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Easy Upside Down Pineapple Cupcakes

Our Pineapple cupcakes are really mini pineapple upside down cakes.  These Mini Upside Down Pineapple Cupcakes can easily be made by using a jumbo muffin tin.

pineapple cupcakes, mini upside down pineapple cakes


My mother always made pineapple upside down cake in a cast-iron skillet.  She made it from scratch when we were younger but after we were grown and left home, she would make her pineapple upside down cakes from a cake mix.  I know it was easier for her but it just wasn’t the same.   I understand we cook differently when it’s only the two of us.


mini pineapple upside down cakes, pineapple cupcakes
But I went differently as all daughters seem to do.  I decided to make mini pineapple upside down cakes in a muffin tin.  This way we can have just a few of these pineapple cupcakes and share the others with neighbors if we so choose.


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How to make Pineapple Cupcakes or Mini Upside Down Pineapple Cakes:

Scroll to the bottom for the printable recipe

Topping Ingredients:

  • 2- 2o oz. cans pineapple slices
  • 1 jar of maraschino cherries
  • 2/3 cup of brown sugar
  • 4 tbsp butter, melted

Cake batter Ingredients:

  • 2 & 1/2 cups of All purpose flour
  • 1 & 1/3 cups white sugar
  • 2 & 1/2 tsp baking powder
  • 1/4 tsp salt
  • 3/4 cup butter, softened
  • 1 tsp vanilla extract
  • 3 eggs
  • 1 & 1/4 cups milk

Special Equipment Needed:


Pineapple Cupcakes


  • You can make individual mini upside-down pineapple cakes easily using these Jumbo Muffin Pans. 
  • Start your pineapple cupcakes by sprinkling a brown sugar and butter topping at the bottom of the muffin tin cups.   
  • Then lay your pineapple rings and cherries on top of the topping.   
  • Mix up the batter and pour on top of the pineapple rings.   
  • Bake in a 350-degree oven for 18-22 minutes and remove. 
  • Immediately flip the cupcakes onto a cooking sheet.


Mini Pineapple upside down cakes
Serve these Mini Upside Down Pineapple Cakes with whipped topping or as it.   Either way, you and your family will love this easy dessert idea.


Other Cupcake Recipes:

Click HERE to save these Pineapple Cupcakes to Pinterest


Print Recipe
3.80 from 5 votes

Mini Upside Down Pineapple Cupcakes

Make mini upside down pineapple cakes from scratch 
Prep Time15 minutes
Cook Time22 minutes
Cooling time15 minutes
Total Time37 minutes
Course: Dessert
Cuisine: American
Keyword: Mini Pineapple Upside Down Cakes, Mini Upside Down Pineapple Cakes, Pineapple Cupcakes
Servings: 12
Calories: 418kcal
Author: Evelyn



Cake Mix-


  • Preheat your oven to 350 degrees. Generously spray 2 jumbo muffin tins with non-stick cooking spray.
  • In a medium-sized bowl, mix the brown sugar and melted butter. Evenly divide sugar mixture into muffin tins.   Add one pineapple slice and one maraschino cherry to each.
  • In a large bowl, whisk the flour, salt, and baking powder, set aside. In a separate bowl, mix together sugar and butter until light and fluffy. Mix in vanilla and eggs mixing in between each egg addition. Slowly alternate adding flour mixture and milk, mixing well between each. 
     Divide the cake batter evenly between the tins. 
  • Bake in the oven for 18-22 minutes until cake bottoms are golden and the cakes are cooked through. Once cooled, flip over the pans to remove your mini pineapple upside down cakes and serve.


Calories: 418kcal | Carbohydrates: 61g | Protein: 5g | Fat: 18g | Saturated Fat: 11g | Cholesterol: 84mg | Sodium: 216mg | Potassium: 201mg | Fiber: 1g | Sugar: 41g | Vitamin A: 579IU | Calcium: 106mg | Iron: 2mg

Recipe Rating

Kellie Hernandez

Wednesday 22nd of November 2023

Should I refrigerate if there for the next day or leave out


Friday 24th of November 2023

Yes, these need to be covered and stored in the refrigerator


Sunday 30th of July 2023

I made half the recipe and they turned out so moist. Also used 2percent milk and pineapple in it’s own juice. Next time I will make the full recipe and use pineapple in syrup for more sweetness.


Monday 31st of July 2023

Oh yum! Thats a great idea. So happy you were pleased with them.


Tuesday 9th of May 2023

Do I need to change the recipe for high altitude cooking? If so, what do I need to add and how much or is going time longer? Thanks


Tuesday 9th of May 2023

Honestly I don't know. I have never lived at high altitudes so that is not something I'm qualified to answer. I'm so sorry and hopefully someone else can help you.

Sandra Anderson

Sunday 12th of September 2021

Great idea. So easy. However I used a cake mix. Worked great. Hubby loves pineapple up side down cakes and these are just the right size for individual servings.


Monday 13th of September 2021

Awe thanks. Clever tip about using a cake mix.