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Grilled Pineapple Upside-Down Cake

Grilled Pineapple Upside-Down Cake
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Pineapple Upside-Down Cake is a classic dessert, made with a fun twist… or should we say flip. Tart pineapple slices set into a sweet, caramelized sauce, which is then covered with a buttery batter and grill-baked to perfection. Once cooked, the cake is inverted allowing the topping to further seep into the warm cake, making for one super-luscious dessert. Pro tip – a boxed yellow cake mix will also work nicely, just replace the water called for with pineapple juice for a tastier batter!


Prep Time: 30 min Cook Time: 50 min Total Time: 1 hr 20 min Serves: 8 - 10


Topping Ingredients:

  • 5 tbsp. unsalted butter, melted

  • ½ cup light or dark brown sugar

  • 8-10 canned pineapple slices

  • 8-10 maraschino cherries


Cake Ingredients

  • 1 ½ cups all-purpose flour

  • 1 tsp. baking powder

  • ¼ tsp. baking soda

  • ½ tsp salt

  • 6 tbsp. unsalted butter, room temperature

  • ¾ cup granulated sugar

  • 2 large eggs, room temperature

  • ½ cup pineapple juice

  • 1 tsp. vanilla extract


  1. Preheat grill to medium heat set up for indirect grilling.
  2. Brush pineapple rings on both sides with a little melted butter; grill over direct heat until grill marks appear on both sides, about 5 minutes.
  3. In a 12-inch cast iron skillet over direct heat, add the remaining butter plus brown sugar, stirring the mixture gently until the ingredients are uniformly combined and melted. Remove from heat and arrange pineapple slices in the skillet, as many as can nicely fit, adding a maraschino cherry to the center of each ring.
  4. In a bowl, whisk together all-purpose flour, baking powder, baking soda and salt.
  5. Using a mixer, cream the butter and sugar together at high speed until smooth, about 2 minutes, then beat in eggs, pineapple juice and vanilla extract. Add the dry ingredients slowly and continue mixing on low until the ingredients are just combined.
  6. Pour the batter gently into the skillet, using a spatula if needed to cover all pineapple rings.
  7. Grill over indirect heat with the lid closed about 45 minutes, or until a skewer comes out clean.
  8. Remove carefully and allow to cool for 15 minutes.
  9. Invert the cooked cake gently onto a cake stand or serving plate, slice and serve!

Looking for more tips on how to use your grill for baking? Check out our 7 Tips For Turning Your Gas Grill Into An Oven.