Jack Daniel's Gentleman Jack is a smooth and sophisticated whiskey, perfect for enjoying neat or on the rocks. It has a distinctively rich flavour with notes of vanilla and spice.
Gentleman Jack is a premium version of Jack Daniel's Tennessee Whiskey. The main difference is that it enjoys a 'double mellowing' as it's filtered through charcoal before being filled into the barrel (the Lincoln County Process) and once again before it's bottled.
Gentleman Jack is undoubtedly good enough to enjoy on its own. In his book Whisky: The Manual, Dave Broom also suggests that Gentleman Jack actually works better than the regular Jack Daniel's Old No.7 in a Jack and Coke.
In addition to its smooth flavour profile, Gentleman Jack is also known for its distinctive and elegant packaging. The brand's signature bottle is designed to look like a flask and is decorated with elegant, hand-written labelling that pays homage to the brand's heritage and tradition.
Spicy nose with caramel, charred oak and a little aniseed.
Liquorice-led palate with oak and cinnamon, a touch of banana too.
Roasty and toasty finish, plenty of spice and citrus too.


Since I started drinking whiskey a few years ago I always like trying something new. I'm by no means an expert with a sophisticated pallet but I can tell the difference between well crafted and aged whiskey and lesser quality offerings. I picked up a bottle of Gentleman Jack hoping for a better than average experience. The first sip was sweet with a slight smoky taste and I was pleasantly surprised, until the finish kicked in. The smooth start turned in to a harsh alcohol/chemical taste, completely overwhelmed the sweet start. I keep coming back to see if I was having a bad day but nope, it's pretty harsh. A little ice cuts the burn but also weakens the sweetness. It's probably ok as a mixer but a little pricey for that.
I'm not a JD guy but I do respect their select 50. I had this bottle sitting for over a year, don't even know what I paid for it so money wasn't a consideration in this review. I didn't even know if this ranked above or below the JD7. So it's just a whiskey and whisky lover with willingness to like a new whiskey. One the nose, different so I'm excited, a bit mild so I'm wondering am I missing something. Second serving I can smell some fruitiness. On the palette, inviting at first, smooth, you can taste some extra sweetness from the caramel and the honey. It's not smokey but now I know understand that it was the charcoal filteration that introduces another taste. After taste is bitter, disappointing, puts you off the charcoal filteration. Neat was the best, with some water it gets worse. And I never quite enjoyed taking coke as a liquid. In summary, I tried to like it but it just didn't impress after the second serving. I would likely never buy it again nor advise someone to do so.
For me it's a big disappointment....nothing special to deserve the extra money.
I was thinking it would be like a good brandy smooth, but this stuff is ROUGH.
Just bought my first bottle of Gentleman Jack and was anxious to give it a "shot", especially with all the claims of its smoothness, amazing flavor, and double mellowing sophistication. So far I've sipped, shot, and even the cardinal sin of mixing a "premium" hooch in coke, all side by side with old #7, and heaven help me, I can't tell the difference with the lone exception of the price tag. Don't get me wrong, it's good. I love Jack. Old #7 and I go way back. However, I don't see the point in paying almost double for, in my opinion, no difference.