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Easy Pineapple Upside Down Cake

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There’s something so nostalgic about a pineapple upside down cake. It’s one of those retro desserts that looks like it belongs at every holiday gathering, but it’s secretly one of the easiest cakes you can make.

Easy pineapple upside down cake baked in a 9x13 pan, cut into squares with pineapple rings and cherries on top.

This version starts with a simple box of white cake mix, so you don’t need to fuss with scratch baking to get perfect results.

The topping bakes right into the bottom of the pan, and when you flip it, you get glossy caramelized pineapple rings with bright red cherries baked right into the cake.


Ingredients You’ll Need

  • Butter & Brown Sugar – this is the base for that sticky-sweet, caramelized topping everyone loves.
  • Pineapple Rings & Cherries – the classic look. Use 12 slices if possible, with cherries right in the center of each ring. Tip: most 20-ounce cans only have 10 slices, so I always grab two. That way you’ll have enough for full coverage and extra juice if you come up short.
  • White Cake Mix – Using preboxed makes this a quick and reliable recipe .
  • Eggs, Pineapple Juice, Oil, Vanilla – mix right in with the cake mix as the base.
Ingredients for easy pineapple upside down cake including cake mix, pineapple slices, maraschino cherries, vanilla, eggs, oil, butter, and brown sugar.

How to Make Pineapple Upside Down Cake

Prepare the pan. Add butter to your 9×13 pan and let it melt in the oven as it preheats to 350°F.

Tilt to coat the bottom, then sprinkle with brown sugar. Arrange pineapple slices on top and add a cherry into each ring.

Pineapple rings arranged over brown sugar and melted butter in a 9x13 baking pan for pineapple upside down cake.
Pineapple slices with maraschino cherries placed in the center on top of brown sugar layer before baking.

Mix the batter. Stir together cake mix, eggs, pineapple juice, oil, and vanilla until smooth. (If you don’t have a full cup of juice, add water to make up the difference.)

Bake. Pour the batter evenly over the pineapple layer. Bake 30–40 minutes, until the cake is golden brown and a toothpick in the center comes out clean.

White cake batter being poured over pineapple rings and cherries in a baking dish for pineapple upside down cake.

Flip it. Run a knife around the edges of the cake. Place a platter or cutting board on top, then carefully invert the pan. Lift the pan away and let the cake cool completely before slicing.

Close-up of pineapple upside down cake slices topped with pineapple rings and maraschino cherries.

If you’re like me and love trying variations, you should also check out my upside down peach cake. It’s another one of those easy cake recipes that looks fancy but takes very little effort.


Do You Need a Special Pan for upside down cakes?

Nope! I baked this pineapple upside down cake in a 9×13 pan, and it worked perfectly. Some people like to use a bundt pan or a specialty upside down cake pan, but you don’t need anything fancy.

A regular baking dish is just fine, the real secret is how you layer the butter, sugar, pineapple, and batter.


Tips and Variations

  • Try different cake mixes. White cake is classic, but yellow cake mix or even pineapple-flavored cake mix makes this even more tropical.
  • If you don’t have a serving platter… Don’t stress. I didn’t either. I used parchment paper and a large cutting board, flipped it right out of the pan, and it worked perfectly. The topping stayed in place, and once it cooled, it sliced cleanly. Sometimes, the simplest solutions are the best ones.
  • Make it holiday-friendly. This cake is a go-to dessert for Easter, Thanksgiving, and Christmas because it’s simple, feeds a crowd, and always looks festive.
  • Small batch option. Halve the recipe and bake it in an 8×8 pan if you don’t need 12 servings.
  • Cherry swap. Not into maraschino cherries? Try fresh cherries or raspberries.

If you love retro desserts like pineapple upside down cake, I’ve got a few more that always make an appearance at potlucks and holidays.

Try my Watergate Salad, Strawberry Pretzel Salad, Ambrosia Salad, or Orange Dreamsicle Fruit Salad. They’re simple, nostalgic, and just as crowd-pleasing as this cake.

Close view of caramelized pineapple rings and bright red cherries on top of pineapple upside down cake.

Storage

Leftover cake keeps best covered in the refrigerator for up to 3 days. You can serve it chilled or let it come to room temperature.

For longer storage, wrap individual slices tightly and freeze for up to 2 months. Thaw overnight in the fridge.


Save on Pinterest!

Freshly baked pineapple upside down cake flipped out of the pan with caramelized pineapple rings and cherries.
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Easy Pineapple Upside Down Cake


Prep Time 15 minutes
Cook Time 35 minutes
Cooling 30 minutes
This retro dessert is a holiday classic! With buttery brown sugar, pineapple rings, and cherries baked under a fluffy white cake mix, this cake is easy to make but looks like it took hours.

Equipment

  • 9 x 13 Casserole Dish
  • Parchment Paper
  • tray or cutting board to flip cake onto

Ingredients
 

  • 1/4 cup butter
  • 1 cup brown sugar
  • 20 oz sliced Dole pineapple drained but keep juice reserved
  • 12 maraschino cherries stems removed
  • 15.25 oz white cake mix
  • 3 eggs
  • 1 cup reserved pineapple juice see note, this comes from your can of slices
  • 1/2 cup vegetable oil
  • 1 teaspoon vanilla extract

Instructions

  • Preheat oven to 350 degrees F. While oven is heating, add butter to a 9×13 baking pan and place into the cold oven for about five minutes or until butter is melted. Once butter is melted, tip the pan so it spreads evenly across the bottom.
  • Sprinkle brown sugar over the melted butter. Arrange pineapple slices on top and place a cherry in the center of each ring.
  • In a mixing bowl, combine cake mix, eggs, pineapple juice, oil, and vanilla until smooth. Note: If you don’t have a full cup of juice, add water to make up the difference.
  • Pour the batter evenly over the pineapple slices.
  • Bake for 30–40 minutes, until the cake is golden brown and a toothpick inserted in the center comes out clean.
  • Remove from oven and run a knife around the edges to loosen the cake. Place a platter or cutting board on top of the pan, then carefully invert the cake. Lift off the pan.
  • Let cool completely before slicing and serving.

Notes

  • You may want to grab two cans of pineapple, some 20 oz cans only have 10 slices, and you’ll want 12 for full coverage.
  • White cake mix is classic, but yellow or pineapple-flavored cake mix works too.
  • If you don’t have a large platter, flip the cake onto a parchment-lined cutting board.

Nutrition

Serving: 1slice | Calories: 323kcal

Nutritional Disclaimer: The nutritional data provided here is auto-calculated and intended for your convenience only. As it’s generated via automation, its accuracy may be compromised. For precise nutritional insight, please compute the values utilizing the actual ingredients in your recipe through your chosen nutrition calculator or application.

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