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Pineapple Upside Down Cinnamon Rolls

Pineapple Upside Down Cinnamon Rolls

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Indulge in the delightful experience of Pineapple Upside Down Cinnamon Rolls, a tropical twist on a beloved classic. These fluffy rolls are topped with caramelized pineapple and cherries, creating a stunning presentation that will impress your family and guests alike. Perfect for breakfast, brunch, or dessert, each bite offers a gooey sweetness that transports you to sunny beaches. The unique upside-down baking method not only enhances the visual appeal but also ensures every roll is bursting with flavor. Simple to prepare with straightforward instructions, these rolls are not just a treat; they’re an invitation to create lasting memories around the table.

  • Total Time: 1 hour 10 minutes
  • Yield: Serves 12 1x

Ingredients

Scale
  • 3/4 cup water
  • 4 cups bread flour (divided)
  • 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)
  • 6 tablespoons unsalted butter (room temperature)
  • 2/3 cup brown sugar (packed)
  • 12 pineapple rings (drained and patted dry)
  • 12 maraschino cherries

Instructions

  1. Prepare the tangzhong by whisking water and bread flour in a small saucepan over medium heat until it forms a paste-like consistency. Set aside.
  2. In a stand mixer bowl, combine the remaining flour, sugar, yeast, and salt. Mix in cream, milk, egg, vanilla bean paste, and tangzhong. Knead until combined.
  3. Gradually add butter while kneading until smooth and elastic.
  4. Shape dough into a ball and let it rise covered for about 30 minutes.
  5. Mix brown sugar, butter, and cinnamon for the filling; prepare caramel by melting butter with brown sugar and salt.
  6. Assemble by layering caramel in a baking pan followed by pineapple rings and cherries.
  7. Roll out dough, spread filling evenly, slice into strips, roll up each strip and place atop fruit.
  8. Let rise again until doubled in size before baking at 325°F for approximately 35-40 minutes.
  • Author: Diary
  • Prep Time: 30 minutes
  • Cook Time: 40 minutes
  • Category: Dessert
  • Method: Baking
  • Cuisine: American

Nutrition

  • Serving Size: 1 roll (75g)
  • Calories: 245
  • Sugar: 15g
  • Sodium: 210mg
  • Fat: 9g
  • Saturated Fat: 5g
  • Unsaturated Fat: 4g
  • Trans Fat: 0g
  • Carbohydrates: 38g
  • Fiber: 1g
  • Protein: 4g
  • Cholesterol: 25mg