Vanilla Bourbon Cherry Smash Recipe

This Vanilla Bourbon Cherry Smash is one of those drinks that feels a little fancy without being fussy. I started making it after experimenting with cherry-forward cocktails that weren’t overly sweet or syrupy. A few early versions were either too strong or tasted flat, but once I balanced real cherries, vanilla warmth, and smooth bourbon, this became my go-to for relaxed evenings and casual gatherings. It’s bold, aromatic, and surprisingly easy to get right at home.

Why This Cocktail Works So Well

This drink hits multiple flavor notes without any one element overpowering the others. The cherries add natural sweetness and color, vanilla softens the bourbon’s edge, and citrus keeps everything bright.

Uses fresh or frozen cherries for real fruit flavor
Vanilla adds warmth without extra sweetness
Bourbon provides depth and body
Easy to scale for guests
Can be adjusted sweeter, stronger, or lighter

Ingredients

Cocktail Ingredients

6 fresh or frozen cherries, pitted
2 ounces bourbon
½ ounce vanilla syrup
½ ounce fresh lemon juice
2–3 dashes Angostura bitters
Ice cubes

Optional Garnishes

Cherry on a skewer
Lemon peel twist
Fresh thyme or rosemary sprig

Prep Time and Yield

Prep Time: 5 minutes
Total Time: 5 minutes
Servings: 1 cocktail

How to Make a Vanilla Bourbon Cherry Smash

Step 1: Muddle the Cherries

Place the cherries in the bottom of a sturdy rocks glass or cocktail shaker. Gently muddle until the cherries release their juice but aren’t completely pulverized. This keeps the flavor fresh rather than jammy.

Step 2: Add Citrus and Vanilla

Pour in the fresh lemon juice and vanilla syrup. Lightly stir to combine and let the flavors mingle with the cherry juice.

Step 3: Add Bourbon and Bitters

Add the bourbon and Angostura bitters. If using a shaker, add ice and shake briefly. If building directly in the glass, add ice and stir well.

Step 4: Finish and Garnish

Top with additional ice if needed. Garnish with a cherry, citrus peel, or herb sprig for aroma.

Making Homemade Vanilla Syrup

If you want the best flavor, homemade vanilla syrup makes a noticeable difference.

How to Make It

Combine 1 cup of sugar and 1 cup of water in a saucepan
Heat until the sugar dissolves
Remove from heat and add 1 tablespoon vanilla extract or 1 split vanilla bean
Cool completely before using

This syrup keeps in the refrigerator for up to 2 weeks.

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Tips for the Best Cherry Smash

Use ripe cherries for natural sweetness
Don’t over-muddle, or the drink becomes cloudy
Choose a smooth bourbon rather than a high-proof one
Fresh lemon juice is essential for balance
Adjust vanilla syrup to taste if you prefer drier cocktails

Flavor Variations

Spiced Cherry Smash

Add a pinch of cinnamon or a dash of allspice bitters for a warmer profile.

Sparkling Cherry Smash

Top with club soda or sparkling water for a lighter, refreshing version.

Maple Bourbon Cherry Smash

Swap vanilla syrup for maple syrup for a deeper, earthy sweetness.

Non-Alcoholic Version

Replace bourbon with black tea or cherry juice and add a splash of vanilla syrup for a mocktail-style drink.

Glassware and Ice Matters

A heavy rocks glass works best because it allows proper muddling and slow dilution. Large ice cubes melt more slowly, keeping the drink balanced longer.

Serving Suggestions

This cocktail pairs beautifully with both sweet and savory snacks.

Charcuterie boards
Dark chocolate desserts
Roasted nuts
Grilled meats or burgers

It’s also great as a signature drink for small gatherings.

Frequently Asked Questions

Can I use cherry juice instead of fresh cherries?

Yes, but fresh cherries give better texture and flavor. If using juice, reduce vanilla syrup slightly.

What bourbon works best?

A smooth, mid-range bourbon with vanilla or caramel notes works perfectly. Avoid overly smoky styles.

Is this drink very sweet?

No, it’s balanced. You can always reduce the vanilla syrup for a drier finish.

Can I batch this cocktail?

Yes. Multiply ingredients and muddle cherries in advance, then strain and refrigerate. Add ice and garnish when serving.

Can I use frozen cherries?

Absolutely. Thaw slightly before muddling for best results.

Final Thoughts

The Vanilla Bourbon Cherry Smash is one of those cocktails that feels thoughtfully crafted but never complicated. It’s rich without being heavy, sweet without being cloying, and flexible enough to suit different tastes. Once you make it a couple of times, it becomes second nature, and it’s the kind of drink people always ask you to make again. Whether you’re unwinding after a long day or entertaining friends, this cocktail delivers comfort, balance, and just the right amount of indulgence.