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 just love from the traditional cake recipe, however in cookie type. Juicy pineapple and cherries not solely give these cookies a candy, fruity taste but in addition makes them tender and moist lengthy after popping out of the oven.
For extra pineapple treats, attempt the unique with a traditional Pineapple Upside Down Cake.
Why Our Recipe
- Craving pineapple upside-down cake? Fulfill that craving in cookie type as an alternative!
- 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 tender and moist.

These selfmade cookies actually have all of it. You get juicy freshness from the pineapple ring, a little bit pop of cherry taste within the center, all topped with a tender, buttery cookie. We use brown sugar to sweet the pineapple, giving it a scrumptious caramelized taste and texture. You gained’t have the ability 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 inserting within the pineapple ring.
- Brown Sugar: Separated into two components: 3/4 cup for the dough and 1/2 cup for the candied pineapple.
- Butter: In the event you solely have unsalted readily available, simply add a 1/2 tsp salt to the dough. Be certain it’s softened to room temperature earlier than creaming.
- Vanilla Extract: Pure vanilla extract provides the most effective taste, however imitation vanilla additionally works.
- Eggs: Use giant eggs at room temperature for simpler mixing.
- All-Objective Flour: Stick to common all-purpose flour for this one. Bread flour can even work.
- Baking Powder & Baking Soda: Verify the expiration date to make sure correct leavening.
Darkish Brown Sugar vs Gentle
Darkish brown sugar has a better molasses content material in comparison with gentle brown sugar, which intensifies its taste a little bit bit and provides further moisture. Darkish brown sugar achieves a deeper caramel-like richness and a chewier texture. And the cookies find yourself staying tender for just a bit bit longer.


Candied Pineapple
Sweet-ing the pineapple in these cookies is a vital step you gained’t wish 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 inserting your pineapple rings and cherries on the parchment paper, sprinkle a couple of spoonful of brown sugar on every ring. Don’t fear should you add a little bit 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 surface that we’re not mad at!


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