These Pineapple Upside Down Cookies are the right 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 basic cake recipe, however in cookie kind. Juicy pineapple and cherries not solely give these cookies a candy, fruity taste but in addition makes them gentle and moist lengthy after popping out of the oven.
For extra pineapple treats, attempt the unique with a basic Pineapple Upside Down Cake.
Why Our Recipe
- Craving pineapple upside-down cake? Fulfill that craving in cookie kind 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 gentle and moist.

These do-it-yourself cookies actually have all of it. You get juicy freshness from the pineapple ring, just a little pop of cherry taste within the center, all topped with a gentle, 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 case you solely have unsalted 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 offers the most effective taste, however imitation vanilla additionally works.
- Eggs: Use massive eggs at room temperature for simpler mixing.
- All-Objective Flour: Keep on with common all-purpose flour for this one. Bread flour may also work.
- Baking Powder & Baking Soda: Examine the expiration date to make sure correct leavening.
Darkish Brown Sugar vs Gentle
Darkish brown sugar has the next molasses content material in comparison with mild brown sugar, which intensifies its taste just a little bit and provides additional moisture. Darkish brown sugar achieves a deeper caramel-like richness and a chewier texture. And the cookies find yourself staying gentle for just a bit bit longer.


Candied Pineapple
Sweet-ing the pineapple in these cookies is an important 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 colour 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 in case you add just a little an excessive amount of and a few brown sugar spills out on the perimeters. This offers 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 below are some recommendations for customizing this cookie:
White chocolate chips give additional sweetness and texture; be at liberty to combine in a couple of 1/2 cup to the dough.
Sweetened coconut flakes are additionally an ideal 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 utterly cooled cookies in an hermetic container. Cookies keep contemporary for 3 to five days.
*These cookies have to be refrigerated as a result of pineapple.