Pineapple upside down cake is classic American. Making individual sized cakes is made so much easier with our Dried Pineapple Rings. The end results yield a caramelized, tender piece of pineapple without over wetting the cake.

Prep time: 20 min

Cook time: 30 min

Total time: 50 min

Individual Pineapple Upside Down Cakes
Copyright Recipe © 2017 Woodland Foods


Makes 10 cakes

  • 10 Dried Pineapple Rings

  • 1/2 Cup Dark Rum

  • 12 Tablespoons Unsalted Butter, room temperature, divided

  • 1/2 Cup Brown Sugar

  • 1/2 Cup Granulated Sugar

  • 1 1/2 Cups Cake Flour

  • 2 Teaspoons Baking Powder

  • 1/2 Teaspoon Vanilla Extract

  • 2 Large Eggs

  • 4 Teaspoons Milk

  • 10 Maraschino Cherries

  • 2 Pinches Sea Salt


  1. Soak the pineapple rings in the rum; using a zip bag and squeezing out the air works well. Set this aside for at least 1 hour at room temperature, and no more than 3 hours.

  2. Heat an oven to 400° F

  3. Remove the pineapple rings and pour the rum into a bowl. To the bowl add 4 tablespoons of softened butter and whisk to combine, add the brown sugar and whisk to make a paste. Spread this paste evenly onto the bottom of 10 soufflé cups, ramekins 2”-3” wide, or a muffin pan will work.

  4. Sift together the flour and baking powder.

  5. In the bowl of a stand mixer add the remaining butter and 1/2 cup of granulated sugar. Beat this on medium until it is fluffy and light. Alternate adding 1 egg with the vanilla and milk, stopping after each addition to scrape down the sides of the bowl. Add the flour in 3 batches, also scraping down the bowl after each addition.

  6. Place the pineapple rings on top of the brown sugar-butter mixture in each dish. Add a maraschino cherry in the center and a tiny pinch of salt. Line the batter filled dishes on a sheet pan and refrigerate for 10 minutes.

  7. Bake on the center rack for 15 minutes. Turn the pan 180° and continue baking for 10-15 minutes or until a toothpick inserted comes out clean.

  8. Cool the cakes on a rack for 10 minutes. Lightly run a knife around the outside of the cake and turn the dish over onto a plate.