Graycliff Cigars holds a unique place in the cigar world — a brand produced at one of the most exotic cigar factories on the planet, nestled within a historic Bahamian estate that dates back to the 18th century. Founded by Enrico and Anna Maria Garzaroli, Graycliff combines old-world European elegance with Caribbean craftsmanship to create cigars that carry a sense of place and occasion unlike any other brand.
This guide covers the Graycliff story, breaks down their major lines, and helps you find the right Graycliff cigar for your palate.
The Graycliff Story
The Graycliff story begins with the Graycliff Hotel in Nassau, Bahamas — a historic property originally built in the 1740s by Captain John Howard Graysmith, a notorious pirate. Over the centuries, the estate served as a garrison, a private residence, and eventually a luxury hotel. In 1973, Italian-born hotelier Enrico Garzaroli and his wife Anna Maria purchased the property and transformed it into one of the Caribbean's most exclusive boutique hotels and restaurants.
The Garzarolis were passionate about cigars, and in 1997 they established the Graycliff Cigar Factory on the hotel grounds — making it one of the only cigar factories in the Bahamas and certainly the most storied. They recruited skilled Cuban cigar rollers to staff the factory, bringing authentic Cuban rolling techniques to their Bahamian operation.
The factory uses tobaccos sourced from multiple countries including Nicaragua, the Dominican Republic, Honduras, and other origins. Visitors to the Graycliff Hotel can tour the factory, watch cigars being hand-rolled, and even create their own custom blends — an experience that has become one of Nassau's top tourist attractions.
Today, Graycliff cigars are available beyond the hotel through retail partners and online shops, allowing cigar enthusiasts worldwide to experience the brand's unique Caribbean-meets-European character.
Graycliff's Major Lines
Profesionale Series — The Flagship
The Profesionale Series represents Graycliff at its finest. These are the cigars crafted by the factory's most experienced rollers using premium aged tobaccos. Medium-to-full bodied with rich flavors of cedar, leather, dark chocolate, sweet spice, and a smooth, complex finish. The Profesionale showcases the skill of Graycliff's Cuban-trained torcedores and the quality of their carefully selected tobaccos. A great whiskey pairing cigar.
G2 — Accessible Quality
The Graycliff G2 is the brand's most accessible line — delivering Graycliff quality at a more approachable price point. These mild-to-medium cigars feature smooth flavors of cream, cedar, nuts, and gentle spice. G2 is a great everyday smoke and an excellent choice for beginners who want to experience the Graycliff brand without the premium price tag. A solid value option.
Espresso — Coffee-Infused
The Graycliff Espresso series blends premium tobaccos with natural espresso bean flavoring for a cigar that delivers rich coffee, cream, and sweet notes. It is one of the most popular flavored cigars on the market and pairs perfectly with coffee — see our pairing guide. Mild and aromatic, the Espresso line appeals to both cigar enthusiasts and newcomers.
1666 Series — Heritage Blend
Named after the year the Bahamas became a British colony, the 1666 series draws on Graycliff's deep historical connections. Available in multiple wrapper options:
1666 Connecticut — Mild with cream, nuts, and cedar. Approachable and smooth.
1666 Habano — Medium-bodied with earth, pepper, and sweet spice.
1666 Maduro — Medium-to-full with dark chocolate, coffee, and rich sweetness.
Avelino Series — Bold and Complex
The Avelino series is named after Enrico Garzaroli's grandson and represents the next generation of Graycliff blending. These medium-to-full cigars feature Nicaraguan tobaccos for richer, bolder flavors of earth, pepper, dark chocolate, and leather. The Avelino line shows Graycliff can compete in the fuller-bodied space.
Other Notable Lines
Graycliff Crystal — A mild, elegant cigar with a glass-tube presentation. Cream, cedar, and gentle sweetness. Makes an excellent gift.
Graycliff Chateau Grand Cru — Ultra-premium, limited production. Uses the most carefully selected tobaccos available to the factory. Complex and refined.
Graycliff Pirate — A playful nod to Nassau's piratical heritage. Medium-bodied with balanced flavors of cedar, spice, and sweetness.
Where to Buy Graycliff Cigars
Browse and compare Graycliff pricing across trusted retailers on the Graycliff brand page at Cigar Finder. For the full catalog with real-time pricing, visit CigarFinder's premium cigars page and filter by brand.
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