Can I substitute the rye whiskey with bourbon?

You can use bourbon, but the drink will lose some of its characteristic spice and edge. Rye is preferred for its dryness and assertiveness, but bourbon makes for a slightly sweeter version.

What kind of amaro works best?

Amaro Averna or Cynar are both excellent choices, but feel free to experiment with your favorite amaro. Each brings its own unique herbal and bittersweet profile.

Why is it called the Staggering Gentleman?

The name is a playful nod to the drink's boozy strength and suave character—it's a cocktail that's both refined and potent, sure to make even the most composed gentleman 'stagger' a bit after a few.

Is this cocktail good for batching or parties?

Yes! You can batch the spirits and bitters ahead of time, then simply stir with ice and garnish to order. It's a crowd-pleaser for whiskey lovers who want something a little different.

Staggering Gentleman

Name: Staggering Gentleman
Prep time: 5 min
Total time: 5 min
Yield: 1 serving
Cuisine: Cocktail
Ingredients: 2 oz Rye whiskey; 0.75 oz Amaro (such as Averna or Cynar); 0.5 oz Sweet vermouth; 2 dashes Orange bitters; 1 cup Ice

The Staggering Gentleman is a bold, sophisticated cocktail that combines the rich character of rye whiskey with the herbal intrigue of amaro, balanced by sweet vermouth and a hint of orange bitters. It's a drink for those who appreciate complexity, yet crave a smooth, lingering finish. The name itself conjures images of a well-dressed man, slightly unsteady but utterly charming, making his way across a jazz-filled speakeasy.

5 minutesMedium1 serving

Featured

Ingredients

1 serving

Rye whiskey
60 ml (2 oz)
Choose a bold, spicy rye for best results
Amaro (such as Averna or Cynar)
25 ml (0.75 oz)
Adds herbal depth and complexity
Sweet vermouth
15 ml (0.5 oz)
Balances with a touch of sweetness
Orange bitters
2 dashes
Brightens and ties the flavors together
Ice
1 cup
For stirring and serving

Tools Needed

Mixing glass
Bar spoon
Jigger
Strainer
Rocks glass

Instructions

Chill your rocks glass by filling it with ice and setting aside.
In a mixing glass, combine rye whiskey, amaro, sweet vermouth, and orange bitters.
Fill the mixing glass with fresh ice, then stir gently for 20-30 seconds to chill and dilute.
Discard the ice from your rocks glass and strain the cocktail into it over one large ice cube.
Garnish with an expressed orange peel, running the peel around the rim before dropping it in.

Why You'll Love This Cocktail

Balances bold and herbal flavors for a unique taste experience
Smooth, sophisticated, and perfect for slow sipping
Ideal for whiskey lovers seeking something new
Great conversation starter with a memorable name
Versatile enough for both special occasions and quiet evenings in

History & Origin

The Staggering Gentleman is a modern classic, rumored to have originated in a New York speakeasy during the cocktail renaissance of the early 2010s. Inspired by the timeless Manhattan and the Negroni, this drink was crafted to appeal to those seeking a sophisticated edge with a twist. Bartender Eli Stanton, known for his creative takes on classics, is often credited with naming the cocktail after a particularly memorable patron who insisted on 'something strong, but with style.' Today, the Staggering Gentleman is beloved by whiskey aficionados and adventurous sippers alike.

Garnish

Expressed orange peel – adds aromatic brightness and a touch of elegance, complementing the amaro's herbal notes.

Nutrition Info

Approximately 180 calories per serving. Contains alcohol, minimal sugar from vermouth and amaro. Not a significant source of fat, protein, or fiber.

Frequently Asked Questions

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