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Duncan Hines Pineapple Upside Down Cake

This Duncan Hines Pineapple Upside Down Cake is incredibly moist and buttery. It has a fine-looking pineapple and cherry topping glazed with scrumptious caramelized brown sugar. And boy, is it a piece of cake to make!

This old-fashioned favorite is made with  Duncan Hines Pineapple Supreme Cake Mix, pineapple slices, maraschino cherries, and whipped topping.

Whoever said you need to be a kitchen expert to make a stunning cake has never heard of this recipe. With this recipe, you can easily bake this classic favorite and fool your family into thinking you’re a baking pro!

Pineapple Upside Down Cake
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You need not spend a lot to make this ridiculously stunning cake. Here’s what you need:

  • Cooking Spray – It’s super important to grease your pan! Otherwise, you won’t be able to get the cake out of the pan, and no one will get to see its beauty. I use PAM Original No-Stick Cooking Spray, but you can use whatever you prefer.
  • Butter (1 stick) – You’ll need this for the pineapple-cherry topping. You need to melt the butter for this recipe, so slice the butter into small chunks and give it a spin in the microwave for 30 to 45 seconds. Be sure to use a microwave-safe container!
  • Brown sugar (1 cup, firmly packed) – For that beautiful caramel glaze on top of your pineapples and cherries.
  • Pineapple slices or rings (1 20 oz can) – If you’ve got fresh pineapples, you can use that too.
  • Maraschino cherries (12) – Cherries and pineapple go well together because of their contrasting flavors. Plus, the color combo of red and yellow is just gorgeous!
  • Duncan Hines Signature Pineapple Supreme Cake Mix (1 15.25 oz package) – After all, the recipe is named after the cake mix.
  • Water (1 cup) – Because you need some liquid to thin out the cake mix.
  • Vegetable oil (⅓ cup) – To give your cake moisture
  • Eggs (3, large) – To bind the cake and to help it rise, too.
  • Reddi-Wip Original Dairy Whipped Topping – To top the cake. You may use homemade whipped cream as well.  

Tips & Tricks

Here’s how to make the perfect Duncan Hines Pineapple Upside Down Cake…

Afraid you’ll mess up flipping the cake? Here’s a fool-proof way to transfer your cake from the pan to the platter: let the cake cool in the pan for 10-15 minutes. Loosen the edges of the cake with a knife. Place the platter over the pan, with the surface facing the cake.

With oven mitts on, place one hand at the bottom of the pan and your other hand on top of the platter. Quickly flip the cake over. Place the platter on a surface and lift the pan, revealing your beautiful upside-down cake.

Instead of water, you can also use the pineapple juice (from the canned pineapple) to give your cake an even more pineapple flavor! 

Or, you could also use milk instead. Any milk will do, but I like using whole milk as it helps make the cake extra moist.

Drain the pineapples and maraschino cherries well before using them. You don’t want your toppings to be too wet, because it will also cause the cake to be excessively moist.

Duncan Hines Pineapple Upside Down Cake



Prep time


Cooking time





It only takes a little over an hour and six easy steps to make this moist and luscious Duncan Hines Pineapple Upside Down Cake. Here’s how:

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  • 1/2 cup butter (1 stick)

  • 1 cup firmly packed brown sugar

  • 1 (20 ounce) can pineapple slices, drained

  • 12 maraschino cherries

  • 1 (15.25 ounce) box Duncan Hines® Signature Pineapple Supreme Cake Mix

  • 1 cup water

  • 1/3 cup vegetable oil

  • 3 large eggs

  • Whipped Topping


  • Preheat the oven to 350 degrees Fahrenheit and grease the sides of a 12-inch baking pan with cooking spray. You can also use a 9×13-inch baking dish.
  • Pour the melted butter into the pan and sprinkle over the brown sugar. Arrange the pineapple slices evenly on top, placing the cherries in the holes.
  • In a large bowl, combine the cake mix with water, oil, and eggs. Using an electric mixer, beat for 2 minutes at medium speed. Then, pour the batter into the pan on top of the pineapples and cherries.
  • Bake for 40 minutes or until a toothpick inserted in the center of the cake comes out clean.
  • Transfer the cake to a wire rack and let it cool for 5 minutes. Run a knife around the sides of the pan to loosen the cake, then flip it over onto a serving platter. Pour the remaining juices in the pan all over the cake.
  • Top the cake with whipped cream. Serve warm (or cool) and enjoy!
Duncan Hines Pineapple Upside Down Cake

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Kim - InsanelyGood
Hey there! I'm Kim. I love running, cooking, and curling up with a good book! I share recipes for people who LOVE good food, but want to keep things simple :)

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