Bourbon whiskey’s reputation as the everyman’s drink is well-earned, but there’s still plenty of high-end hooch out there. Whether it’s age, provenance, rarity or a tornado tearing open a distillery, bourbon collectors of the last decade have driven prices through the roof (more on the tornado later). Historically, it was scotch whisky that attracted the type of person willing to spend thousands of dollars on a single bottle. Today, there are bourbons valued in the tens of thousands, and prices are only rising as the spirit’s popularity grows. Excluding extreme vintage and historical bottles sold at auction, our collection of the most expensive bourbon you can buy begins above the Pappy 23-Year Line — or just about $3,500 a bottle.
A.H. Hirsch Reserve 16 Year Old

Price: $3,500 – $4,500
Released: Distilled in the spring of 1974, aged or 16 years, then kept on ice until its release in .
What’s so special about it? A weird whiskey with a confusing history, A.H. Hirsch Reserve (both gold foil- and blue wax-topped bottles) is one of the most surprising high-value bourbons out there. Its relevance and cost is due in part to ties one Julian Van Winkle, who bottled in the brand in the ’80s, and the quality of the spirit. But many attribute its ballooned value to the early-Internet bourbon geeks. The whiskey’s provenance and means is the subject of a book by longtime whiskey writer and Kentucky Bourbon Hall of Famer Chuck Cowdery called The Best Bourbon You’ll Never Drink.