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 type. Juicy pineapple and cherries not solely give these cookies a candy, fruity taste but in addition makes them smooth 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 type 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 smooth 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 smooth, 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 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: When you solely have unsalted readily 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 most effective taste, however imitation vanilla additionally works.
- Eggs: Use giant eggs at room temperature for simpler mixing.
- All-Objective Flour: Follow 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 Mild
Darkish brown sugar has the next molasses content material in comparison with gentle brown sugar, which intensifies its taste a bit of bit and provides further moisture. Darkish brown sugar achieves a deeper caramel-like richness and a chewier texture. And the cookies find yourself staying smooth for just a bit bit longer.


Candied Pineapple
Sweet-ing the pineapple in these cookies is a vital step you received’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 for those who add a bit of 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!


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 solutions for customizing this cookie:
White chocolate chips give further sweetness and texture; be happy to combine in a couple of 1/2 cup to the dough.
Sweetened coconut flakes are additionally an excellent 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 recent for 3 to five days.
*These cookies must be refrigerated because of the pineapple.
Extra scrumptious cookie recipes…
Trending Merchandise
4L Electric Composter for Kitchen, Smart Compost Bin Outdoor/Indoor, Odorless/Auto-Cleaning/ 3 Modes/Intelligent LED Display, Turn Food Waste to Fertilizer for Garden, Food Waste Compost Machine
Alrens 1 1/4″ Shop Vacuum Cleaner Attachments Brushes for Vac Accessories 1/4 inch 1 3/8 inch, Set of 8
Mckanti Drink Coasters Set of 8, 4 Colors Absorbent Coasters for Drinks, Minimalist Cotton Woven Coaster for Living Room Decor, Fall Home Decor, 4.3 Inches
Sionlan Vacuum Crevice Tool brush Compatible with Bissell Cleanview Swivel Pet Crosswave 2252 2489 2486 2254 22543 24899 1831 Vacuum Accessories Replace part number 203-1056,203-2666,2031527
MIULEE Pack of 4 Cream White Corduroy Christmas Decorative Throw Pillow Covers 18×18 Inch Soft Boho Striped Pillow Covers Modern Farmhouse Home Decor for Sofa Living Room Couch Bed
Huiaway 3 Pcs 1.25inch 32mm Vacuum Extension Wand 1 1/4″ Plastic Wand Pipe for Vacuum Cleaner Replacement Tubes Extend to 14.6 inch Long
Vacuum Attachments for Shop vac Accessories 1 1/4 inch 1 3/8 inch Vacuum Cleaner Accessories, Universal Vacuum Hose Adapters
DASH Hot Air Popcorn Popper Maker with Measuring Cup to Portion Popping Corn Kernels + Melt Butter, 16 Cups – Dream Blue
Vacuum Cleaner Attachments Flexible Extension Hose Brush Nozzle Crevice Tools for 1 1/4 inch Shop Vacuum Car Detailing Kit
