Pineapple Cinnamon Old Fashioned: A Tropical Seasonal Treat

---

Introduction

The Old Fashioned is a cocktail steeped in tradition. Its blend of bourbon, sugar, and bitters is a timeless favorite, perfect for savoring slowly on a crisp evening. But what if we gave this classic a bold, tropical twist while keeping its comforting essence? Enter the Pineapple Cinnamon Old Fashioned, a drink that combines the rich, warming notes of cinnamon with the bright, tropical sweetness of pineapple. It’s a cocktail that feels like a bridge between seasons—perfect for autumn nights, yet equally refreshing for summer celebrations.

My first encounter with this flavor combination was during a trip to a craft cocktail bar where the mixologist served an Old Fashioned with a surprising twist of grilled pineapple. The way the caramelized sweetness of the pineapple played with the warmth of the whiskey was unforgettable. When I tried recreating it at home, I decided to add cinnamon to give it a cozy, spiced flair. The result was nothing short of magical—a drink that feels indulgent yet approachable, making it a hit at gatherings and quiet evenings alike.

Whether you’re curled up by a fire or enjoying a balmy evening outdoors, the Pineapple Cinnamon Old Fashioned is the perfect blend of tropical brightness and seasonal warmth. Ready to mix up a glass of this tropical seasonal treat? Let’s dive in!

---

The Perfect Drink for Year-Round Enjoyment

The Pineapple Cinnamon Old Fashioned is a cocktail that defies categorization. Its tropical pineapple flavor makes it a standout choice for summer gatherings, while its warming cinnamon undertones make it ideal for autumn and winter celebrations.

This drink is perfect for intimate dinner parties, where its unique flavor profile can impress guests without being overly complex. It’s also a fantastic option for holiday celebrations, where its seasonal spices can complement everything from roasted turkey to spiced desserts. And let’s not forget its versatility—it’s just as suited to a relaxed evening at home as it is to a festive soirée.

From cozy nights to vibrant celebrations, the Pineapple Cinnamon Old Fashioned is a cocktail that adds a touch of elegance and warmth to any occasion.

---

Picture Gallery

---

Why Pineapple and Cinnamon Work So Well Together

The Pineapple Cinnamon Old Fashioned owes its irresistible flavor to the harmony of its two star ingredients. Here’s why they make such a perfect pair:

• Pineapple: Sweet, juicy, and slightly tangy, pineapple adds a tropical brightness that balances the richness of the bourbon. When caramelized or grilled, its natural sugars develop a smoky, complex flavor that takes the cocktail to the next level.
• Cinnamon: Warm and aromatic, cinnamon brings a cozy, spiced note that complements the sweetness of the pineapple and the depth of the whiskey. It’s the perfect way to give the drink a seasonal twist.
• Bourbon: Smooth and full-bodied, bourbon provides the backbone of the cocktail. Its caramel, vanilla, and oak notes pair beautifully with the sweetness of the pineapple and the spice of the cinnamon.
• Bitters: Aromatic bitters tie the flavors together, adding a subtle complexity that enhances the overall balance of the drink.
• Sugar: A touch of sugar or simple syrup helps to mellow the stronger flavors and bring out the sweetness of the pineapple.

Together, these ingredients create a cocktail that’s bold, balanced, and endlessly satisfying—a drink that feels both familiar and exciting.

---

How to Make Pineapple Cinnamon Old Fashioned: The Recipe

Ingredients:

• 2 oz bourbon (choose a smooth, full-bodied bourbon)
• 1/4 oz simple syrup (or use a sugar cube)
• 1 pineapple slice (grilled or fresh)
• 1/4 tsp ground cinnamon or a small cinnamon stick
• 2-3 dashes aromatic bitters
• Ice cubes or a large ice sphere
• Pineapple wedge or cinnamon stick (optional, for garnish)

Instructions:

