Skip to main content

The classic bourbon cocktails everyone should know how to make

Learn these classic bourbon-based cocktails

Old Fashioned
Paige Ledford / Unsplash

If we had to (for some strange reason) pick only one spirit to mix with, it would be bourbon whiskey. We understand that spirits like gin, vodka, white rum, and blanco tequila are more well-suited for summery cocktails. And while summer is the season in which we’re most likely to whip up a cocktail or two, we believe that bourbon is the perfect spirit for all seasons.

Do you want to drink a Gin & tonic in the middle of winter? Probably not. But sipping on an Old Fashioned on an unseasonably cool summer night, while you sit around a roaring campfire, makes for a pretty epic night.

Bourbon’s corn-based mash bill is sweet, mellow, complex, and flavorful. It never gets lost in a cocktail and is guaranteed to warm you up on a cool evening. The best part? Countless classic bourbon-based cocktails are not only flavorful but surprisingly easy to make.

The classic bourbon cocktails everyone should know how to make

Bartender serving glass of a Boulevardier cocktail with big ice cube and orange zest on the bar counter on the blurred background
fesenko / Adobe Stock

All you need (besides a few simple ingredients) to start your bourbon cocktail journey is a decent bottle of bourbon. You don’t have to spend the equivalent of a car payment to get one. Countless bottles in the $30-60 range are perfectly suited for slow-sipping or mixing.

Once you find one you like (we prefer Wild Turkey 101, Elijah Craig, and Knob Creek), you can easily mix up a few classic drinks. We’re talking about the likes of the Old Fashioned, Whiskey Sour, Boulevardier, Paper Plane, and more. Keep scrolling to see some of our favorite classic bourbon cocktails and even learn how to make them.

Paper Plane

Paper Plane
istock

Is it too soon to call a cocktail made in 2008 a classic? We don’t think so. The Paper Plane was created by Sam Ross and Sasha Petraske for Chicago’s Violet Hour. Named for the M.I.A. song “Paper Planes,” it’s a take on the classic Last Word. This exceptional cocktail is made with bourbon, Italian amaro, Aperol, and fresh lime juice. It’s boozy, tart, and extremely complex.

What you need to make the Paper Plane

1 ounce of bourbon whiskey
1 ounce of Italian amaro
1 ounce of Aperol
1 ounce of freshly squeezed lemon juice

The Paper Plane recipe steps

1. Add ice to a shaker.
2. Pour bourbon, amaro, Aperol, and freshly squeezed lemon juice into the mixer.
3. Shake vigorously to combine.
4. Strain the ingredients into a chilled cocktail glass.

Old Fashioned

Old Fashioned
Pylyp Sukhenko/Unsplash

Good luck finding a more well-known bourbon-based cocktail than the classic Old Fashioned. Luckily, it’s as simple to make as it is popular. This beloved drink is made with muddling sugar, Angostura bitters, and water before adding whiskey. It’s boozy, sweet, and sublimely complex. While there’s some dispute about its origins, many believe it was created by bartender and bourbon pioneer James E. Pepper at The Pendennis Club in Louisville, Kentucky, in the late 1800s.

What you need to make an Old Fashioned

  • 1.5 ounces of bourbon whiskey
  • 2-3 dashes of Angostura bitters
  • 1 sugar cube
  • 1-2 dashes of water

The Old Fashioned recipe steps

1. Add a sugar cube into an Old Fashioned glass.
2. Saturate the sugar cube with a few dashes of Angostura bitters.
3. Add a dash or two of water.
4. Muddle the ingredients together to combine them.
5. Add ice to the glass.
6. Pour in the bourbon whiskey.
7. Stir slowly to combine.
8. Garnish with a cocktail cherry and an orange peel.

