The Absolute Best Jack Daniel's Whiskey Variety Is Incredibly Smooth

When you think of Jack Daniel's, odds are your mind goes straight to the classic black-label bottle poured at bars everywhere. But the brand's lineup runs much deeper than most realize. From cinnamon-spiced blends to fruit-flavored twists, we ranked 14 different Jack Daniel's whiskeys based on customer reviews to find the one that truly stands out from the pack. Our goal wasn't to crown the rarest or most complex pour — we wanted to find the bottle that's simply enjoyed by the most. The winner? Gentleman Jack — a Tennessee whiskey so supple it practically glides across the palate.

What sets Gentlemen Jack apart is the double charcoal mellowing process. This signature step smooths away the whiskey's rough edges by filtering it through sugar maple charcoal, giving it a cleaner, more elegant character. Gentleman Jack repeats this step twice: once before aging and again before bottling. The result is a whiskey that customers feel drinks effortlessly, standing apart from bolder expressions like Single Barrel 100 Proof or Triple Mash.

The method comes straight from the historic Lincoln County Process that defines Tennessee whiskey, though Gentleman Jack takes it one step further. And because it's stocked almost everywhere, you don't have to hunt for it, making it one of the most dependable sips in the Jack Daniel's family.

More fans online seem to agree with our ranking. Gentleman Jack is the one bottle in the lineup that earns near-universal respect. On Reddit, one drinker wrote that it "tastes the best out of all Jacks because it's smooth," while another noted that "the extra pass through the filter makes a huge difference, and vast improvement when tasted." But not everyone drinks it neat — one fan even admitted, "I enjoy it as a mixer." That flexibility is part of the appeal. 

Gentleman Jack can play just as well in a cocktail as it does over a single cube. A classic whiskey sour made with Gentleman Jack balances richness and brightness. It's also a great match for other classics. Try it in a Smokey Old Fashioned or a Lynchburg Lemonade for a summery, fun spin. That's the thing about whiskey — it's got range.

With that same polished charm, it transitions easily from the bar to the table. Whether you're planning a cozy Gentleman Jack date night, hosting a charcuterie brunch, or just unwinding after work, this whiskey fits the vibe.