Skillet Pineapple Upside Down Cake

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Do you remember all of those Hawaiian Luau recipes that I shared a few months ago? Well I forgot one, so here is my fun twist on a classic Skillet Pineapple Upside Down Cake. It still has all of the yummy sweet flavors that you remember, but I felt the need to add some rum to take it to the next level of awesomeness…..

Skillet Pineapple Upside-Down Cake | cookingwithcurls.com

If you’re not into having rum in your Skillet Pineapple Upside Down Cake, just go ahead and leave it out…we won’t judge. 😉

Your next luau will not be complete without this delicious Skillet Pineapple Upside-Down Cake | cookingwithcurls.com

Do you have your fork ready? Let’s do this.

How to make Skillet Pineapple Upside Down Cake:

Preheat oven to 350 degrees. Melt 6 Tablespoons of butter in a 10-inch cast iron skillet…..

Skillet Pineapple Upside-Down Cake butter cookingwithcurls.com

No you’re eyes are not deceiving you, I grabbed the wrong skillet. This is a 12-inch skillet, so my cake is thinner…but the pineapple rings fit really nicely, lol

Add 3/4 cup of packed brown sugar, stir to combine…..

Skillet Pineapple Upside-Down Cake sugar cookingwithcurls.com

Simmer and stir over medium heat for 4 minutes. {reduce heat if necessary to avoid burning}…..

Skillet Pineapple Upside-Down Cake simmer cookingwithcurls.com

Remove from heat. Arrange pineapple rings on top of the sugar mixture. Place a maraschino cherry in the center of each ring, set aside…..

Skillet Pineapple Upside-Down Cake arrange cookingwithcurls.com

Beat butter in a large bowl until light and fluffy. Gradually beat in the granulated sugar. Add the eggs, one at a time, beating well after each addition. Add the vanilla and rum.

Mix the flour, baking powder, and salt together and slowly add to the butter mixture, beating on low speed just until blended. Add the pineapple juice, beat until combined.

Spoon the batter over the pineapple rings, spreading evenly to cover the entire skillet…..

Skillet Pineapple Upside-Down Cake batter cookingwithcurls.com

Bake cake until golden, and toothpick comes out clean, about 45 minutes. Remove from oven and allow to cool in the skillet for 5 minutes…..

Skillet Pineapple Upside-Down Cake bake cookingwithcurls.com

Place a plate over the skillet and flip to release the cake onto the plate. Replace any pineapple or cherries that may be stuck to the bottom…..

Skillet Pineapple Upside-Down Cake is the perfect dessert for your next luau | cookingwithcurls.com

Sprinkle cake with 2 Tablespoons of rum, place plate on a wire rack and allow to cool until ready to serve…..

Grab yourself a slice of this delicious Skillet Pineapple Upside-Down Cake, you won't be disappointed | cookingwithcurls.com

Yes, this Skillet Pineapple Upside Down Cake is delicious, and yes it is also incredibly sweet…just in case you were wondering. 😉

Notes:

  • All oven are different, so cooking times are estimates. If the smell has you drooling, it is probably done!
  • This is the correct cast iron skillet to use {affiliate link} and this is the one that I used.
  • I did not try this yet, but Coconut Rum would make a nice tropical flavored cake.

More pineapple, coconut, and rum recipes:

Classic-Pina-Colada-in-a-hurricane-glass

Classic Pina Colada

After a long day trying to kill a Scorpion, Tropical Painkiller to the rescue! cookingwithcurls.com

Tropical Pain Killer

Ya best be hiding this Tortuga Rum Cake from Jack Sparrow, because he's not one for sharing | cookingwithcurls.com

or this Tortuga Rum Cake if you are not a fan of coconut or pineapple. 😉

Don’t you just love options? Enjoy!!

Skillet Pineapple Upside-Down Cake | cookingwithcurls.com

Skillet Pineapple Upside Down Cake

Your next luau will not be complete without this delicious Skillet Pineapple Upside-Down Cake that has a fun twist to take it to the next level!
5 from 1 vote
Print Rate
Course: Dessert
Keyword: cake, recipe, pineapple, rum, cherries, skillet
Prep Time: 10 minutes
Cook Time: 45 minutes
Total Time: 55 minutes
Servings: 8
Calories: 488kcal
Author: Lisa Johnson

Ingredients

Pineapple Topping

  • 8 pineapple rings I used canned
  • 6 Tablespoons unsalted butter
  • ¾ cup light brown sugar, packed

Cake Batter

  • 1 ½ cups all-purpose flour
  • 2 teaspoons baking powder
  • ¼ teaspoon fine sea salt
  • 6 Tablespoons unsalted butter, softened
  • 1 cup granulated sugar
  • 2 large eggs
  • 1 teaspoon pure vanilla extract
  • 1 Tablespoon dark rum
  • ½ cup pineapple juice
  • 2 Tablespoons dark rum to top the cake

Instructions

Pineapple Topping

  • Preheat oven to 350 degrees. Melt 6 Tablespoons of butter in a 10-inch cast iron skillet.
  • Add 3/4 cup of packed brown sugar, stir to combine
  • Simmer and stir over medium heat for 4 minutes. {reduce heat if necessary to avoid burning}.
  • Remove from heat. Arrange pineapple rings on top of the sugar mixture. Place a maraschino cherry in the center of each ring, set aside.

Cake Batter

  • Beat butter in a large bowl until light and fluffy. Gradually beat in the granulated sugar. Add the eggs, one at a time, beating well after each addition. Add the vanilla and rum.
  • Mix the flour, baking powder, and salt together and slowly add to the butter mixture, beating on low speed just until blended. Add the pineapple juice, beat until combined.
  • Spoon the batter over the pineapple rings, spreading evenly to cover the entire skillet.
  • Bake cake until golden, and toothpick comes out clean, about 45 minutes. Remove from oven and allow to cool in the skillet for 5 minutes.
  • Place a plate over the skillet and flip to release the cake onto the plate. Replace any pineapple or cherries that may be stuck to the bottom.
  • Sprinkle cake with 2 Tablespoons of rum, place plate on a wire rack and allow to cool until ready to serve.

Nutrition

Calories: 488kcal | Carbohydrates: 74g | Protein: 4g | Fat: 18g | Saturated Fat: 11g | Cholesterol: 97mg | Sodium: 103mg | Potassium: 262mg | Fiber: 1g | Sugar: 54g | Vitamin A: 630IU | Vitamin C: 6.8mg | Calcium: 88mg | Iron: 1.8mg

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