Our 20 Favorite Bourbon Cocktails to Drink

Step into the world of Bourbon cocktails, where sophistication and bold flavors collide. 

These delightful cocktails are the perfect companions for those seeking a touch of elegance with a twist of Southern charm. 

Whether you’re sipping a classic Old Fashioned at a swanky cocktail lounge or enjoying a Mint Julep on a sunny porch, Bourbon cocktails offer a timeless indulgence. 

With their rich amber hues and complex flavor profiles, these cocktails captivate the senses and transport you to a bygone era of refined indulgence. 

So, grab your favorite Bourbon, summon your inner mixologist, and embark on a journey of exquisite taste. 

It’s time to raise a glass to the allure of Bourbon cocktails!

Boulevardier

The Boulevardier is a sophisticated and robust Bourbon cocktail that brings together the warm and smooth characteristics of Bourbon with the bitter complexity of Campari and the sweet vermouth.

This combination creates a harmonious balance of flavors, where the Bourbon’s caramel notes meld with the herbal and citrus undertones of Campari, all rounded off by the richness of vermouth.

Served over ice and garnished with an orange twist, the Boulevardier is a true classic that exudes timeless elegance. 

Loved for its depth of flavor and its ability to satisfy both whiskey and cocktail enthusiasts, this drinks is a must-try for those seeking a refined and spirited experience.

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Paper Plane

The Paper Plane is a modern and vibrant Bourbon cocktail that showcases a perfect harmony of flavors. 

This drinks combines the smoothness of Bourbon with the zesty kick of fresh lemon juice, the herbal complexity of Amaro Nonino, and the sweet and floral notes of Aperol. 

Served straight up in a chilled coupe glass, the Paper Plane is a visually appealing and invigorating drink. 

Loved for its balanced blend of sweet, bitter, and citrus flavors, as well as its contemporary twist on a classic template, this cocktail is a must-have for those seeking a taste of modern mixology and adventurous flavors.

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Kentucky Mule

The Kentucky Mule is a vibrant and invigorating Bourbon cocktail that adds a Southern twist to the classic Moscow Mule. 

This drinks combines the bold and smoky notes of Bourbon with the zing of fresh lime juice and the fizz of ginger beer. 

Served over ice in a copper mug and garnished with a lime wedge, the Kentucky Mule is a delightful blend of flavors that tantalize the taste buds. 

Loved for its crispness and the way it quenches your thirst on a hot summer day, this cocktail is a fantastic choice for those who appreciate the marriage of Bourbon and ginger’s spicy kick.

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Bourbon Manhattan

The Bourbon Manhattan is a timeless and elegant cocktail that showcases the full-bodied richness of Bourbon in perfect harmony with the sweet and herbal notes of vermouth and the bittersweet complexity of aromatic bitters. 

Served straight up in a chilled martini glass and garnished with a cherry, the Bourbon Manhattan is a sophisticated drinks that embodies the essence of cocktail craftsmanship. 

Loved for its smoothness and its ability to transport you to the golden era of cocktail culture, this drink is a must-try for Bourbon enthusiasts and those who appreciate the art of mixing spirits.

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Bourbon Old Fashioned

The Bourbon Old Fashioned is a classic and iconic cocktail that embodies the essence of Bourbon’s bold and complex character.

This drinks combines the smoothness of Bourbon with the muddled sugar cube and aromatic bitters, which add depth and balance to the drink. 

Served over ice in a rocks glass and garnished with an orange twist and a cherry, the Bourbon Old Fashioned is a timeless drinks that exudes sophistication. 

Loved for its simplicity and its ability to showcase the true essence of Bourbon, this cocktail is a must-have for those who appreciate the art of savoring a well-crafted drink.

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Hawaiian Whiskey Sour

The Hawaiian Whiskey Sour is a tropical and invigorating Bourbon cocktail that brings together the rich and smoky notes of Bourbon with the tangy sweetness of fresh pineapple juice and the zesty kick of fresh lime juice.

This combination creates a harmonious balance of flavors that transport you to a sun-kissed Hawaiian beach. 

Served over ice in a rocks glass and garnished with a pineapple wedge and a maraschino cherry, the Hawaiian Whiskey Sour is a fresh and tropical delight. 

