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Pineapple Upside Down Cinnamon Rolls

Pineapple Upside Down Cinnamon Rolls That Wow Every Brunch

Experience the delightful twist of Pineapple Upside Down Cinnamon Rolls, a sweet and tangy treat perfect for brunch gatherings.
Prep Time 1 hour
Cook Time 40 minutes
Resting Time 30 minutes
Total Time 2 hours 10 minutes
Servings: 12 rolls
Course: Dessert
Cuisine: Tropical
Calories: 280

Ingredients
  

For the Dough
  • 1/4 cup Water for tangzhong
  • 3 ⅔ cups Bread Flour avoid all-purpose for better results
  • cup Granulated Sugar
  • 2 teaspoons Instant Yeast
  • 1 teaspoon Fine Sea Salt don't skip this step!
  • cup Heavy Cream at room temperature
  • cup Whole Milk must be at room temperature
  • 1 large Egg room temperature
  • 1 teaspoon Vanilla Bean Paste
  • 6 tablespoons Unsalted Butter softened
For the Filling
  • cup Brown Sugar packed
  • 2 tablespoons Ground Cinnamon
For the Topping
  • 12 Pineapple Rings drained and patted dry
  • 12 Maraschino Cherries
  • 1 cup Powdered Sugar for the icing
  • 2-3 tablespoons Whole Milk adjust for desired icing consistency
  • ½ teaspoon Vanilla Extract

Equipment

  • Stand mixer
  • Small saucepan
  • Baking pan

Method
 

Step-by-Step Instructions
  1. In a small saucepan, whisk together 1/4 cup of water and 1/4 cup of bread flour. Cook over medium heat until thickened (about 3-5 minutes). Let cool.
  2. Combine 3 ⅔ cups bread flour, ⅓ cup sugar, 2 teaspoons yeast, and 1 teaspoon salt in a stand mixer bowl. Add heavy cream, whole milk, egg, and cooled tangzhong. Mix until a rough dough forms.
  3. Gradually add 6 tablespoons softened butter. Knead for 8-10 minutes on medium speed until smooth and elastic.
  4. Shape dough into a ball, place in a greased bowl, cover, and let rise for about 30 minutes.
  5. Mix ⅔ cup packed brown sugar, 2 tablespoons cinnamon, and 4 tablespoons softened butter in a medium bowl until creamy. Set aside.
  6. In a saucepan, combine ½ cup sugar, 2 tablespoons butter, and a pinch of salt. Heat until caramelized (about 5-7 minutes). Let cool slightly.
  7. Prepare a 9x13-inch baking pan with parchment paper. Drizzle caramel and arrange pineapple rings and cherries.
  8. Roll out dough into a 15x21 inch rectangle. Spread filling evenly, leaving a half-inch border.
  9. Slice into twelve strips and roll each tightly. Place rolls in the prepared pan.
  10. Cover the pan and let rolls rise in a warm place for about 1-2 hours until doubled in size. Preheat oven to 325°F (162°C).
  11. Bake for 35-40 minutes until golden brown, checking for an internal temperature of 185°F.
  12. Cool rolls in the pan for 20 minutes. Whisk together icing ingredients and drizzle over warm rolls.
  13. Flip the pan onto a lined baking sheet to release rolls.

Nutrition

Serving: 1rollCalories: 280kcalCarbohydrates: 40gProtein: 4gFat: 12gSaturated Fat: 7gCholesterol: 30mgSodium: 200mgPotassium: 150mgFiber: 1gSugar: 15gVitamin A: 300IUVitamin C: 2mgCalcium: 80mgIron: 1mg

Notes

Ensure all ingredients are at room temperature for better results. You can try vegan variations if desired.

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