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Pineapple Upside Down Cake

This pineapple upside-down cake recipe features sliced pineapple rings, maraschino cherries, brown sugar, and butter atop fresh and moist cake mix. The impressive dessert is easy to make and will become a classic favorite.

A Classic Cake

Pineapple upside down cake on a wooden cutting board.

Prep Time: 15 minutes
Cook Time: 50 minutes
Additional Cooling Time: 5 minutes
Total Time: 1 hour 10 minutes
Servings: 24 pieces
Preparation Level: Beginner +

The cake recipe has been around for generations and can be made in a variety of ways. You can start off with fresh pineapple or use canned. The cake doesn’t rise very much, and it’s a bit of a messy cake, but it turns out so delicious. And it leaves your house smelling incredibly amazing. My kids ran out of their rooms wondering what smelled so good.

Ingredients

Pineapple Layer

  • 8 slices pineapple (20-ounce can with juice)
  • 10 Maraschino cherries (6-ounce bottle)
  • 1 cup packed brown sugar (light)
  • 1/4 cup melted butter

Cake Mix

  • 15.25-ounce cake mix (Betty Crocker Delights Super Moist French Vanilla Mix)
  • 3 eggs
  • 1/2 cup vegetable oil
  • 1 cup pineapple juice (OR water)

Full printable recipe with measurements and instructions listed at the bottom of the post in the recipe card.

A slice of pineapple upside down cake on a red plate.

Two homegrown pineapples sitting on the counter. One is large and one is small.

My husband loves to grow pineapples, so we have quite a few in our backyard. For this recipe, we used the bigger pineapple because you will need about seven or eight pineapple rings. If you are interested in learning more about growing pineapples, he has a video over on YouTube about it.

Cutting a pineapple with a pineapple slicer.

We bought a pineapple slicer that cuts the rings while it cuts through the pineapple.

A sliced pineapple being lifted out of the pineapple skin.

The cutter leaves the center, but you can see the rings.

Pineapple juice inside of a measuring cup.

Whether you use a real pineapple or buy canned pineapple, be sure to reserve the juice. You will need one cup of juice for the recipe. My husband had to squeeze the outer layer to get more juice out. There’s a lot of excess liquid in the skin. Once you have the juice, set it to the side for a later step.

Step-By-Step Instructions

Melted butter in a baking dish.

Grab a 9-inch by 13-inch baking pan and coat it with some non-stick cooking spray. Melt the butter and pour it into the bottom of the pan.

Brown sugar spread out in a casserole dish. The brown sugar is sitting in some melted butter.

Next, sprinkle the light brown sugar into the bottom of the pan and spread it out.

Sliced pineapple rings in a baking dish on top of brown sugar and melted butter.

Arrange pineapple slices in the pan.

Pineapple rings with maraschino cherries in a baking dish.

Place the maraschino cherries in the center of each pineapple slice and in a few places around the pan to add some color.

Cake mix in a large clear glass mixing bowl.

Add the cake mix to a large mixing bowl. For this recipe, I used Betty Crocker Delights Super Moist French Vanilla Cake Mix in the 15.25-ounce box.

Pouring pineapple juice into a bowl with cake mix.

Pour the reserved pineapple juice into the bowl. You can substitute it with water if you don’t have enough pineapple juice.

Pouring vegetable oil into a large bowl with cake mix and eggs.

Next, pour the vegetable oil into the bowl and combine the ingredients.

Cake batter in a large rectangular baking dish.

Gently pour batter over the pineapple slices. Bake for 40-45 minutes or until a cake tester comes out clean.

Pineapple upside down cake flipped over on a wooden cutting board.

Let the cake cool for about five minutes. Run a knife along the edges of the pan to loosen the cake. Then, place a large wooden cutting board or a cookie sheet over the cake and turn the cake upside down. It will be HOT, so be sure to use oven mitts.

The cake will end up on the cutting board. Let the cake pan sit on top of the cake for a few minutes to make sure most of the brown sugar drips off onto the cake. Then, lift the cake pan off and serve.

A slice of pineapple cake on a red plate.

Storage

Store the cake in an airtight container or cover it with plastic wrap and keep it in the refrigerator.

More Favorite Desserts

A slice of pineapple upside down cake on a red plate.

Pineapple upside down cake on a wooden cutting board.

