Upside-Down Caramelized Pineapple Skillet Cake

By AislePrompt Editorial · ·

How this recipe was made — this recipe was drafted by AislePrompt's AI-assisted pipeline from technique templates and USDA-sourced nutrition data, and published by AislePrompt Editorial — see how AislePrompt recipes are developed and reviewed.

Golden caramelized pineapple rings atop a moist vanilla butter cake baked in a skillet for a stunning presentation. This American-inspired recipe, ready in about 55 minutes, layers unsalted butter, brown sugar, pineapple rings (canned or fresh) into a dessert worth slowing down for — great for weekend baking, holiday tables, or any time you want a sweet payoff at the end of a meal. Each serving lands at about 280 calories and feeds 8, so it slots into a weekend bake or a special-occasion dessert tray. Tap "Plan a meal with the AI" below to drop this recipe into your week and send the ingredients straight to Instacart. Nutrition values are approximate, calculated from USDA FoodData Central (fdc.nal.usda.gov) — verify against ingredient labels for any health-driven dietary plan.

Prep: 15 min Cook: 40 min Serves 8 American cuisine 280 cal/serving
Build a week of meals around this recipe → Shop this recipe on Instacart → Shop equipment ↓

Ingredients

Affiliate disclosure: AislePrompt may earn a commission on qualifying purchases made through Amazon links, at no additional cost to you. See our policy →

Equipment for this recipe

Tools this recipe's steps call for, with a link to each on Amazon.

More Cookware & pots → Shop all kitchen tools →

Instructions

  1. Step 1: Preheat oven to 350°F. In a 9-inch oven-safe skillet, melt 1/4 cup unsalted butter over medium heat, then stir in 1/2 cup brown sugar until it dissolves and bubbles lightly, about 2 minutes.
  2. Step 2: Arrange 6 pineapple rings evenly over the caramel in the skillet, pressing gently.
  3. Step 3: In a medium bowl, whisk together 1 cup all-purpose flour, 3/4 cup granulated sugar, 1 1/2 tsp baking powder, and 1/4 tsp salt.
  4. Step 4: In a separate bowl, whisk 1 large egg, 1/2 cup whole milk, and 1 tsp vanilla extract until combined.
  5. Step 5: Pour the wet ingredients into the dry and stir until just combined.
  6. Step 6: Spoon the batter evenly over the pineapple rings in the skillet, smoothing the top.
  7. Step 7: Bake for 35-40 minutes until a toothpick inserted in the center comes out clean and the edges are golden.
  8. Step 8: Remove from oven and let cool for 10 minutes, then carefully invert onto a serving plate so the pineapple rings are on top.