvis Panatella By Freud Cigar Co.
$19.35The limited First Edition release sets the Freud First Edition Elvis Panatella apart with its refined panatella format and balanced construction. Box of 10 cigars.
Freud Agapi Limited Edition 2025
$31.39Freud Agapi Limited Edition 2025 showcases an ultra rare Mexican hybrid habano San Andrés wrapper over Dominican Corojo 99 and a multi varietal filler for a layered medium torpedo experience. Handcrafted at Tabacalera Díaz Cabrera and limited to just 300 boxes of 10, it is a collector focused release for smokers who want distinctive complexity and genuine exclusivity in their rotation.
Guantanamera Cristales Cuban
$11.11Guantanamera cigars are the ideal starting point for those interested in sampling the Joys of Cuban Tobacco without breaking the bank. Each cigar is made from 100% Cuban tobacco from the legendary Vuelta Arriba region.
Joya de Nicaragua Joya Black Robusto
$16.79Modern in spirit, fuller in flavor and stronger in attitude. This cigar provides a balanced, yet complex smoke. Perfect for those who want more.
Joya de Nicaragua Joya Red Toro
$17.82This is a medium bodied cigar. The combination of these premium tobaccos from our beloved Nicaragua results in a balanced blend with medium strength and captivating flavors. Smooth nutty notes and hints of pepper.
KiKi MoMo Maduro Solomoncito
$19.05This KiKi MoMo Maduro Solomoncito pairs a dark Nicaraguan Maduro wrapped blend with a 5 3/8 x 52 tapered format, delivering medium to full chocolate, espresso, earth and spice in a slow burning, creamy smoke.
Kristoff Bootlegger Connecticut Robusto
$16.50As a fuller flavoured spin on the classic blend, Kristoff Bootlegger Connecticut Robusto is a 5 1/2 x 54 Ecuador shade grown Connecticut cigar with creamy toasted cedar, cashew, almond, coffee and gentle baking spice.
Kristoff Bootlegger Maduro Robusto
$16.50Built as an exclusive spin on the original blend, Kristoff Bootlegger Maduro Robusto is a 5 1/2 x 54 Brazilian Maduro wrapped cigar with coffee bean, cocoa, earth, spice and a sweet dark chocolate finish.