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How to make pineapple upside down cake from scratch

Updated on October 12, 2014

Homemade pineapple upside down cake

Ooey, gooey pineapple upside down cake looks so festive and tastes even better than it looks! The buttery caramel sauce and the fruit combine to make a cake that's moist and dense.

You might think it's complicated to make from scratch, but it's actually very simple. If you're really pressed for time, you could use a yellow cake mix instead of making your own batter. But you'll see how easy it is to make this homemade pineapple upside down cake recipe entirely from scratch.

I like to make it with white whole wheat flour because I prefer to use real, whole ingredients whenever possible. And that includes real butter instead of margarine or shortening.

So get out your mixer and let's start baking!

All photos © 2012 Lynda Makara

Pineapple upside down cake ingredients

Here are most of the ingredients you'll need to make homemade pineapple upside down cake.

  • Cook time: 1 hour 15 min
  • Ready in: 1 hour 15 min
  • Yields: 9

Ingredients

  • 1/4 cup butter
  • 2/3 cup packed brown sugar
  • 9 slices canned pineapple (14 oz can)
  • 9 maraschino cherries
  • 1 1/3 all purpose (or white whole wheat) flour
  • 1 cup sugar
  • 1/3 cup butter
  • 1 1/2 tsp baking powder
  • 1/2 tsp salt
  • 1 tsp vanilla
  • 3/4 cup milk
  • 1 egg

Instructions

  1. Heat the oven to 350 degrees. Take a 9" x 9" pan, put 1/4 cup butter inside and melt the butter in the oven. For good measure, I also sprayed the sides with cooking spray. Remove pan from oven, sprinkle the brown sugar over the butter. Arrange pineapple slices along the bottom of the pan and put a maraschino cherry in the center of each ring.
  2. At this point, you can make a boxed yellow cake, or continue with the recipe as follows:
  3. Cream 1/3 cup of butter with the 1 cup of sugar. Add the baking powder, salt, vanilla and egg. Whip for a minute. Then add the flour alternating with the milk. Mix for 2 to 3 minutes on a medium speed. Note: When using whole wheat flour, I find that it requires a little more liquid
  4. Spread the batter over the top of the pineapple slices. Bake for 50 to 55 minutes, or until a toothpick inserted in the center comes out clean.
  5. As soon as you take the cake out of the oven, run a knife around the edge of the cake, put a plate on top of the cake pan and turn them upside down. The cake should release easily from the pan. Leave the pan on top of the cake for a few minutes to let the buttery syrup drip over the cake.
4.8 stars from 4 ratings of Pineapple Upside Down Cake recipe

Step by step photos of making the pineapple upside down cake

Click thumbnail to view full-size
Melted butter in the bottom of the pan. The sides of the pan were also sprayed with cooking spray.Brown sugar on top of the butterPineapple rings and maraschino cherries on top of the brown sugarAdding the egg after creaming the butter and sugarMixing the batterThe batter in the pan, ready for the oven
Melted butter in the bottom of the pan. The sides of the pan were also sprayed with cooking spray.
Melted butter in the bottom of the pan. The sides of the pan were also sprayed with cooking spray.
Brown sugar on top of the butter
Brown sugar on top of the butter
Pineapple rings and maraschino cherries on top of the brown sugar
Pineapple rings and maraschino cherries on top of the brown sugar
Adding the egg after creaming the butter and sugar
Adding the egg after creaming the butter and sugar
Mixing the batter
Mixing the batter
The batter in the pan, ready for the oven
The batter in the pan, ready for the oven

Homemade pineapple upside down cake fresh from the oven

You'll see I didn't use a 9" x 9" pan because I don't have one. So I split the batter up into two different pans. It came out perfect!

Want some? It's delicious!

© 2012 Lynda Makara

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    • Gypzeerose profile image

      Rose Jones 4 years ago

      Pineapple upside down cake is one of my favorites. Pinned to my cake board.

    • profile image

      anonymous 4 years ago

      That looks fab - I did make one many years ago and i do remember it was delicious,

    • anne mohanraj profile image

      anne mohanraj 5 years ago

      I have never made this cake before but I am tempted to try one now! Thanks for sharing!

    • profile image

      anonymous 5 years ago

      My husband loves this.

    • DrBillSmithWriter profile image

      William Leverne Smith 5 years ago from Hollister, MO

      Yum, I'll have some right now, thank you! ;-)

    • artbyrodriguez profile image

      Beverly Rodriguez 5 years ago from Albany New York

      Thank you for your visit, Squidlike AND blessing to my new lens A Summer Concert Under The Stars.

      Appreciate!

    • casquid profile image

      casquid 5 years ago

      I adore pineapple upside down cake. Now the chance to try whole wheat flour will be attempted.Thanks!

    • pufek77 lm profile image

      pufek77 lm 5 years ago

      I love pineapple,I love cake, together mmmmm magic.

      Tnx

    • profile image

      anonymous 5 years ago

      I love Pineapple Upside Down Cake. Your photos are amazing!

    • profile image

      anonymous 5 years ago

      Mom used to make pineapple upside-down cake when I was little. I have not ever made it, but now I'm carving a slice. Could I have a cup of coffee with that cake? :)

    • charlb profile image

      charlb 5 years ago

      I never tried it but sure would love to! Looks yummy!

    • profile image

      grega85 5 years ago

      It looks delicious. I have to taste it.

    • artbyrodriguez profile image

      Beverly Rodriguez 5 years ago from Albany New York

      That cake looks so good. Very nice lens.

    • ItayaLightbourne profile image

      Itaya Lightbourne 5 years ago from Topeka, KS

      Wonderful article! Thanks for sharing your recipe. :)

    • profile image

      anonymous 5 years ago

      My mum used to make these when I was younger, from memory they are yummy and sweet

    • Lynda Makara profile image
      Author

      Lynda Makara 5 years ago from California

      @Elyn MacInnis: That's right, it's all about balance!

    • Elyn MacInnis profile image

      Elyn MacInnis 5 years ago from Shanghai, China

      I almost ate the monitor. This looks wonderful! I also checked out your kettleball exercise page. I think I will need to do some exercising after I ate my piece of upside down cake!

    • Wayne Rasku profile image

      Wayne Rasku 5 years ago

      You have hit upon my all-time favorite! I could eat an entire pineapple upside down cake in one sitting :-) Thanks for this recipe.

    • mbgphoto profile image

      Mary Beth Granger 5 years ago from O'Fallon, Missouri, USA

      This recipe looks really good. I may try it the next time I'm looking for a good dessert.

    • BuckHawkcenter profile image

      BuckHawkcenter 5 years ago

      My mother used to make Pineapple Upside Down Cake and I loved it! Now, my tummy is grumbling for this. Great job!

    • wilfredpadilla profile image

      wilfredpadilla 5 years ago

      Hi, I think your recipe is delicious!