Pineapple Jack Cocktail Recipe

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Pineapple Jack Nutrition Facts





Alcohol by volume:14%

Created by

Nic Polotnianko

I fell in love with the art of mixology 6 years ago. Since then, I've honed my skills, crafting a myriad of cocktail recipes, and sharing my passion with other enthusiasts.

Last Updated: January 7, 2024


The Pineapple Jack is a modern twist on classic American cocktail culture, combining the boldness of Tennessee whiskey with the tropical sweetness of pineapple. It's a hit at summer barbecues and beach parties, appealing to those who enjoy a sweet yet robust drink.

  • Origins
    • The cocktail is believed to have emerged in the early 21st century as part of a trend mixing traditional spirits with exotic fruit juices.
  • Popularity
    • It quickly gained popularity among younger crowds looking for refreshing, yet potent mixed drinks.
  • Ideal Consumer
    • Perfect for whiskey lovers who are looking to experiment with fruitier, more playful concoctions.

How Pineapple Jack Tastes?

The Pineapple Jack offers a delightful balance of flavors. The whiskey provides a smoky, oak-infused warmth that is immediately followed by the bright, sweet, and tangy notes of pineapple. It's a harmonious blend that is both invigorating and comforting.

Interesting facts about Pineapple Jack

  • The Pineapple Jack can be considered a cousin to the classic Whiskey Sour, which also combines whiskey with citrus.
  • Pineapple juice is not only sweet but also contains bromelain, an enzyme that can tenderize meat, making this cocktail a great pairing with grilled dishes.
  • Jack Daniel's, the whiskey often used in this cocktail, is not officially labeled as bourbon due to its unique charcoal mellowing process.


Jack Daniel's Tennessee Whiskey

The heart of the cocktail, with its distinctive charcoal-mellowed taste, adds a certain sweetness along with a kick. 1.5 oz is the sweet spot for balancing the whiskey's strong character with the pineapple's tropical flare. Using more may overpower the subtle notes; less, and you're at a beach party without the tunes.

Mary Mitkina

Pineapple Juice

A sip of the tropics, pineapple juice brings a fruity sweetness and tang to balance the whiskey's punch. 1.5 oz ensures harmony without letting this yellow delight turn the cocktail into a luau punch bowl. Think of it as the harmony in the melody of flavors; extras could drown the whiskey, and any less would be like a tropical vacation without the sun.

Alex Green

Ice Cubes

They're the unsung heroes, chilling your drink to perfection. Too much ice, and you're sipping a tundra; too little, and your cocktail might as well take a sauna. Ice also slightly dilutes the mix, mellowing everything just right.

Emma Rose

Recipe. How to make Pineapple Jack Drink

  1. Fill a shaker with ice cubes.
  2. Pour 1.5 oz of Jack Daniel's Tennessee Whiskey over the ice.
  3. Add 1.5 oz of pineapple juice.
  4. Shake well until the outside of the shaker feels cold.
  5. Strain into a chilled glass filled with ice.
  6. Garnish with a pineapple wedge or a maraschino cherry (optional).
  7. Serve immediately and enjoy!

Pro Tips

  • Chill the glass before serving to keep the cocktail colder for longer.
  • If you want a less sweet drink, use less pineapple juice or add a dash of bitters.
  • A well-shaken cocktail will have a slight frothy layer on top, adding to the presentation and texture.

Perfect Pairings

Food Pairings

  • Barbecue: The smokiness of barbecue ribs or pulled pork complements the rich, oaky flavors of Jack Daniel's.
  • Grilled Pineapple: Echoing the pineapple theme, grilled pineapple's caramelized sweetness pairs beautifully with the cocktail.
  • Spicy Foods: The sweetness of pineapple juice can help tame the heat of spicy dishes like wings or a spicy BBQ sauce.

Drink Pairings

  • Cold Brew Coffee: For a non-alcoholic option, the smoothness of cold brew can contrast nicely with the bright acidity of the pineapple juice.
  • Dark Beer: A stout or porter can provide a roasted malt background that dovetails with the warmth of the whiskey.
  • Sparkling Water: A refreshing side of sparkling water cleanses the palate between sips.

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What you could change in Pineapple Jack

  • Whiskey: If Jack Daniel's is not available, try using another Tennessee whiskey or a bourbon for a similar flavor profile.
  • Pineapple Juice: Freshly squeezed pineapple juice is ideal, but canned or bottled juice can be used in a pinch.

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And of course - twists🍹

Spicy Pineapple Jack

  • Add a pinch of cayenne pepper to the shaker.
  • The cayenne adds a fiery contrast to the sweet and savory blend, sparking a dance of flavors on your palate.
  • It's a tropical heatwave in your mouth, perfect for those who like a bit of adventure.

Pineapple Jack Smash

  • Muddle mint leaves in the shaker before adding the other ingredients.
  • The fresh mint will add a herbaceous, cooling effect complementing the sweet pineapple and bold whiskey.
  • Think of it as a mojito that took a detour through Tennessee.

Ginger Pineapple Jack

  • Use ginger beer instead of pineapple juice.
  • This zippy alternative brings a spicy sweetness that creates a more complex profile.
  • It's a Pineapple Jack with a ginger kick, refreshing and bold for an effervescent twist.

In case you forgot basics how to make Pineapple Jack

Add your ingredients to the shaker first, then ice. Fill it up to ¾ of its capacity to ensure enough space for shaking. Hold the shaker with both hands (one on the top and one on the bottom) and shake vigorously. The shake should come from your shoulders, not your wrists.

Learn everything on how to shake

Place your chosen strainer on top of the shaker or mixing glass, ensuring a secure fit. Pour the cocktail into a glass through the strainer, which will catch solid ingredients and ice. If double straining, hold the fine mesh strainer between the shaker and the glass.

Learn everything on how to strain

Garnishing a bar drink depends on the type of garnish and the cocktail. Generally, it involves preparing the garnish (like cutting a citrus wheel or picking a sprig of mint), and then adding it to the drink in a visually appealing way (like perching it on the rim or floating it on top).

Learn everything on garnishing

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Frequently Asked Questions on Pineapple Jack

Can I make a non-alcoholic version of the Pineapple Jack?

Yes, you can create a mocktail version by substituting the whiskey with a non-alcoholic spirit or simply by increasing the pineapple juice and adding a splash of soda water for the fizz.

What type of glass is best for serving a Pineapple Jack?

A highball glass is typically used for serving Pineapple Jack to accommodate the ice and leave enough room for the whiskey and pineapple juice to mix.

How do I achieve the perfect balance between whiskey and pineapple juice?

Start with the recommended measurements of 1.5 oz for each, and then adjust according to your taste, adding more whiskey for a stronger flavor or more pineapple juice for a sweeter taste.

Is there an ideal time of year to enjoy a Pineapple Jack?

While a Pineapple Jack can be enjoyed year-round, its refreshing tropical flavors make it especially popular during the summer and at outdoor gatherings.

Can I use frozen pineapple chunks instead of ice cubes?

Yes, frozen pineapple chunks can be a great alternative to ice cubes, as they chill the drink without diluting it and add an extra burst of pineapple flavor.

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