Pineapple Down Cookies

Featured in Sweet Treats and Baked Delights.

These Pineapple Down Cookies flip the classic cake into a tender, easy-to-make treat. Each cookie has caramelized pineapple rings and cherries, crowned with a buttery brown sugar glaze. Softened butter and sugar are whipped together for the dough, followed by egg and vanilla, along with a mix of flour, baking soda, and salt. Using a muffin tin gives these cookies their unique look and makes sure the fruit stays intact. Baked to perfection, they're a hit at parties, as a mid-afternoon snack, or anytime you crave something sweet and beautiful.

Mena
Updated on Mon, 17 Mar 2025 01:33:05 GMT
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Pineapple Flip Sugar Cookies bring together two favorite treats. They combine the tender, soft feel of buttery sugar cookies with tangy-sweet caramelized pineapple and bright cherries. The base starts with fluffy creamed butter and sugar, with vanilla and an egg mixed in for moisture. The structure comes from a blend of flour, baking soda, and salt, while the top layer features a simple yet yummy mix of melted butter with brown sugar that turns into a gooey glaze over the fruit.

INGREDIENTS
  • Unsalted butter (melted): 1/4 cup for the gooey top layer
  • Brown sugar: 1/3 cup for the topping
  • Canned pineapple slices: 12
  • Maraschino cherries: 12
  • Granulated sugar: 1 cup
  • Unsalted butter (softened): 1/2 cup for the dough mix
  • Large egg: 1
  • Vanilla extract: 1 tsp
  • All-purpose flour: 1 1/2 cups
  • Salt: 1/4 tsp
  • Baking soda: 1/4 tsp
INSTRUCTIONS
Step 1:
Heat your oven to 350°F. Stir the melted butter with brown sugar. Drop a teaspoon of this sweet mix into each spot in your muffin tin, then put a pineapple slice and cherry on each one.
Step 2:
Beat the granulated sugar with softened butter in a big bowl until it's puffy and pale. Mix in the egg and vanilla.
Step 3:
Mix flour, salt, and baking soda in another bowl. Slowly add these dry items to your wet mix until everything's blended well.
Step 4:
Roll small balls of dough, press them flat a bit, and put each one on top of the fruit in your muffin tin.
Step 5:
Let them bake for 14-16 minutes until they turn golden brown.
Step 6:
Cool the cookies in the tin for 5 minutes before carefully taking them out.
Serving and Storage Tips
  • They taste best when they're still a bit warm.
  • Keep them in a sealed container for 3 days on your counter or a week in the fridge.
Helpful Notes
  • Try fresh pineapple chunks for stronger flavor if you want.
  • Make sure to spread the butter-sugar mix evenly so cookies don't stick.

Tips from Well-Known Chefs

  • Chef Clara thinks silicone muffin pans work better for taking out the cookies.
  • Try adding some cinnamon to the topping for extra warmth.
Two-in-One Sweet Treat

These cookies turn the old favorite upside-down cake into handy little bites that are super easy to make and share.

Sweet, Buttery, and Totally Balanced

You'll love how the sticky brown sugar meets tangy pineapple and soft sugar cookie in each bite. Everyone will ask you for more.

FAQs

Can I use fresh pineapple instead of canned?

Sure thing, just cut your fresh pineapple into thin slices.

Do I need to grease the muffin tin?

Yeah, a light coating will help your cookies come out easier.

Can I substitute the maraschino cherries?

You can swap in fresh cherries or just leave them out if you want.

How do I store leftovers?

Put them in an airtight container and keep them on your counter for up to 3 days or in your fridge for a week.

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Conclusion

Pineapple Down Cookies mix soft, rich cookie dough with caramelized pineapple slices and cherries, baked upside down in muffin tins. Their simple steps result in a sweet, tropical dessert that fits any occasion. With a just-right mix of caramel sweetness and a pop of fruit, they're impressive yet fuss-free to make.

Pineapple Caramel Cookies

Golden cookies with sweet pineapple and cherries on top, finished with a drizzle of brown sugar glaze for extra flavor.

Prep Time
15 Minutes
Cook Time
15 Minutes
Total Time
30 Minutes
By: Mena

Category: Desserts & Baking

Difficulty: Intermediate

Cuisine: Dessert

Yield: 12 Servings (12 cookies)

Dietary: Vegetarian

Ingredients

01 1/3 cup of brown sugar.
02 1/4 cup melted butter (unsalted).
03 Twelve maraschino cherries.
04 A dozen canned pineapple rings.
05 1 cup of regular white sugar.
06 Half a cup of softened unsalted butter.
07 One large egg.
08 1 teaspoon vanilla.
09 1 1/2 cups plain flour.
10 A quarter teaspoon of baking soda.
11 1/4 teaspoon of salt.

Instructions

Step 01

Set your oven to 350°F. Blend the melted butter with the brown sugar, then spoon some into each muffin tin slot. Layer it with a pineapple ring and pop a cherry in the center.

Step 02

Use a big mixing bowl to beat together the softened butter and sugar until it’s nice and fluffy. Stir in the vanilla and egg.

Step 03

In another bowl, mix together the baking soda, salt, and flour. Add these dry ingredients bit by bit to your wet mix, stirring until smooth.

Step 04

Shape the dough into balls and press them down gently. Put one on each pineapple and cherry in the muffin tin.

Step 05

Bake the cookies for around 14 to 16 minutes, watching until they turn golden at the edges.

Step 06

Let them cool inside the muffin tray for 5 minutes, then carefully pop them out.

Notes

  1. These sugar cookies channel the taste of pineapple upside-down cake, with soft cookie bottoms and caramelized fruit toppings for a pretty and tasty treat.

Nutrition Facts (Per Serving)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: ~
  • Total Fat: ~
  • Total Carbohydrate: ~
  • Protein: ~