Go Back
+ servings
Pineapple Upside Down Cake with Cake Mix

Pineapple Upside Down Cake with Cake Mix

Make a delicious Pineapple Upside Down Cake with Cake Mix in no time! This classic dessert features a caramelized brown sugar and pineapple topping with a moist, buttery cake base. Simply arrange pineapple slices and maraschino cherries in a cake pan, pour over melted butter and brown sugar, then top with a quick batter made from yellow cake mix, pineapple juice, eggs, and vanilla. Bake until golden, then flip for a stunning, fruit-topped masterpiece. Perfect for any occasion, this easy recipe also includes variations for mini cakes, vegan, and gluten-free options. A nostalgic treat everyone will love!
Prep Time 15 minutes
Cook Time 35 minutes
Total Time 50 minutes
Course Dessert, Snack
Cuisine American
Servings 12
Calories 290 kcal

Equipment

  • 9-inch round cake pan (or a 9x13-inch baking dish)
  • Mixing bowls (one large, one medium)
  • Electric mixer (or whisk)
  • Spatula
  • Measuring Cups and Spoons
  • Small saucepan (for melting butter and sugar)
  • Cooling rack
  • Toothpick (for testing doneness)
  • Knife (if using fresh pineapple)
  • Oven mitts (for safe handling)

Ingredients
  

For the Topping:

  • 1/2 cup butter softened butter or unsalted butter
  • 1 cup brown sugar mix
  • 1 can pineapple slices or fresh pineapple reserve 1/2 cup pineapple juice
  • 12 maraschino cherries
  • 1/2 cup pecan halves optional

For the Cake:

  • 1 box yellow cake mix
  • 3 eggs or egg yolks for richness
  • 1/2 cup vegetable oil
  • 1 cup pineapple juice
  • 1 teaspoon vanilla extract
  • 1/2 teaspoon salt

Instructions
 

Prepare the Pan

  • Heat oven to 350°F.
  • Grease a cake pan with non-stick cooking spray.

Make the Topping

  • In a small saucepan, melt the butter over medium heat.
  • Stir in the brown sugar mix until it forms a caramel sauce.
  • Pour the mixture into the bottom of the pan and arrange the pineapple rings and maraschino cherries.

Prepare the Cake Batter

  • In a large bowl, combine dry ingredients: yellow cake mix, teaspoon salt.
  • In a separate bowl, whisk together wet ingredients: eggs, vegetable oil, pineapple juice, and vanilla extract.
  • Using an electric mixer on low speed, slowly add the wet ingredients to the dry ingredients.
  • Beat at medium speed until well combined.

Assemble and Bake

  • Carefully pour the batter over the pineapple topping.
  • Bake for 35-40 minutes or until a toothpick inserted in the center of the cake comes out clean.
  • Let cool for 10 minutes, then flip onto a large plate.

Notes

Mini Pineapple Upside Down Cakes
  • Place a pineapple ring, a maraschino cherry at the centre, and a spoonful of brown sugar butter mixture at the bottom of each muffin tin.
  • Follow the same steps as above but divide the batter evenly into the muffin cups.
  • Bake at 350°F for 15-20 minutes.
  • Cool on a wire rack before removing from the muffin pan.
 
Vegan and Gluten-Free Versions
Vegan Pineapple Upside Down Cake
  • Swap eggs for flax eggs.
  • Use dairy-free butter.
  • Choose a vegan boxed cake mix.
Gluten-Free Pineapple Upside Down Cake
  • Use gluten-free yellow cake mix.
  • Make sure the canned pineapple and maraschino cherries are gluten-free.
 
Toppings and Add-Ons
  • Whipped cream
  • Caramel sauce
  • Crushed pineapple
  • Pineapple tidbits
  • Vanilla ice cream
 
Pro Tip
  • You can replace the caramel sauce with maple syrup or even honey!
 
Tips for Success
  • Always use room temperature ingredients.
  • Store leftovers in an airtight container.
 
Serving Suggestions
  • Serve warm with whipped cream.
  • Pair with vanilla ice cream.

Nutrition

Calories: 290kcalCarbohydrates: 40gProtein: 3gFat: 12gSugar: 27g
Keyword boxed cake mix, canned pineapple, caramel sauce, classic dessert, fresh pineapple, maraschino cherries, mini pineapple cakes, mini pineapple upside-down cakes, pineapple ring, pineapple slices, Pineapple Upside Down Cake, Pineapple Upside Down Cake with Cake Mix, yellow cake mix
Tried this recipe?Let us know how it was!