You’d think after so many years of creating in the kitchen, that it might take a really innovative technique or recipe to wow me. And that would be incorrect. Sometimes, it’s the simplest of things. Take for instance, my recent decision to “do something, anything” with the scraps of rind and core that I trimmed from a perfectly ripe, fresh golden pineapple.

Was I channeling my pal, Dorothy from New Vintage Kitchen, and following along with her “Scrap Happy Planet” series of ideas about reducing food waste? Sure, I was. And did I feel a sense of pride in knowing that my frugal grandmother would also be giddy at my effort to use up every bit of the pineapple? Of course. What I didn’t see coming was the flood of ideas I would conjure for using the glorious syrup that resulted from this experiment, and I’m eager to hear your ideas as well.

I’ll admit that I did not entirely come up with this “pineapple syrup” idea on my own; rather, it struck me when I received an email from Imbibe magazine. I’ve been subscribed to this publication (print and digital) since Covid began, and I’m always inspired by the innovative approaches of top bartenders across the country. Check out their site for even just a few clicks and you’ll see what I mean.

What dropped in my inbox was a recipe for a cocktail called “Pineapple Old Fashioned Du Jour,” and I couldn’t leave that alone because it already had half of my blog’s name on it. My husband, Les, and I both adore old fashioned cocktails and this one sounded sweet, tropical and perfect. Most of all, it gave me inspiration for the pineapple scraps that were staring at me from the fridge. A sweet syrup is created when Demerara sugar (or a mix of light and dark brown sugars, which is what I had in the pantry) is muddled with the leavings of the pineapple, drawing out all that beautiful sweetness. After several hours of macerating, you add a splash of boiling water to thin it out a bit and then strain out the solids.

It was so easy, and a great way to eke out every last bit of flavor from my pineapple. The only problem now is that I have almost too many ideas for this pineapple syrup, which tastes exactly like the sticky sweet part of pineapple upside-down cake. I mean, exactly. 

For the sake of follow-through, I tried the pineapple old fashioned du jour that Imbibe had dropped in my inbox. It was tasty, but didn’t hit all the notes I expected after nibbling on that syrupy pineapple core. Call me greedy— I wanted the whole dessert at that point, so I came up with a twist that incorporated a bit of vanilla-scented Tuaca, an Italian brandy liqueur that seems to make everything taste a little bit like cake. I increased the amount of pineapple syrup for my drink and used smoked cinnamon bitters to further emphasize the dessert flavors.

A drizzle of Luxardo cherry syrup syrup into the bottom of the glass gave it an “upside-down” vibe, and a classic pineapple and cherry garnish was just too obvious.

This process creates quite a large amount of syrup, and it only keeps for a couple of weeks in the fridge. We love the old fashioned drinks, but we couldn’t finish this in drinks alone. So I went for broke and made a carrot cake for Easter, using up a generous glug of this intense pineapple syrup to drench the layers before slathering on the lemony cream cheese icing. Dorothy loved this idea as well, especially with crushed pineapple in the cake itself. Here’s how it turned out.

The syrup would also be delicious drizzled over vanilla ice cream— or, better yet, my easy cinnamon ice cream! With a cherry on top, of course! My hairstylist had another easy idea (she and I always share foodie stories), and she asked, why couldn’t you even just drizzle that syrup on a slice of pound cake and top it with some whipped cream? Yes, Julie, why the heck not?!

What would you want to do with this delicious idea?

Pineapple Upside-down Old Fashioned

• Servings: 2 drinks
• Prep Time: 12 hours to make the syrup
• Difficulty: Easy
• Print

This deliciously dessert-y cocktail makes use of all the scraps trimmed from a fresh pineapple, and I highly recommend seeking out the Tuaca liqueur for the cake-like notes it brings to the glass. Cheers!

Ingredients

• 3 oz. bourbon (I used Elijah Craig small batch, which is 94 proof)
• 1 oz. Tuaca liqueur (Italian brandy with notes of vanilla)
• 2 oz. pineapple syrup (recipe below)
• 2 dropper tips smoked cinnamon bitters
• 2 bar spoons Luxardo cherry syrup for the bottom of the glass
• Pineapple chunks and Luxardo cherries to garnish

Notes: Amarena cherries or another high-end cocktail cherry brand would be a fine substitute for Luxardo. The important thing is that the syrup should be thick so that it remains at the bottom of the glass rather than blending into the drink. If you only have maraschino cherries, I’d recommend omit the syrup layer or perhaps use a syrupy grenadine for the aesthetic.

My smoked cinnamon bitters are Old Forester brand, and I found them online at Bourbon Barrel Foods. They are excellent!

Directions

1. Drizzle Luxardo syrup into the bottom of the glass and place a large ice rock on top of it.
2. Combine bourbon, Tuaca, pineapple syrup and bitters in a cocktail glass. Add a generous amount of ice and stir to mix until the outside of the mixing glass is frosty.
3. Strain slowly over the ice so that the cherry syrup does not incorporate. Garnish and enjoy!

Note: This cocktail recipe does require a fair amount of advance prep. Make the pineapple syrup the day before, and be sure to select a pineapple that is fully ripe for best results. Clean it really well and rinse with white vinegar solution before you begin breaking it down. This process yields about two cups of syrup, and it will keep in the refrigerator for two weeks.

Ingredients

• All the rind and core pieces of a large, ripe pineapple
• 1 1/2 cups brown sugar (I used a combination of dark and light; Demerara sugar was suggested by my inspiration recipe)
• 1/2 cup boiling water

Directions

1. Place all the pineapple parts in a sealable bowl (break or cut them into smaller chunks if needed). Sprinkle brown sugar over the scraps and use a cocktail muddler or heavy wooden spoon to smash the sugar into the pineapple. After a few minutes, the juices will begin to soften things up. Cover and let it rest for several hours to overnight. Stir a few times as needed to keep things macerating evenly.
2. Pour boiling water over the macerated pineapple and stir gently to loosen up and dissolve any remaining sugar. Carefully remove the solid pieces and then strain the syrup through a fine mesh strainer. Transfer to a sealable jar or bottle and keep it in the fridge.