Mini Pineapple Upside-Down Cheesecakes

Tropical twist on a classic! Buttery brown sugar pineapple tops creamy vanilla cheesecakes in perfect individual portions.

Makes: 12 mini cheesecakes
Prep Time: 25 minutes
Cook Time: 20 minutes
Chill Time: 4+ hours


Ingredients

Pineapple Caramel Layer

  • ¼ cup (55g) unsalted butter
  • ½ cup (100g) packed brown sugar
  • 12 pineapple rings (canned or fresh, patted dry)
  • 12 maraschino cherries (or fresh raspberries)

Crust

  • 1 cup (100g) graham cracker crumbs
  • 2 tbsp (25g) granulated sugar
  • 3 tbsp (45g) melted butter

Cheesecake Filling

  • 16 oz (450g) cream cheese, softened
  • ½ cup (100g) granulated sugar
  • 2 tbsp (30g) sour cream
  • 1 large egg + 1 yolk
  • 1 tsp vanilla extract
  • 1 tbsp all-purpose flour

Instructions

1. Prepare Pineapple Layer

  1. Melt butter in saucepan over medium heat. Stir in brown sugar until dissolved.
  2. Spoon 1 tsp caramel into each lined muffin cup.
  3. Place 1 pineapple ring in each cup (trim to fit if needed), add cherry in center.

2. Make Crust

  1. Mix graham crumbs, sugar, and melted butter.
  2. Press 1 tbsp mixture over pineapple in each cup.

3. Prepare Filling

  1. Beat cream cheese and sugar until smooth.
  2. Add sour cream, egg + yolk, vanilla, and flour. Mix just until combined.

4. Bake & Chill

  1. Divide filling among cups (fill to top).
  2. Bake at 325°F (160°C) for 18-20 minutes until set but slightly jiggly.
  3. Cool completely in pan, then chill ≥4 hours.

5. Serve

  1. Run knife around edges, invert onto plates.
  2. Garnish with whipped cream if desired.