1. Prepare the Pineapple: If using grilled pineapple, lightly grill a slice until it develops caramelized edges. This step enhances the flavor but is optional if you’re short on time.
2. Muddle the Ingredients: In an Old Fashioned glass, add the simple syrup (or sugar cube), a small pinch of ground cinnamon (or a cinnamon stick), and 1-2 small pieces of pineapple. Muddle gently to release the juices and combine the flavors.
3. Add the Bourbon and Bitters: Pour in the bourbon and add 2-3 dashes of bitters. Stir well to mix.
4. Add Ice: Fill the glass with ice cubes or a large ice sphere. Stir gently to chill the drink and further combine the flavors.
5. Garnish and Serve: Garnish with a wedge of pineapple or a cinnamon stick for an elegant touch. Serve immediately and enjoy your tropical seasonal treat!

---

Optional Variations

Looking to put your own spin on the Pineapple Cinnamon Old Fashioned? Try one of these creative twists:

1. Smoky Pineapple Old Fashioned: Add a splash of mezcal for a smoky twist that complements the caramelized pineapple.
2. Vanilla Cinnamon Old Fashioned: Infuse the simple syrup with vanilla for a warm, dessert-like variation.
3. Coconut Pineapple Old Fashioned: Add a splash of coconut water or coconut liqueur for an extra tropical vibe.
4. Spiced Citrus Old Fashioned: Include a twist of orange peel to bring out the citrusy notes in the pineapple.

---

FAQ Section

1. Can I use canned pineapple instead of fresh?
Yes! While fresh or grilled pineapple gives the best flavor, canned pineapple works well in a pinch. Opt for pineapple in juice rather than syrup to avoid overly sweet results.

2. What’s the best bourbon for this cocktail?
Choose a mid-range bourbon with smooth, caramel notes, such as Maker’s Mark, Buffalo Trace, or Woodford Reserve. Avoid overly smoky or peaty whiskies, as they may overpower the other flavors.

3. Can I make this drink non-alcoholic?
Absolutely! Replace the bourbon with a mix of pineapple juice and a splash of apple cider for a delicious mocktail version.

4. How can I adjust the sweetness?
If you prefer a sweeter drink, add more simple syrup or use a slightly riper pineapple. For a drier version, reduce the syrup or bitters slightly.

---

Variations

Looking for more ways to experiment with your Pineapple Cinnamon Old Fashioned? Try these ideas:

1. Tropical Rum Old Fashioned: Swap bourbon for dark or spiced rum for a Caribbean-inspired variation.
2. Honey Cinnamon Old Fashioned: Use honey syrup instead of simple syrup for a natural sweetener with floral undertones.
3. Berry-Pineapple Old Fashioned: Add a few muddled blackberries or raspberries for a fruity twist.
4. Holiday Spiced Old Fashioned: Include a pinch of nutmeg or clove for a festive holiday version.

---

When to Serve It

Autumn Gatherings

The warm cinnamon and bourbon notes make this cocktail a perfect choice for fall celebrations, like Thanksgiving or Halloween parties.

Holiday Festivities

Serve this drink at Christmas or New Year’s gatherings to wow guests with its seasonal flair and unique tropical twist.

Summer Evenings

The tropical pineapple flavor ensures this drink is just as refreshing on a warm summer night as it is cozy in colder months.

Romantic Dinners

Its bold flavors and sophisticated presentation make this cocktail an excellent choice for date nights or special occasions.

---

Occasions to Serve It

• Dinner Parties
• Cocktail Hours
• Fireside Evenings
• Seasonal Celebrations
• Quiet Moments of Indulgence

---

Conclusion

The Pineapple Cinnamon Old Fashioned is a cocktail that bridges the gap between tradition and innovation. With its tropical pineapple sweetness, warming cinnamon spice, and rich bourbon base, it’s a drink that’s as comforting as it is exciting.

Whether you’re toasting to the holiday season, hosting friends, or simply unwinding after a long day, this cocktail promises to deliver bold flavors and unforgettable moments. So grab your muddler, slice up some pineapple, and let the Pineapple Cinnamon Old Fashioned bring a touch of tropical warmth to your glass. Cheers to sweet, spiced, and sophisticated sips!