Loved for its tropical twist on a classic cocktail and its ability to transport you to an island escape, this cocktail is a must-try for those craving a taste of paradise.

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Mint Julep

Ah, the Mint Julep, a timeless classic that evokes images of lazy afternoons on the porch and the gentle hum of southern hospitality.

Imagine sipping on a chilled glass filled with the smooth embrace of bourbon, mellowed by the subtle sweetness of simple syrup. As the fragrance of fresh mint leaves mingles with the rich aroma, each sip transports you to a place of relaxation and indulgence.

It’s a refreshing libation that captures the essence of summer, perfect for savoring on warm evenings or whenever you crave a taste of Southern charm.

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Brown Derby

The Brown Derby is a classic bourbon cocktail with a great balance of citrus, sweetness, and the warmth of good bourbon.

Picture this: the warm embrace of bourbon mingling with the bright and tangy notes of fresh grapefruit juice.

To balance the flavors, a touch of golden sweetness from the honey syrup is added, creating a symphony of taste that dances on your palate.

As you savor each sip, the twist of grapefruit peel garnish adds a citrusy zest, elevating this cocktail to new heights of sophistication. It’s a delightful blend that perfectly embodies the fusion of classic elegance and modern flair.

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Gold Rush

The Gold Rush is a modern and vibrant Bourbon cocktail that showcases the versatility of this beloved spirit.

This drinks combines the smoothness of Bourbon with the sweetness of honey syrup and the bright acidity of fresh lemon juice. 

Served over ice in a rocks glass and garnished with a lemon twist, the Gold Rush is a delightful blend of flavors that dance on the palate. 

Loved for its balance and its ability to please both Bourbon connoisseurs and cocktail enthusiasts, this drink is a testament to the beauty of simplicity and quality ingredients.

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Whiskey Sour

The Whiskey Sour is a timeless and classic cocktail that highlights the robust and flavorful nature of Bourbon. 

This drinks combines the smoothness of Bourbon with the tangy sweetness of fresh lemon juice and a touch of simple syrup. 

Served over ice in a rocks glass and garnished with a cherry and a lemon wedge, the Whiskey Sour is a perfectly balanced drink. 

Loved for its simplicity and its ability to showcase the character of Bourbon, this cocktail is a go-to choice for those who appreciate the beauty of a well-made whiskey sour.

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Whiskey Smash

The Whiskey Smash is a soothing and herbaceous Bourbon cocktail that tantalizes the taste buds. 

This drinks combines the boldness of Bourbon with muddled fresh mint leaves, a hint of citrus from fresh lemon juice, and a touch of sweetness from simple syrup. 

Served over crushed ice in a rocks glass and garnished with a mint sprig and a lemon wheel, the Whiskey Smash is a burst of flavors and aromas. 

Loved for its bright and invigorating profile, this cocktail is a must-try for those looking for a delightful twist on a classic Bourbon drink.

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New York Sour

The New York Sour is a visually stunning and sophisticated Bourbon cocktail that combines the smoothness of Bourbon with the richness of red wine and the tanginess of fresh lemon juice. 

This drink is prepared by layering a classic Whiskey Sour over a float of red wine, creating a striking two-tone effect. 

Served in a rocks glass and garnished with a lemon twist, the New York Sour is a blend of flavors that is both complex and visually captivating. 

Loved for its balance of sweet, sour, and fruity notes, this cocktail is a showstopper that will impress both your palate and your guests.

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Maple Bourbon Smash

The Maple Bourbon Smash is a delightful and autumn-inspired Bourbon cocktail that brings together the warmth of Bourbon with the rich sweetness of maple syrup and the bright tang of fresh lemon juice.

This drinks is further enhanced with muddled fresh berries and a sprig of fragrant rosemary, adding depth and complexity to the drink. 

Served over ice in a rocks glass and garnished with a rosemary sprig and a few berries, the Maple Bourbon Smash is a perfect blend of sweet, tart, and herbal flavors. 

Loved for its comforting and cozy character, this cocktail is a must-try for those looking to savor the flavors of the season.

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Bourbon Sweet Tea

The Bourbon Sweet Tea is a delightful twist on a classic southern favorite.

