This cocktail embodies the timeless elegance of classic mixology with perfectly balanced bourbon and bitters. I crafted this version after years of refining the traditional method.
The key lies in muddling the sugar cube with bitters and a splash of water to create a smooth foundation. This ensures every sip delivers complex flavor without harshness.
What emerges is a drink that’s both bold and nuanced—sweet, smoky, and infinitely smooth. The orange peel garnish adds a bright citrus note that complements the bourbon beautifully.
Serve it in a rocks glass over a single large ice cube. Here’s how to make it right.
Ingredients for Fleming’s Old Fashioned
Classic bourbon, bitters, and sugar—timeless cocktail ingredients for a refined drink.
| Ingredient | Amount | Notes |
|---|---|---|
| Bourbon 🥃 | 2 oz | High-quality, 90-100 proof |
| Demerara Sugar Cube 🍬 | 1 whole | Or substitute white sugar |
| Angostura Bitters 🫗 | 2 dash | Aromatic for depth |
| Orange Bitters 🍊 | 1 dash | For citrus complexity |
| Filtered Water 💧 | 1 tsp | For muddling sugar cube |
| Large Ice Cube ❄️ | 1 whole | For serving |
| Orange Peel 🍊 | 1 piece | For garnish, twisted |
| Luxury Cherry 🍒 | 1 whole | Optional, for garnish |
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Bourbon quality matters here. Maker’s Mark or Buffalo Trace are reliable choices for a balanced sip. For the bitters, Angostura is non-negotiable—it’s the backbone. Demerara sugar adds a subtle caramel note, but white sugar works too. I pick up my sugar cubes at Whole Foods or a specialty liquor store (the good stuff, not the pre-crushed).
No Demerara? White sugar cube or simple syrup (use half the amount) works. Out of orange bitters? An extra dash of Angostura keeps it classic. The garnish is flexible—lemon peel swaps in fine, or skip it entirely. For a smokier twist, a luxury cherry (like Luxardo) adds depth without overpowering.
Store bourbon in a cool, dark place—it keeps indefinitely unopened, 1-2 years once opened. Bitters last 5 years or more. Make simple syrup ahead and refrigerate for up to 1 month if using that instead of sugar cubes.
Why You’ll Love This Recipe
- 5-Minute Mix: I can stir this together faster than it takes to pick a playlist—just muddle, shake, and pour.
- Rich & Complex: That Demerara cube with the dual bitters gives it a deep, layered taste I can’t get enough of.
- Dinner Party Star: Honestly, it’s my go-to for impressing guests without looking like I tried too hard.
- Budget Sipper: One bottle of bourbon makes multiple cocktails, so it’s my wallet-friendly indulgence.
Step-by-Step Instructions for Bourbon-Infused Cocktail Classic
Master the technique and craft the perfect old fashioned with these precise, proven steps.
Step 1: Muddle the Sugar Cube with Bitters and Water
Place the 1 whole Demerara Sugar Cube in an old fashioned glass. Add the 2 dash Angostura Bitters and 1 dash Orange Bitters directly onto the sugar cube, then pour in the 1 tsp Filtered Water.
Using a muddler, press down firmly and crush the sugar cube while rotating the muddler to combine everything into a thick paste. This process ensures the sugar fully dissolves and the bitters integrate evenly, creating the foundation of your drink. You’ll know it’s ready when no sugar granules remain.
Step 2: Add Bourbon and Stir Vigorousy
Pour the 2 oz Bourbon into the glass with the muddled mixture. Use a bar spoon to stir for 20-30 seconds until the sugar is completely dissolved and the liquid appears smooth and well-combined.
Stirring properly chills the drink slightly and ensures the ingredients meld together seamlessly. Don’t skip this step—it’s what gives the old fashioned its signature smoothness and balanced flavor.
Step 3: Add Ice and Stir Again
Add the 1 whole Large Ice Cube to the glass. This single large cube melts slowly, preventing over-dilution while keeping your drink properly chilled.
Stir again for 15-20 seconds to further chill the cocktail and integrate the ice. The drink should look rich and slightly viscous, with the ice cube sitting prominently in the center.
Step 4: Garnish and Serve
Express the 1 piece Orange Peel over the glass by holding it skin-side down and giving it a firm twist. This releases the citrus oils onto the surface of the drink, enhancing the aroma. Rub the peel around the rim of the glass, then drop it in.
Add the 1 whole Luxury Cherry as a final garnish. The cherry adds a touch of sweetness and visual appeal, making the presentation complete. Serve immediately and enjoy the complex, well-balanced flavors of this timeless cocktail.
Pro Tips For Making Fleming’S Old Fashioned
- Muddle Gently: Press the sugar cube just enough to dissolve it in the bitters and water, but don’t pulverize it—I learned this the hard way after turning a few into grainy messes.
- Chill Your Glass: Fill your glass with ice and let it sit for 2 minutes before building the drink, or you’ll end up with a watered-down old fashioned before you even take the first sip.
- Use Fresh Ice: Skip the sad, half-melted ice from the freezer door; fresh, dense cubes melt slower and keep your drink from turning into a bourbon soup.
- Sip After 30 Seconds: Let it rest for half a minute after stirring—sounds weird, but it works: the flavors marry and the chill settles just right.
Pro Cooking Tips for Perfect Results
Ice Matters
Use one 2-inch clear ice cube—it melts slower than crushed ice, preventing dilution that ruins the balance. I make mine in a silicone ice mold from Tovolo. Clear ice looks more professional and keeps your drink colder, longer. 💡
Stirring Technique
Always stir with a bar spoon for 20-30 seconds after adding bourbon. This isn’t just mixing—it’s aerating the drink slightly while chilling it. I learned this trick during my French training, and it makes a noticeable difference.
Muddling Perfection
Press the sugar cube firmly but don’t pulverize it. You want a paste, not liquid. Rotate the muddler to ensure all sugar crystals dissolve. I find a flat-bottom muddler works best for this.
Garnish with Intention
Twist the orange peel over the glass to release oils, then rub the rim. This isn’t just decoration—it adds aromatic complexity. I forage wild orange peel sometimes for a more intense citrus note.
Glass Choice
A heavy rocks glass retains cold better than thin glassware. My favorite is from Riedel—it feels substantial in hand and showcases the drink’s rich color. The weight also prevents tipping. 🥃
Temperature Control
Store your bourbon at room temperature, but chill your glass beforehand. A cold glass keeps the drink at optimal serving temperature longer. I keep a few glasses in my freezer just for cocktails.
Nutrition Facts
Frequently Asked Questions
What type of bourbon works best?
Use a high-quality 90-100 proof bourbon like Maker’s Mark or Buffalo Trace. Avoid overly sweet or young bourbons, as they can throw off the balance.
Can I use simple syrup instead of a sugar cube?
Yes! Use ½ oz simple syrup and skip the water. The flavor will be slightly different but still delicious. Stir well to combine.
Why stir instead of shake?
Stirring preserves the smooth texture and prevents over-dilution. Shaking can introduce air bubbles and water it down too much.
How long does it keep?
Best served immediately, but it holds well for 10-15 minutes on ice. After that, the ice will begin to dilute the flavors.
Trained in classic French technique but raised on slow-cooked ribs and spicy rubs, she blends culinary skill with smoke and soul.
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