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Pineapple Upside Down Cheesecake

Pineapple Upside Down Cheesecake – Showstoppe

Ultra-creamy cheesecake with caramelized pineapple rings and cherries on top. The ultimate show-stopping dessert!

Ingredients

Scale

Pineapple Topping

  • 6 Tbsp (85g) unsalted butter, melted (divided)
  • ½ cup (100g) packed light brown sugar
  • 7 canned pineapple slices, patted very dry (reserve ¼ cup juice)
  • 18 maraschino cherries (no stems)

Graham Cracker Layer

  • 1 cup (112g) graham cracker crumbs
  • 2 Tbsp (25g) granulated sugar
  • Remaining 3 Tbsp melted butter

Cheesecake Filling

  • 32 oz (904g) full-fat cream cheese, softened
  • 1 cup (200g) granulated sugar
  • 8 oz (226g) full-fat sour cream, room temp
  • 1 Tbsp vanilla extract
  • 4 large eggs, room temp
  • ¼ cup (60ml) reserved pineapple juice, room temp
Key ingredients for Pineapple Upside Down Cheesecake
Key ingredients for Pineapple Upside Down Cheesecake

Instructions

  1. Preheat oven to 325°F (162°C). Line 9″ springform pan bottom with parchment; spray sides.
  2. Mix 3 Tbsp melted butter + brown sugar; spread in pan. Arrange pineapple slices and cherries.
  3. Mix graham crumbs + sugar + remaining butter. Press over pineapple.
  4. Beat cream cheese 2 min smooth. Add sugar; beat 2 min. On low, add sour cream + vanilla.
  5. Add eggs one at a time on low. Mix in pineapple juice.
  6. Pour filling over crust. Use triple-foil water bath.
  7. Bake 1 hr 20–45 min until center barely jiggles (145°F internal).
  8. Cool in oven (cracked door) 1 hr. Cool to room temp 2 hrs, chill 6+ hrs (overnight best).
  9. Run knife around edge, invert onto plate, peel parchment. Serve chilled.

Notes

  • Room-temp ingredients = no cracks.
  • Water bath mandatory for smooth texture.
  • Tastes better day 2.
  • Freezes up to 3 months.

Nutrition