Mini Pineapple Upside Down Cakes

These adorable Mini Pineapple Upside Down Cakes are a delightful twist on the classic dessert. With juicy pineapple rings, sweet maraschino cherries, and a moist cake base, they’re perfect for any occasion. Whether you’re hosting a party or simply craving a sweet treat, these individual-sized cakes are sure to impress.


  • ½ cup butter, melted
  • 1 ½ cups packed brown sugar
  • 20 oz pineapple rings, canned, juice reserved
  • 12 maraschino cherries
  • 15.25 oz yellow cake mix (or white), plus ingredients on the back of the box, substituting water with the reserved pineapple juice

Things You’ll Need

  • 2 Jumbo muffin pans
  • Hand mixer


1. Preheat the Oven

Preheat the oven to 350°F and spray the jumbo muffin pans with non-stick spray.

2. Prepare the Muffin Pans

Distribute melted butter into each muffin pan well, about 1/2 tablespoon in each one. Sprinkle 2 tablespoons of packed brown sugar over the melted butter in each well.

3. Add Pineapple and Cherries

Place one pineapple ring in each muffin section. Add a cherry in the center of each ring.

4. Prepare the Cake Batter

In a medium mixing bowl, combine the dry cake mix with the ingredients listed on the back of your cake mix box, replacing the water with reserved pineapple juice. Use a hand mixer to thoroughly combine.

5. Fill the Muffin Pans

Divide the cake batter evenly between the 12 muffin cups (2 jumbo muffin pans).

6. Bake the Cakes

Bake for 30 minutes. You can stagger the pans in the oven, or bake one at a time. Remove from the oven and place on a wire rack. Allow to set for another 10 minutes.

7. Remove the Cakes from the Pan

Use a butter knife to loosen the edges of the cakes inside the pan. Place a cooling rack on top of the muffin pan, upside down, and flip both the rack and pan upside down onto a large baking sheet to catch any drippings.

8. Cool the Cakes

Allow the cakes to rest for another 5 minutes. Slowly lift the pan, and the cakes will come out. Allow them to cool completely before serving.

Time and Servings

Prep Time: 10 minutes
Cooking Time: 30 minutes
Total Time: 55 minutes
Servings: 12

Serving and Storage Tips:

Serving Tips

1. Serve Warm or at Room Temperature Mini Pineapple Upside Down Cakes are delicious when served warm or at room temperature. For a warm treat, reheat individual cakes in the microwave for about 15-20 seconds.

2. Garnish for Extra Flair Add a dollop of whipped cream or a scoop of vanilla ice cream on top of each cake for an extra indulgent dessert. A sprinkle of toasted coconut can also add a nice crunch and complement the tropical flavors.

3. Perfect Pairings These cakes pair wonderfully with a cup of coffee or a refreshing glass of iced tea. For an adult twist, serve them with a tropical cocktail like a piña colada or a mai tai.

Storage Tips

1. Refrigerate for Freshness Store any leftover Mini Pineapple Upside Down Cakes in an airtight container in the refrigerator. They will stay fresh for up to 3-4 days. Ensure they are completely cooled before storing to avoid condensation inside the container, which can make the cakes soggy.

2. Freezing for Longer Storage If you want to keep the cakes for a longer period, they can be frozen. Wrap each cake individually in plastic wrap and then place them in a freezer-safe bag or container. They can be frozen for up to 2 months. Thaw them in the refrigerator overnight before serving.

3. Reheating Instructions To reheat the cakes, you can use a microwave. Place the cake on a microwave-safe plate and heat for about 15-20 seconds. If reheating from frozen, let them thaw completely in the refrigerator first.

Tips for Best Results

1. Avoid Overbaking Be careful not to overbake the cakes as this can make them dry. Check for doneness by inserting a toothpick into the center of the cakes; they are done when the toothpick comes out clean.

2. Use Fresh Ingredients For the best flavor, use fresh maraschino cherries and high-quality canned pineapple rings. The reserved pineapple juice adds extra moisture and flavor to the cake mix.

3. Handle with Care When flipping the cakes out of the muffin pans, do so gently to avoid breaking the cakes. Allowing them to rest for a few minutes after baking helps them firm up, making them easier to remove from the pan.

By following these serving and storage tips, you can ensure that your Mini Pineapple Upside Down Cakes remain delicious and present beautifully for any occasion. Enjoy the tropical flavors and the delightful presentation of these mini treats!


1. Tropical Twist Add shredded coconut to the cake batter or sprinkle on top before baking for an extra tropical flair.

2. Nutty Addition Incorporate chopped pecans or walnuts into the brown sugar and butter mixture for a crunchy texture.

3. Rum-Infused Add a splash of dark rum to the cake batter or the butter mixture for a Caribbean-inspired twist.

4. Different Fruit Combinations Try using other fruits like peaches, mangoes, or a mix of berries in place of pineapple for a unique flavor profile.

5. Caramel Variation Substitute the brown sugar with caramel sauce for an even richer and more decadent cake.

6. Spice it Up Add a teaspoon of ground cinnamon or nutmeg to the cake batter for a warm, spiced flavor.

7. Lemon Zest Incorporate lemon zest into the cake batter for a fresh and zesty kick.

8. Mini Bundt Cakes Use mini bundt pans instead of muffin pans to create a different shape and presentation.

9. Gluten-Free Option Use a gluten-free cake mix to accommodate those with dietary restrictions.

10. Vegan Version Replace the butter with a plant-based butter substitute and use a vegan cake mix to make the cakes vegan-friendly.


1. Can I use fresh pineapple instead of canned? Yes, you can use fresh pineapple slices, but make sure to reserve some juice for the cake batter or use pineapple juice from a carton.

2. Can I make these cakes in regular muffin pans? Yes, you can use regular muffin pans. Adjust the baking time to 20-25 minutes and check for doneness with a toothpick.

3. How do I prevent the cakes from sticking to the pans? Ensure the pans are well-sprayed with non-stick spray and let the cakes cool for a few minutes before attempting to remove them.

4. Can I make these cakes ahead of time? Yes, these cakes can be made a day in advance. Store them in an airtight container in the refrigerator and reheat before serving if desired.

5. What can I use instead of maraschino cherries? You can use fresh or frozen cherries, berries, or even a piece of candied ginger for a different twist.

6. How do I store leftover cakes? Store leftover cakes in an airtight container in the refrigerator for up to 3-4 days. For longer storage, freeze them as detailed in the storage tips.

7. Can I use a different type of cake mix? Yes, you can use white, vanilla, or even a spice cake mix for a different flavor.

8. How do I make the cakes extra moist? Ensure not to overbake the cakes and use the reserved pineapple juice in the batter for added moisture.

9. Can I add other flavorings to the cake batter? Yes, you can add extracts like vanilla, almond, or coconut to the batter for additional flavors.

10. How do I serve these cakes for a special occasion? Serve the cakes on a decorative platter, garnished with fresh fruit, whipped cream, or a drizzle of caramel sauce for an elegant presentation.

These Mini Pineapple Upside Down Cakes are sure to be a hit with everyone. The combination of buttery brown sugar, tangy pineapple, and sweet cherries, all atop a fluffy cake, makes for an irresistible dessert. Try this recipe today and bring a touch of tropical sweetness to your table!