Smoked Pineapple Cinnamon Old Fashioned Recipe: A Twist

A classic cocktail with a tropical smoky cinnamon pineapple old fashioned twist awaits your palate.

Unexpected flavors dance together in this sophisticated libation.

Warm cinnamon swirls elegantly through rich bourbon, creating depth and complexity.

Smoky undertones complement the sweet pineapple essence, making each sip a delightful surprise.

Bartenders and home mixologists will appreciate this creative spin on a timeless drink.

The carefully balanced ingredients promise a memorable experience that challenges traditional cocktail expectations.

Prepare to savor a drink that redefines your evening indulgence.

Quick Recipe Overview

Prep Time: 5 minutes

Cook Time: 10 minutes

Total Time: 15 minutes

Calories: 245 kcal

Servings: 2

What Goes In Charred Cinnamon Pineapple Old Fashioned

• Pineapple: Fresh, ripe fruit brings caramelized sweetness and smoky depth to the cocktail's foundation.
• Grill Pan or Outdoor Grill: Essential for creating beautiful char marks and intensifying pineapple's natural sugars.

• Cinnamon Stick: Warm, spicy aromatic that infuses syrup with complex woody notes.
• Honey or Brown Sugar: Natural sweeteners that add rich, deep undertones to the syrup.
• Bitters: Concentrated botanical extract providing sophisticated depth and balance.
• Orange Peel: Bright citrus essence that complements the smoky pineapple and bourbon.

• Bourbon: Robust American whiskey with caramel and vanilla undertones, creating the cocktail's strong backbone.
• Large Ice Cube: Slow-melting cube that chills without overly diluting the sophisticated drink.
• Water: Helps create a smooth, balanced syrup with proper consistency.

Tools To Mix Charred Cinnamon Pineapple Old Fashioned

• Grill Pan or Outdoor Grill: Essential for charring pineapple chunks with beautiful caramelized edges.
• Small Saucepan: Perfect for creating the infused syrup with pineapple and cinnamon.
• Mixing Glass: Ideal for combining bourbon, syrup, and bitters with precision.
• Strainer: Necessary for removing pineapple chunks and creating a smooth syrup.
• Rocks Glass: Classic vessel for serving this sophisticated cocktail.
• Large Ice Cube: Keeps the drink cold without diluting the complex flavors.
• Stirring Spoon: Required for gently mixing ingredients in the mixing glass.
• Optional Peeler: Useful for creating an orange peel twist garnish.

Steps To Prepare Charred Cinnamon Pineapple Old Fashioned

• Fire Up the Grill

Spark your grill pan or outdoor grill to medium-high heat. Toss pineapple chunks onto the hot surface and sear until beautifully caramelized, about 2-3 minutes per side.

• Craft the Smoky Elixir

Combine grilled pineapple, a cinnamon stick, honey, and water in a saucepan. Let the mixture simmer and dance together for 5 minutes, then remove from heat. Allow the flavors to mingle and steep for 10 minutes.

• Strain and Chill the Liquid Gold

Remove the cinnamon stick and strain out the pineapple pieces. Let the syrup cool down and develop its rich, complex personality.

• Build the Cocktail Magic

Grab a mixing glass and pour in bourbon, your freshly made pineapple syrup, and a dash of bitters. Add ice and stir smoothly for 30 seconds until the drink is perfectly chilled.

• Serve with Flair

Strain the cocktail into a rocks glass over a large ice cube. Crown your creation with a grilled pineapple wedge, a cinnamon stick, and an optional orange peel twist for extra pizzazz.

Helpful Tips For Charred Cinnamon Pineapple Old Fashioned

• Flavor Boosting Tricks: Grill pineapple chunks until deep golden-brown caramelized marks appear for maximum smoky sweetness.
• Make-Ahead Magic: Prepare charred pineapple syrup up to one week in advance and store in refrigerator for quick cocktail preparation.
• Diet-Friendly Swap: Replace traditional bourbon with non-alcoholic bourbon alternative or use fresh pineapple juice for mocktail version.
• Seasonal Spin: Experiment with seasonal fruit like grilled peaches or caramelized oranges as alternative syrup base during summer and fall months.
• Spice Level Control: Adjust cinnamon intensity by reducing steeping time or using ground cinnamon instead of whole cinnamon stick for milder flavor profile.

