These Pineapple Upside Down Cookies are the proper candy deal with to fulfill your candy tooth and are surprisingly simple to make! You get the scrumptious, caramelized pineapple that you simply love from the traditional cake recipe, however in cookie kind. Juicy pineapple and cherries not solely give these cookies a candy, fruity taste but additionally makes them mushy and moist lengthy after popping out of the oven.
For extra pineapple treats, strive the unique with a traditional Pineapple Upside Down Cake.
Why Our Recipe
- Craving pineapple upside-down cake? Fulfill that craving in cookie kind as a substitute!
- Tropical flavors make us really feel like we’re on trip with this candy deal with.
- Caramelized pineapple and juicy cherries make this cookie tremendous mushy and moist.

These selfmade cookies actually have all of it. You get juicy freshness from the pineapple ring, a bit of pop of cherry taste within the center, all topped with a mushy, buttery cookie. We use brown sugar to sweet the pineapple, giving it a scrumptious caramelized taste and texture. You received’t be capable to eat only one!
Ingredient Notes


- Pineapple Rings: We use canned pineapple rings. Drain to take away extra moisture earlier than utilizing!
- Maraschino Cherries: Drain and half these cherries earlier than putting within the pineapple ring.
- Brown Sugar: Separated into two elements: 3/4 cup for the dough and 1/2 cup for the candied pineapple.
- Butter: When you solely have unsalted readily available, simply add a 1/2 tsp salt to the dough. Ensure it’s softened to room temperature earlier than creaming.
- Vanilla Extract: Pure vanilla extract offers the very best taste, however imitation vanilla additionally works.
- Eggs: Use giant eggs at room temperature for simpler mixing.
- All-Function Flour: Stick to common all-purpose flour for this one. Bread flour may also work.
- Baking Powder & Baking Soda: Test the expiration date to make sure correct leavening.
Darkish Brown Sugar vs Mild
Darkish brown sugar has a better molasses content material in comparison with mild brown sugar, which intensifies its taste a bit of bit and provides additional moisture. Darkish brown sugar achieves a deeper caramel-like richness and a chewier texture. And the cookies find yourself staying mushy for just a bit bit longer.


Candied Pineapple
Sweet-ing the pineapple in these cookies is an important step you received’t need to skip. The brown sugar and pure sugars within the fruit work collectively to caramelize, giving that fairly golden brown shade and scrumptious, heat caramel taste.
After putting your pineapple rings and cherries on the parchment paper, sprinkle a few spoonful of brown sugar on every ring. Don’t fear should you add a bit of an excessive amount of and a few brown sugar spills out on the edges. This provides you a pleasant little crunchy, caramel crisp on the skin that we’re not mad at!


Customise your Cookie
These fairly cookies are virtually good on their very own, however if you wish to get inventive, we’re all for it. Listed here are some recommendations for customizing this cookie:
White chocolate chips give additional sweetness and texture; be at liberty to combine in a few 1/2 cup to the dough.
Sweetened coconut flakes are additionally an ideal choice to pair with the pineapple. Add a few 1/4 cup to the dough or toast and sprinkle on prime.
Storage Directions
Refrigerate fully cooled cookies in an hermetic container. Cookies keep contemporary for 3 to five days.
*These cookies must be refrigerated because of the pineapple.
Extra scrumptious cookie recipes…
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