Boulevardier

Boulevardier cocktail and orange zest on wooden table
chandlervid85 / Adobe Stock

A bourbon-based riff on the Negroni, the Boulevardier was first created in the 1920s in Paris. The first reference to it was in 1927 in the French cocktail book ‘Barflies and Cocktails’. Like many cocktails, it was seemingly lost to time until the cocktail renaissance resurrected it. While the classic Negroni is a gin-based drink, the Boulevardier removes to juniper, botanical spirit in favor of sweet, mellow bourbon while still keeping the sweet vermouth and Campari.

What you need to make a Boulevardier

  • 1.5 ounces of bourbon
  • 1 ounce of Campari
  • 1 ounce of sweet vermouth

The Boulevardier recipe steps

1. Add ice to a mixing glass.
1 1/2 ounces bourbon
1 ounce grapefruit juice, freshly squeezed
1/2 ounce honey syrup
Garnish: grapefruit twist 3. Gently stir to combine all the ingredients.
4. Strain into a chilled cocktail glass or rocks glass.
5. Garnish with an orange peel.

Brown Derby

Brown Derby
Thomas Wavid Johns/Unsplash

Like all cocktails, the Brown Derby has a bit of a muddled history. Many believe that its origins are sometime in the 1930s, and a bartender at the Vendôme Club in Los Angeles created it. It was named for a famous diner that was situated near the bar. A sour, tart, and sweet combination, this iconic cocktail features bourbon whiskey, honey syrup, and freshly squeezed grapefruit juice.

What you need to make the Brown Derby

  • 2 ounces of bourbon whiskey
  • .75 ounces of freshly squeezed grapefruit juice
  • .5 ounces of honey syrup (or maple syrup)

The Brown Derby recipe steps

1. Add ice to a shaker.
2. Pour the bourbon whisky, freshly squeezed grapefruit juice, and honey syrup (or maple syrup) into the shaker.
3. Shake vigorously to combine.
4. Strain into a chilled cocktail glass.
5. Garnish it with a grapefruit peel.

Christopher Osburn
Christopher Osburn is a food and drinks writer located in the Finger Lakes Region of New York. He's been writing professional
The La Louisiane is the nightcap cocktail you need
The La Louisiane is your new go-to cocktail
La Louisiane

 

We often write about classic cocktails. The problem with this is the fact that we end up writing about iconic, well-known drinks over and over again. We’re talking about the likes of the Old Fashioned, Manhattan, Martini, and Daiquiri. And while we love these timeless drinks, this means some other classic drinks don’t get the respect their due. So, to remedy this, we’ve decided to highlight a lesser-known drink that absolutely should get the same amount of attention as the aforementioned cocktails. We’re talking about the La Louisiane.
What is the La Louisiane?

Read more
How to make the White Negroni, a French riff on the classic
Try this take on the classic Negroni
White Negroni

We enjoy sweet, sugary things, but there is such a thing as something being too cloyingly sweet. That’s why semisweet chocolate (or dark chocolate) is so popular. It’s also why cocktails like the Negroni are so loved and enjoyed.

The classic Negroni is an Italian apéritif made with equal parts gin, vermouth, and Campari. It’s believed that it was created in 1919 in Florence, Italy at a restaurant called Caffè Casoni for a patron named Count Camillo Negroni who wanted an Americano made with gin instead of sparkling water. Whether that story is true doesn’t change the fact that the Negroni is just as popular today as ever.

Read more
Salt and pepper are the magic ingredients to transform your cocktails
Saline solution and pepper tincture are a mixologist's best friends
feasting spiceologist shares the 10 commandments of spice salt pepper spices

Every cook knows the importance of having seasoning on hand for all the dishes they make, and here's a secret for making great cocktails -- the same is true for your drinks. As bizarre as it may sound, two additions to take your cocktails from good to great are something you surely have in your kitchen anyway, salt and pepper.

Salt works in a cocktail just like it does in food, enhancing other flavors and bringing out nuance. I love to add a sprinkle of salt to herbal drinks like a gin basil smash or to agave-based drinks like a margarita. And black pepper adds a spicy, hot note to a drink that goes perfectly with sweet fruits like strawberries, elevating your strawberry daiquiris or your spicier drinks like boulevardiers to the next level.

Read more