How To Serve Charred Cinnamon Pineapple Old Fashioned

• Tropical Dinner Pairing: Serve alongside grilled Caribbean-inspired proteins like jerk chicken or spicy rum-glazed pork for a complementary flavor profile.
• Dessert Companion: Pair with vanilla bean ice cream or a light coconut panna cotta to highlight the cocktail's warm cinnamon and caramelized pineapple notes.
• Entertaining Presentation: Create a cocktail station where guests can watch the pineapple grilling process and customize their own garnishes for an interactive experience.
• Seasonal Celebration: Perfect for summer gatherings or tropical-themed parties, offering a sophisticated twist on a classic cocktail with vibrant grilling techniques.

Keep Charred Cinnamon Pineapple Old Fashioned Fresh

• Syrup Storing Success: Transfer the cooled charred pineapple cinnamon syrup to an airtight glass container with a tight-fitting lid. Refrigerate for up to one week, ensuring maximum flavor retention and freshness.
• Batch Prep Power: Grill multiple pineapple batches during one cooking session to streamline future cocktail creation. Store extra grilled pineapple chunks in sealed containers within the refrigerator for quick mixing.
• Ingredient Longevity: Keep unopened bourbon in a cool, dark cabinet away from direct sunlight. Once opened, bourbon maintains optimal taste for 1-2 years when stored properly at room temperature.
• Advance Party Planning: Create syrup and prepare grilled pineapple garnishes up to three days before hosting. This strategic approach allows smooth cocktail preparation and reduces last-minute kitchen stress, helping you entertain effortlessly.

Smoky Cinnamon Pineapple Old Fashioned

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4.5 from 9 reviews

• Total Time: 15 minutes
• Yield: 2 1x

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Description

Crafting an exquisite charred cinnamon pineapple old fashioned cocktail brings smoky complexity to classic mixology. Mixologists and cocktail enthusiasts will savor the rich, caramelized notes that elevate this spirited libation to new heights.

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Ingredients

Scale 1x2x3x

• 2 oz (59 ml) bourbon
• ½ oz (15 ml) charred cinnamon pineapple syrup
• 2 dashes angostura bitters
• ½ cup (120 ml) fresh pineapple chunks
• ¼ cup (60 ml) honey or brown sugar
• ¼ cup (60 ml) water
• 1 large ice cube
• 1 grilled pineapple wedge (for garnish)
• 1 cinnamon stick
• 1 cinnamon stick (for garnish)
• Orange peel twist (optional, for garnish)

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Instructions

1. Caramelize Pineapple: Grill pineapple chunks over medium-high heat until golden brown edges form, developing a smoky, sweet foundation for the cocktail.
2. Create Infusion: Combine grilled pineapple pieces in a saucepan with cinnamon stick, honey, and water, simmering gently to extract deep, warm flavors and develop a rich, spiced syrup.
3. Prepare Syrup: Allow mixture to steep off heat, then strain carefully to remove cinnamon stick and pineapple chunks, resulting in a smooth, concentrated liquid essence.
4. Mix Cocktail: In a mixing glass, blend bourbon with the pineapple-cinnamon syrup and aromatic bitters, introducing ice and stirring methodically to chill and harmonize the ingredients.
5. Serve and Garnish: Strain the chilled mixture into a rocks glass with a large ice cube, adorning with a grilled pineapple wedge, cinnamon stick, and optional orange peel twist to elevate the sensory experience.

Notes

• Grill Pineapple Carefully: Use medium-high heat to achieve golden caramelized edges without burning, ensuring smoky sweetness develops evenly.
• Control Syrup Consistency: Gentle simmering prevents scorching and allows flavors to meld smoothly, creating a rich, balanced infusion without bitter undertones.
• Select Quality Bourbon: Choose a robust, smooth bourbon that complements the pineapple-cinnamon notes, enhancing the cocktail’s overall depth and complexity.
• Garnish with Precision: Fresh, perfectly cut garnishes like grilled pineapple wedge and cinnamon stick elevate presentation and provide subtle aromatic layers to the drinking experience.

• Prep Time: 5 minutes
• Cook Time: 10 minutes
• Category: Drinks, Cocktails
• Method: Grilling
• Cuisine: American

Nutrition

• Serving Size: 2
• Calories: 245
• Sugar: 22 g
• Sodium: 5 mg
• Fat: 0 g
• Saturated Fat: 0 g
• Unsaturated Fat: 0 g
• Trans Fat: 0 g
• Carbohydrates: 34 g
• Fiber: 1 g
• Protein: 1 g
• Cholesterol: 0 mg