Pineapple Upside Down Cookies - The Keep At Dwelling Chef

These Pineapple Upside Down Cookies are the proper candy deal with to fulfill your candy tooth and are surprisingly straightforward to make! You get the scrumptious, caramelized pineapple that you just 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.

Pineapple Upside Down Cookies showing the pineapple and also right side up.

These selfmade cookies actually have all of it. You get juicy freshness from the pineapple ring, somewhat 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 gained’t have the ability to eat only one!

Ingredient Notes

Ingredients used to make Pineapple Upside Down Cookies.

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 elements: 3/4 cup for the dough and 1/2 cup for the candied pineapple.
Butter: If you happen to solely have unsalted available, simply add a 1/2 tsp salt to the dough. Make certain it’s softened to room temperature earlier than creaming.
Vanilla Extract: Pure vanilla extract provides the perfect taste, however imitation vanilla additionally works.
Eggs: Use massive eggs at room temperature for simpler mixing.
All-Goal Flour: Stick to common all-purpose flour for this one. Bread flour may 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 gentle brown sugar, which intensifies its taste somewhat 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.

Collage of Pineapple Upside Down Cookies showing process of making them.

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 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 if you happen to add somewhat 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 skin that we’re not mad at!

Pineapple Upside Down Cookies sitting on a marble platter.

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 ideas for customizing this cookie:

White chocolate chips give additional sweetness and texture; be happy 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 prime.