This Italian-inspired take on the classic Old Fashioned is smooth, rich, and just the right amount of bittersweet. Bourbon’s warmth meets the herbal complexity of amaro, creating a cocktail that feels both familiar and excitingly different. It’s one of my favorite drinks to unwind with after a long day—it’s simple to make, yet full of depth.

Italian Old Fashioned
Ingredients
You’ll need:
- 2 oz (60ml) bourbon
- 0.5 oz (15ml) amaro (an Italian herbal liqueur that adds a bittersweet depth)
- 0.25 oz (7.5ml) simple syrup (adjust to taste if you prefer it less sweet)
- 2 dashes orange bitters
- Orange twist, for garnish
Glass: A rocks glass is ideal—it helps the flavors meld while keeping the drink perfectly chilled. If you don’t have one, a tumbler works too.
How to Make an Italian Old Fashioned
- Pour the bourbon into a mixing glass.
- Add the amaro, simple syrup, and orange bitters.
- Fill the glass with ice and stir for about 30 seconds until well chilled.
- Strain into a rocks glass over a large ice cube.
- Twist an orange peel over the drink to release its oils, then drop it in as a garnish.
That’s it! A smooth, well-balanced Italian Old Fashioned, ready to sip and savor.
Tips for the Best Italian Old Fashioned
- Use a good bourbon. A smoother, slightly sweeter bourbon works best to balance the amaro’s bitterness.
- Stir, don’t shake. This keeps the drink crystal clear and gives it a silky texture.
- Adjust the sweetness. If you like a drier cocktail, cut back on the simple syrup or choose a less sweet amaro.
Make-Ahead & Storage
Want to prep this for a gathering? Mix a batch ahead of time (without the ice), store it in a sealed bottle in the fridge, and simply pour over ice when ready to serve. It’ll keep well for a few days.
Variations & Substitutions
- Swap the amaro. Different amaros bring different flavors—Averna for a richer, caramel-like depth, or Montenegro for a lighter, citrusy touch.
- Try honey or agave. Instead of simple syrup, use honey or agave for a slightly different sweetness.
- Change up the bitters. Angostura bitters add a spicier kick if you prefer.
Food Pairings
This cocktail pairs beautifully with a few simple bites:
- Charcuterie: The salty, savory flavors of cured meats and cheeses balance the bourbon’s richness.
- Dark chocolate: A square of bittersweet chocolate enhances the amaro’s herbal notes.
- Grilled meats: Smoky flavors complement the deep caramel tones of bourbon.
Non-Alcoholic Version
Want to enjoy this without the booze? Try:
- 2 oz (60ml) non-alcoholic bourbon
- 0.5 oz (15ml) non-alcoholic amaro
- 0.25 oz (7.5ml) simple syrup
- 2 dashes orange bitters
Stir with ice, strain into a glass, and garnish with an orange twist—it’s just as flavorful, minus the alcohol.
Common Questions
What is amaro?
Amaro is an Italian herbal liqueur with a bittersweet taste, often made with a blend of citrus, herbs, and spices.
Can I use a different whiskey?
Yes! Rye whiskey gives it a spicier edge, while a smoky scotch adds depth.
How do I make it less sweet?
Cut back on the simple syrup or choose a more bitter amaro.
Can I batch this for a party?
Absolutely—just mix everything but the ice ahead of time and store it in the fridge.
This has been my go-to cocktail for a cozy night in, and I hope it becomes one of yours too. Cheers! 🍹