Best Pineapple Upside Down Cake

by Alli

This shop, Pineapple Upside Down Cake, was compensated by Collective Bias, Inc. and its advertiser. All opinions are mine alone. 

Call me crazy, but I love hosting large dinner parties. On any given Sunday, you’ll find 10-16 family members at my dinner table.

For these special times together, a delicious dessert is a must. Pineapple Upside Down Cake is easy to make and tastes as good as it looks.

How to Make Pineapple Upside Down Cake

Thankfully, when I do all the cooking on Sundays, the kids and grandkids all pitch in to do the dishes. I’m the type who cleans as I go so there’s usually not a big mess. 

One of the things I love about Pineapple Upside Down Cake is that you don’t need to make a frosting. The brown sugar/pineapple topping is baked right in. 


Ingredients You’ll Need (Full Recipe Card Down Below)

  • 1 (20 oz.) can of pineapple slices, well-drained
  • butter, melted
  • packed brown sugar
  • yellow cake mix
  • pure vanilla extract
  • 15-20 maraschino cherries (optional), well-drained

You’ll notice that I didn’t use cherries in this recipe because I have picky eaters that don’t like them. πŸ™‚

Steps For Making Pineapple Upside Down Cake

Spray a round cake pan with nonstick cooking spray. Stir together melted butter and brown sugar and place in cake pan. Place drained pineapple slices in a single layer over the brown sugar mixture.

(If you’re using the cherries, place a well-drained cherry in the middle and around the edges of the pineapple slices.) 

How to Make a Pineapple Upside Down Cake

Prepare the yellow cake mix according to the direction on the package. Pour cake batter evenly over pineapple.

Pineapple Upside Down Cake

Bake at 350ΒΊ 25-30 minutes or until a toothpick inserted in the center comes out clean. Cool for 10 minutes. Loosen edges and turn out onto a serving platter.

Pineapple Upside Down Cake

A boxed cake mix saves time when I’m preparing for a large dinner party.

To make a boxed mix taste better, do one or more of the following:

  • Add an extra egg for a richer taste.
  • Use whole milk instead of water.
  • Use melted butter in place of vegetable oil.
  • Stir in a teaspoon of pure vanilla extract (my personal fave).

Your guests will never know you used a box mix when you add one or all of these tricks.

Pineapple Upside Down Cake

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Yield: 8-10 servings

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Prep Time 10 minutes
Cook Time 30 minutes
Additional Time 10 minutes
Total Time 10 minutes


  • 1 (20 oz.) can pineapple slices, drained
  • 2 Tablespoons butter, melted
  • 1/2 cup packed brown sugar
  • 1 package yellow cake mix (plus ingredients listed on box to make the cake)
  • 1 teaspoon pure vanilla extract
  • 15-20 maraschino cherries, optional


  1. Preheat the oven to 350º F.
  2. Spray a 9" round cake pan with cooking spray.
  3. Stir the butter and brown sugar together and spread in the cake pan.
  4. Arrange pineapple slices (and add maraschino cherries if using) on top of the brown sugar mixture.
  5. Prepare cake mix according to package directions and pour cake batter evenly over pineapple.
  6. Bake for 30 minutes or until a toothpick inserted near the center of the cake comes out clean.
  7. Cool for 10 minutes. Loosen edges and turn out onto a serving platter.

Nutrition Information



Serving Size


Amount Per Serving Calories 274Total Fat 4gSaturated Fat 2gTrans Fat 0gUnsaturated Fat 1gCholesterol 6mgSodium 403mgCarbohydrates 57gFiber 1gSugar 36gProtein 2g

Did you make this recipe?

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robin rue October 12, 2017 - 5:22 am

I have never had a pineapple upside down cake before, but I know I would love it. Now I know how to make one, so I am on it πŸ™‚

cathy October 12, 2017 - 6:06 am

I love how you jazzed up the box cake mix! What a great, easy recipe to feed a crowd and the easy cleanup lets you enjoy more time with your family! {client}

Heather @ Kraus House Mom October 12, 2017 - 6:40 am

You make THE BEST desserts! My husband and I went on a hot date to BJ’s and I picked up a giant pack of Scotch Brite blue sponges, they’re the only ones I use.

Amber Myers October 12, 2017 - 8:19 am

Yummy, this looks so tasty. I haven’t had a pineapple upside down cake in ages. I need to make one soon. Pineapples is one of my favorite fruits.

Amy Smith October 12, 2017 - 8:37 am

I have never tried to make a pineapple upside down cake. I love to bake but haven’t ever made one! I will have to check out those sponges!

candy October 12, 2017 - 9:48 am

I haven’t made an upside down pineapple cake is a long time. Great reminder to put this on the baking list.

Emily @ The Southern Belle Blogs October 12, 2017 - 10:22 am

Oh yum! I love a pineapple upside down cake but surprisingly enough – I’ve never fixed one myself! I might have to rectify that!

Debra Hawkins October 12, 2017 - 10:41 am

My husband loves pineapple upside down cake but I have never tried to make one myself! I am going to have to make him one this week!

Sapphire Kharyzma October 12, 2017 - 11:23 am

Pinapple Upside Down Cake always intrigued me. I often wondered how they made it! This recipe, is a great starting point for me. Thanks for sharing!

Sarah Bailey October 12, 2017 - 11:50 am

It has been ages since I had pineapple upside down cake and I don’t think I’ve ever tried making my own, I think I’m going to have to give your recipe a try.

Jenn October 12, 2017 - 12:28 pm

Pineapple upside down cake is one of my very favorite desserts. This recipe is so much easier than the one I remember using years ago. I’ll have to try it out.

Pam October 12, 2017 - 4:38 pm

I love pineapple upside down cake. It always looks really fancy too even though it’s not hard at all.

sara October 12, 2017 - 6:36 pm

I love these scrubbing dots, they work great on my dishes. This recipe looks fabulous, I have never made a pineapple upside down cake.

Cheryl October 12, 2017 - 7:38 pm

You had me at easy! The cake looks great and it also seems like the sticky brown sugar was a cinch to clean with the Scotch Brite sponges.

Liz Mays October 12, 2017 - 9:15 pm

That looks really good. It’s cool that you can use a box mix for it. It ended up looking really pretty!

ricci October 13, 2017 - 12:33 am

My Mom used to make the BEST Pineapple Upside Down Cake and I cannot for the life of me find her recipe. Yours sounds amazing so I will definitely be trying it!!

Ave October 13, 2017 - 7:18 am

Your Pineapple Upside Down Cake looks super delicious! We use Scotch-Brite sponges for cleaning too. Have to check out the Non-Scratch Scrub Dots ones too.


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