Pineapple Upside Down Cake With Cake Mix

4.47 from 63 votes
Julie Pollitt
Pineapple upside down cake with cake mix is an easy dessert. The tasty recipe features juicy pineapple slices and maraschino cherries for a delicious dessert.
Prep Time 15 minutes
Cook Time 50 minutes
Additional Time 5 minutes
Total Time 1 hour 10 minutes
Course Desserts
Cuisine American
Servings 24 pieces
Calories 377 kcal

Ingredients
  

Pineapple Layer

  • 8 slices pineapple 20 ounce can with juice
  • 10 Maraschino cherries 6 ounce bottle
  • 1 cup packed brown sugar light
  • 1/4 cup melted butter

Cake Mix

  • 15.25 ounce cake mix Betty Crocker Delights Super Moist French Vanilla Mix
  • 3 eggs
  • 1/2 cup vegetable oil
  • 1 cup pineapple juice OR water

Instructions
 

  • Preheat oven to 350 degrees and spray a 9-inch by 13-inch baking dish with non stick cooking spray.
  • Melt butter and pour into baking dish.
  • Sprinkle brown sugar over the butter and spread out.
  • Place pineapple slices in the bottom of the pan on top of the brown sugar.
  • Next, place cherries in the center of the pineapple rings and around them.
  • In a large mixing bowl, add the cake mix, eggs, vegetable oil, reserved pineapple juice (OR water) and mix on low speed.
  • Gently pour batter over the pineapples and bake the cake for 40-45 minutes or until a cake tester comes out clean.
  • Gently run a knife along the edges of the pan to make sure the cake doesn't stick when you flip it.
  • Allow the cake to cool for five minutes. Place a wooden cutting board or cookie sheet over the cake and invert cake. (Be careful as it will be HOT. You will need oven mitts).
  • Let the cake pan sit on top for a few minutes while the brown sugar mixture drips off.
  • Remove the pan and serve the classic pineapple upside down cake.

Video

Notes

The cake will not rise much and is a very messy cake because of the pineapples and juice. But, so delicious.
Store the pineapple upside down cake in an airtight container or cover with plastic wrap and keep in the refrigerator.
For this recipe, I used a 15.25-ounce box of Betty Crocker Super Moist French Vanilla Cake mix. Most cake mixes will work, however.

Nutrition

Serving: 1Calories: 377kcalCarbohydrates: 58gProtein: 3gFat: 15gSaturated Fat: 4gPolyunsaturated Fat: 10gCholesterol: 57mgSodium: 316mgFiber: 2gSugar: 41g
Tried this recipe?Let us know how it was!

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4.47 from 63 votes (63 ratings without comment)

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18 Comments

  1. I made the cake with the exact ingredients called for. The only thing I changed was that I whipped the eggs before I added the oil and pineapple juice. This resulted in a very fluffy and tall cake. That is one way you can prevent a thinner, dense cake.

    1. Julie Pollitt says:

      Great idea! Thanks for sharing. I will try that next time.

  2. Can I make this in a 9″ round cake pan or cast iron 10″ fry pan?

    1. Julie Pollitt says:

      You would have to use two square baking dishes. This is a big cake. I think the 10-inch frying pan would be too small also. But, you can use one square pan and the frying pan to make it. Hope you love it!

  3. Mary Hodge says:

    Can I use crushed pineapple instead of rings. And if so just one can?

    1. Julie Pollitt says:

      I havenโ€™t tried that but I think you could. I would say try at least a 20 ounce can with the liquid. Let me know how it goes!

    2. @Julie Pollitt, Can you do this recipe in a bunt pan?

      1. Julie Pollitt says:

        I haven’t made this one in a Bundt pan, but I definitely think you could. Tag me on Facebook so I can see a pic when you make it!

  4. Is it ok to use fresh pineapple and purchase pineapple juice to use in this recipe? I always prefer fresh pineapple.

    1. Julie Pollitt says:

      Definitely! We grow pineapples here at the house and love fresh pineapples, too.

  5. Jace hale says:

    I am a child and I love cooking this is a very good recipe I hope more people try it.

    1. Julie Pollitt says:

      Thanks so much!

  6. Jace hale says:

    This is a very good recipe and Iโ€™m a kid and I love it and I like to cook to.

    1. Julie Pollitt says:

      That’s great to hear! I hope you keep cooking!

  7. I use 20oz can of crushed pineapple. space the cherries according to size of slices wanted. Comes out very well, and disappears at our church fish fries.

    1. Julie Pollitt says:

      So glad you all like it! Fish fries are so much fun.

  8. Marcia Root says:

    Is it a serving of 1/12 or 1/24?

    1. Julie Pollitt says:

      I have it set for 24 servings. The nutrition information is approximate. But you can always cut the slices larger, too.