Pineapple Upside Down Cake has always been a classic in my house and evokes great memories of many special occasions. My Mum made one for nearly every family occasion, birthdays, christenings, funerals. You would always find my Mum’s special Pineapple Upside Down Cake somewhere on the table.

I love this cake as much as I did in my childhood  and have made it many times, it’s a great hit with my kids too.

But the for this recipe I’m going to magically turn the recipe into everybody’s favourite –  Cupcakes.

Come on now, who can say no to a cupcake!


pineapple upside down cupcakes





These delicious Pineapple Upside Down Cupcakes are a mini cute version of their “Big Sister” with all the classic flavours – butter, brown sugar, pineapple, and of course don’t forget the cherry!

This is such a simple recipe; the vanilla sponge cupcake is the perfect base for the glorious caramelised pineapple.






I used my normal sized muffin tin for this recipe, and I used cupcake cases to line the tin.   Next time I would leave out the cupcake cases and just really butter the muffin tin well or use a baking spray.

If you happened to have a jumbo muffin tin, this would be even better the pineapple ring would fit perfectly at the bottom, if not just use pineapple chunks or cut the rings into smaller pieces.

I have every cake tin in the world except one of these jumbo muffin tins, so typical lol.





These Pineapple Upside-Down Cupcakes always turn out and look scrumptious too.  These would be great for parties, or just to finish off a nice family dinner.

I serve these with warm custard for me and the hubbie . The kids love ice-cream with theirs!

pineapple upside down cupcakes
4.92 from 12 votes


These delicious Pineapple Upside Down Cupcakes are a mini cute version of their “Big Sister” with all the classic flavours - butter, brown sugar, pineapple, and of course "the cherry" sitting proudly on top. A very simple recipe, ready to eat in less than 30mins!

Course Cake, Dessert
Cuisine American, european
KEYWORDS cupcake, easy, pineapple, upside down
Prep Time 10 minutes
Cook Time 25 minutes
Cooling TIme 10 minutes
Total Time 35 minutes
Servings 12 cupcakes
Calories 335 kcal
Author Karyn Ryan -Irish Baking Adventures


  • 110 g Self Raising Flour
  • 110 g Butter or Baking Spread
  • 110 g Caster Sugar
  • 2 med Eggs
  • 1 tsp Vanilla Extract
  • 1 tin (540g) Pineapple Chunks
  • 2 tbsp Pineapple Juice - taken from tin


  • 120 g Brown or Dark Brown Sugar
  • 100 g Melted Butter
  • 12 Cherries - Maraschino or Glace


  1. Preheat the oven to 180C/350F and line a muffin/cupcake tin with paper cases.

  2. In a bowl, mix the brown sugar and melted butter together; divide evenly into the paper cases.
  3. Arrange 3 chunks of pineapple in each case and place a glace cherry in the center
  4. Cream the butter and sugar together in a bowl until a nice pale colour. Beat in the eggs and stir in the vanilla extract.
  5. Fold in the flour adding the pineapple juice until the mixture is of a dropping consistency.
  6. Spoon the mixture into the paper cases on top of the pineapple and until they are about half full.
  7. Bake in the oven for 20 minutes, or until golden-brown on top and a knife or skewer inserted into one of the cakes comes out clean.

    Set aside to cool for 5 minutes, then remove from the tin and cool on a wire rack.


  1. Remove the paper cases and turn the cakes upside down onto a plate. Serve with some custard or fresh cream
  2. (If the cupcakes are not level on top use a knife to slice the top off, this will make it easier to serve when you turn them upside down on a plate)

Recipe Notes

Recipe by karyn@irishbakingadventures.com.   All images and content are copyright protected. Please do not use my images without prior permission. If you want to share this recipe, please simply link back to this post for the recipe. Thank you.

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  • Marisa Franca August 4, 2018 at 4:14 pm

    What a cute idea. I don’t think I’ve ever seen upside down cupcakes before. I do enjoy individual desserts – you get one portion and that’s it. The cupcake would certainly be a welcome treat right now.

    • Karyn August 6, 2018 at 12:45 pm

      Thanks Marisa. they are so easy to make and work great for a dinner party

  • Claudia Lamascolo August 4, 2018 at 5:58 pm

    I love pineapple and upside down cupcakes are brilliant! I love these!

    • Karyn August 6, 2018 at 12:44 pm

      So glad you like them Claudia

  • Veena Azmanov August 5, 2018 at 12:45 pm

    One of my favorite cakes as a kid was pineapple side down cake. I still love it as much today. But have not made it in years! I must make some for my kids.. Such a pretty color- Saving for later.

    • Karyn August 6, 2018 at 12:43 pm

      I love it too Veena.. and it’s a great hit with my kids

  • Karyl Henry August 5, 2018 at 3:47 pm

    Oh my gosh these look so fabulous! I love single-serve desserts like this, because then I can eat more than one and not feel guilty 🙂

    • Karyn August 6, 2018 at 12:43 pm

      Ha ha just like me Karyl.. why have one when you can have two lol

  • Jyothi (Jo) August 5, 2018 at 3:59 pm

    Oh wow, your cake looks absolutely moist and delicious! Love these mini pineapple upside down cake! Looks so cute

    • Karyn August 6, 2018 at 12:45 pm

      Thanks Jo.. they were a great pleasure to make and eat

  • Celeste August 5, 2018 at 7:35 pm

    What a great idea to make cupcakes instead of a full cake. This could totally help in portion control in my home.

    • Karyn August 6, 2018 at 12:46 pm

      I say that that and then i eat two Celeste lol

  • Noel Lizotte August 5, 2018 at 9:45 pm

    The first cake my daughter made on her own was pineapple upside down… this idea to make it in cupcake sized servings is genius!!
    ps – your photos are brilliant and I want to grab a fork!

    • Karyn August 6, 2018 at 12:42 pm

      Thanks so much Noel appreciate the comment about the photos.. I find it very difficult most times lol

  • Alexis August 6, 2018 at 12:09 am

    These are not only totally adorable but they look delicious as well! I’m going to add this to our weekend treat meal plan and have one of my kids make it for the family.

    • Karyn August 6, 2018 at 12:41 pm

      Thanks Alexis. most definitely a fun bake for kids to do

  • swathi August 6, 2018 at 3:35 am

    I love pineapple upside down cakes, however as afraid of sugar I am not making it. But your idea of converting them into cupcakes is very nice. I can try this.Mom’s recipes are always best . I too don’t have jumbo muffin tin.

    • Karyn August 6, 2018 at 12:40 pm

      It was so easy Swathi and a gret hit with my kids

  • Gloria August 6, 2018 at 12:54 pm

    These are the perfect little creations of the original version. Perfect for BBQ parties. Nice and tropical.

    • Karyn August 6, 2018 at 1:10 pm

      Thanks Gloria. easier to make than their big sister

  • Donna August 6, 2018 at 1:42 pm

    Exactly, who can say no to a cupcake, especially one topped with caramelized pineapple!! I haven’t come across individual upside down cakes, but this is such a great idea – the kids cant ask for a bigger slice and compare each others to make sure no one is getting more than the other 🙂

    • Karyn August 6, 2018 at 3:16 pm

      Ha Ha your right Donna stops all the arguments. These work out great for kids parties

  • Natalie August 6, 2018 at 2:59 pm

    This would go perfectly with my afternoon coffee. Looks so delicious and so moist and flavorful. Upside down cake is one of my husbands favorite desserts. Can’t wait to make him this.

    • Karyn August 6, 2018 at 3:17 pm

      These are so easy to bake Natalie and taste delicious too


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