This cocktail combines the smoothness of Bourbon with the fortifying flavors of sweet tea, creating a harmonious blend of smoky and sweet notes. 

Served over ice in a tall glass and garnished with a lemon wedge and a sprig of fresh mint, the Bourbon Sweet Tea is perfect for sipping on a hot summer day. 

Loved for its balance of richness and crispness, this cocktail is a must-try for those seeking a energizng and bourbon-infused twist on a beloved classic.

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Red Moon Over Manhattan

The Red Moon Over Manhattan is a seductive and alluring variation of the classic Manhattan cocktail.

This drinks takes the traditional recipe of bourbon, sweet vermouth, and bitters, and adds a touch of cherry liqueur for a luscious and fruity twist. 

Served in a chilled coupe glass and garnished with a brandied cherry, the Red Moon Over Manhattan is a sophisticated and elegant choice. 

Loved for its sultry and complex flavors, this cocktail is a must-try for those looking to elevate their Manhattan experience with a hint of seductive allure.

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Strawberry Basil Bourbon Smash

The Strawberry Basil Bourbon Smash is a refreshing and vibrant cocktail that brings together the boldness of Bourbon with the sweetness of fresh strawberries and the aromatic freshness of basil.

This drinks is a burst of summer flavors, with the bourbon serving as the perfect backbone to showcase the fruity and herbaceous notes. 

Served over ice in a rocks glass and garnished with a strawberry slice and a basil leaf, the Strawberry Basil Bourbon Smash is a celebration of seasonal ingredients. 

Loved for its bright and invigorating character, this cocktail is a must-try for those seeking a soothing and flavorful bourbon-based drink.

Mention what kind of alcohol is used to make each drink, as well as how easy or difficult it might be to make based on the amount of steps required.

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Earl Grey Blackberry Bourbon Cocktail

The Earl Grey Blackberry Bourbon Cocktail is a sophisticated and aromatic drinks that combines the smoothness of Bourbon with the floral and citrusy notes of Earl Grey tea and the luscious sweetness of fresh blackberries. 

This cocktail is infused with the flavors of summer and is a delightful balance of boldness and elegance. 

Served over ice in a highball glass and garnished with a blackberry and a sprig of fresh mint, the Earl Grey Blackberry Bourbon Cocktail is a sensory delight. 

Loved for its unique flavor profile and its ability to surprise and captivate the palate, this drink is a must-try for those seeking a truly memorable cocktail experience.

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Beachy Bourbon

Have you ever craved a taste of the beach in a glass? Look no further than the Beachy Bourbon cocktail.

The robust warmth of bourbon meets the bittersweet embrace of Campari, creating a delightful balance. Add a splash of tangy lime juice and the kick of ginger beer, and you’ve got a refreshing concoction that transports you to sunny shores.

Served over ice with a garnish of lime wedge, it’s the perfect blend of tropical vibes and whiskey sophistication. Cheers to a beachy escape!

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Jockey Club

The Jockey Club is a sophisticated and elegant Bourbon cocktail that showcases the timeless pairing of Bourbon with the complex and herbal flavors of Italian vermouth and orange liqueur.

This drink is a true embodiment of refined craftsmanship and offers a symphony of flavors that dance on the palate. 

Served in a chilled martini glass and garnished with a lemon twist, the Jockey Club is a classic cocktail with a touch of sophistication. 

Loved for its refined profile and its ability to transport you to the golden age of cocktail culture, this drink is a must-have for those seeking a truly elevated drinking experience.

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Amaretto Bourbon Cocktail

The Amaretto Bourbon Cocktail is a decadent and indulgent drinks that combines the rich and nutty flavors of Amaretto liqueur with the smoothness of Bourbon.

This cocktail strikes a perfect balance between sweet and bold, with a hint of almond and caramel notes. 

Served over ice in a rocks glass and garnished with a Luxardo cherry, the Amaretto Bourbon Cocktail is a luxurious treat for the senses. 

Loved for its indulgent nature and its ability to satisfy your cravings for both sweetness and whiskey, this cocktail is a must-try for those looking to indulge in a truly delightful drinking experience.

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