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Pineapple Upside Down Cinnamon Rolls

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Delicious cinnamon rolls topped with pineapple and cherries for a tropical twist on a classic treat.

Ingredients

Scale
  • 2/3 cup water
  • 1/4 cup bread flour
  • 3 2/3 cups bread flour (plus additional for kneading)
  • 1/3 cup granulated sugar
  • 2 teaspoons instant yeast
  • 1 teaspoon fine sea salt
  • 1/3 cup heavy cream (room temperature)
  • 1/3 cup whole milk (room temperature)
  • 1 large egg (room temperature)
  • 1 teaspoon vanilla bean paste
  • Tangzhong
  • 6 tablespoons unsalted butter (room temperature)
  • 2/3 cup brown sugar (packed)
  • 1/2 cup unsalted butter (room temperature)
  • 2 tablespoons ground cinnamon
  • 1/2 cup brown sugar (packed)
  • 4 tablespoons unsalted butter (melted)
  • Pinch fine sea salt
  • 12 pineapple rings (drained and patted dry with paper towels)
  • 12 maraschino cherries
  • 1 cup powdered sugar
  • 2–3 tablespoons whole milk
  • 1/2 teaspoon vanilla

Instructions

  1. Make the Tangzhong: Combine 2/3 cup water and 1/4 cup bread flour in a small saucepan.
  2. Heat gently until thickened (about 3-4 minutes) and let cool.
  3. Prepare the dough: In a large bowl, combine 3 2/3 cups bread flour, 1/3 cup granulated sugar, yeast, and salt.
  4. Mix the wet ingredients in another bowl: heavy cream, whole milk, egg, vanilla, and cooled tangzhong.
  5. Add wet ingredients to dry and stir until a shaggy dough forms.
  6. Knead the dough on a floured surface for 8-10 minutes until smooth and elastic.
  7. Incorporate 6 tablespoons of butter into the dough.
  8. Allow the dough to rise in a greased bowl until doubled (about 1 hour).
  9. Prepare the topping: Melt 4 tablespoons butter in a cake pan and mix in 2/3 cup brown sugar.
  10. Arrange pineapple rings and cherries over the topping.
  11. Assemble the rolls: Roll the dough into a rectangle and spread with the filling of butter, cinnamon, and sugar.
  12. Roll the dough tightly and slice into 12 pieces.
  13. Let the rolls rise for about 30-45 minutes.
  14. Bake for 25-30 minutes at 350°F (180°C) until golden.
  15. Cool in the pan for 10 minutes before inverting onto a plate.
  16. Make the glaze with powdered sugar, milk, and vanilla.
  17. Drizzle the glaze over warm rolls and serve.

Notes

Serve warm with coffee or tea. You can add coconut or nuts for variations.

Nutrition

Keywords: cinnamon rolls, pineapple upside down, dessert, brunch, sweet rolls

Find it online: https://butteredtable.com/pineapple-upside-down-cinnamon-rolls/