Easy Pineapple Upside Down Cake

This Easy Pineapple Upside Down Cake has a sweet vanilla cake, layered with pineapple and a delicious buttery caramel glaze with maraschino cherries. 

If you’re looking for the perfect summer dessert, here it is!  This easy cake recipe is perfect for a potluck or backyard summer barbecue. The delicious vanilla cake is based off my Vanilla Raspberry Sheet Cake Recipe.

Baked cake on white platter. pinterest

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Easy Pineapple Upside Down Cake

There are two parts to this easy cake: the butter and brown sugar caramel-like glaze over pineapple and cherries, and a fluffy vanilla cake that is simply to die for. There are a few extra ingredients in this recipe to add maximum flavor!

An extra egg, sour cream, milk, and pineapple juice make this cake taste bakery worthy!

You also could easily make the vanilla cake from scratch with my Easy Homemade Vanilla Cake Recipe. No frosting necessary for this simple cake, but it is delicious with some whipped cream on top!

How to make pineapple upside down cake:

  • MAKE BROWN SUGAR GLAZE:  Melt the butter and pour it into the bottom of a 9×13 inch cake pan, then sprinkle the brown sugar over the bottom of the pan. Drain the canned pineapple (save 1/2 cup of juice for the cake!) and place on a paper towel to soak up excess moisture.
  • ADD PINEAPPLE & CHERRIES: Line long sides of the pan with 4 slices, then slice the last two pineapple rings in half and line them down the middle. Place 20-30 maraschino cherries in the center of all of the pineapple rings, in gaps between the slices, and around the edges of the pan.

pouring butter into glass pan, brown sugar in pan, pineapple in pan.

  • MAKE CAKE BATTER: Mix together the vanilla cake mix, vanilla pudding mix, eggs, milk, oil, sour cream and pineapple juice. Mix on low speed for 30 seconds, then medium high speed for 2 minutes.
  • BAKE:  Spread the batter out evenly over the pineapple and cherries, careful not to move them. Bake until the center is fully cooked, about 40 minutes.
  • INVERT: Cool for 5 minutes, then invert by placing a platter or flat pan over the top, holding the edges tightly, and flipping over quickly. Remove pan off the top and serve warm or cooled with whipped cream!

marachino cherries in pineapple rings in glass pan, mixing bowl with cake batter, pouring cake batter over pineapple and cherries.

Tips and tricks for the best upside down cake:

  • Add pineapple juice to the cake batter, it helps boost the lovely pineapple flavor!
  • Drain the pineapple and maraschino cherries and let drain a little on a paper towel to soak up extra liquid, this helps prevent the cake from getting soggy.
  • Add an extra egg, sour cream, vanilla pudding mix, and milk to the cake for a super fluffy sponge.

spatula with slice of cake over unsliced baked cake.

How do You Keep Pineapple Upside Down Cake from Getting Soggy?

  • Don’t add extra liquid to the bottom of the cake pan, it can make the cake soggy.
  • Make sure to drain the pineapple and maraschino cherries (but save the pineapple juice for the cake batter!). You can also place them on a paper towel to soak up extra juice before laying into the bottom of the pan.

Can I Use Fresh Pineapple Instead of Canned?

Yes! You can you fresh pineapple.  If you use fresh pineapple, be sure to let the slices rest on a paper towel to soak up the extra juice.

PRO TIP: The recipe for the cake batter will change if you don’t use canned pineapple, as it calls for 1/2 cup pineapple juice. However, you can substitute the juice with 1/2 cup milk.

slice of pineapple upside down cake on white plate with fork and whipped cram.

You’re going to LOVE this super delicious and easy cake recipe. Everyone will be asking for the recipe, trust me!

More Easy Summer Cake Recipes:

Craving more light and fluffy cakes? I’ve got you covered with these delicious options…

Baked cake on white platter.
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4.67 from 12 votes

Easy Pineapple Upside Down Cake

Easy Pineapple Upside Down Cake made with a vanilla cake, layered with pineapple and delicious buttery caramel glaze and maraschino cherries. 
Prep Time15 minutes
Cook Time40 minutes
Total Time55 minutes
Course: Dessert
Cuisine: American
Servings: 12
Calories: 528 kcal
Author: Sara Smith

Ingredients

  • ½ cup butter, melted
  • 1 cup brown sugar, light
  • 20 oz can pineapple slices, (reserve ½ cup juice)
  • 1 box vanilla cake mix
  • 3.4 oz box instant vanilla pudding mix
  • 4 large eggs
  • ½ cup milk
  • ½ cup vegetable oil
  • ½ cup sour cream
  • ½ cup pineapple juice, from canned pineapple
  • 10 oz jar of maraschino cherries
  • Optional topping: whipping cream

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Instructions

  • Preheat oven to 350 degrees F. Drain the pineapple slices (reserve ½ cup juice for cake) and maraschino cherries.
  • Pour the melted butter into the bottom of a 9 X 13 inch baking dish. Sprinkle the brown sugar evenly over the butter.
  • Place the pineapple slices over the bottom of the pan evenly. Place maraschino cherries in middle of pineapple slices, and in spaces around edges of the pan.
  • In a stand mixer with whisk attachment, combine vanilla cake mix, instant vanilla pudding mix, eggs, milk, vegetable oil, sour cream, and pineapple juice. Beat on low speed for 30 seconds, then medium speed for 1 ½ to 2 minutes, scraping the sides of the bowl as needed.
    Pour cake batter into baking dish over the pineapple and cherries, being careful not to move them. Smooth batter with rubber spatula.
  • Bake for 40-45 minutes, until inserted toothpick comes out clean. Let cool for 5 minutes, then invert by placing a rectangular platter or baking sheet over the top of the cake pan, holding the sides of both the pan and platter firmly, and flipping over. Remove the cake pan gently.
    Serve immediately or chilled, optional topping whipped cream.

Nutrition

Calories: 528kcal | Carbohydrates: 80g | Protein: 5g | Fat: 22g | Saturated Fat: 15g | Trans Fat: 1g | Cholesterol: 88mg | Sodium: 460mg | Potassium: 181mg | Fiber: 2g | Sugar: 60g | Vitamin A: 437IU | Vitamin C: 6mg | Calcium: 165mg | Iron: 2mg
Keywords: Easy Pineapple upside down cake, Pineapple UPside Down Cake
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Slice of cake with text overlay.

4.67 from 12 votes (7 ratings without comment)

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14 Comments

  1. Can you substitute pineapple supreme cake mix for the vanilla cake mix. Would all the rest of ingredients be the same?

    1. I’m sorry you didn’t like the finished texture. Make sure you’re drying your pineapple slices and cherries before adding them to the dish. I like to lay them on paper towels and press with a paper towel on top to remove as much liquid as possible.

  2. Hi Sara.. Quick question.. Could this be turned into a layered cake.. How would you adjust the cooking time and what would the temp be?

  3. 5 stars
    I’ll put it in a 9 x 13 Corning ware dish, it turned out amazing, With the pineapple brown sugar maraschino cherries on top

    1. 5 stars
      I made the day before and cooled, invert onto platter of your choosing and refrigerate covered overnight.