Tantalizing Taste of the Tropics:

Embrace the flavors of the islands with these WW Pineapple Upside-Down Cupcakes. Each bite offers a burst of tropical sweetness, thanks to the juicy pineapple slices and maraschino cherries nestled atop a moist and fluffy cake base. Whether you’re craving a taste of summer or simply looking for a delightful dessert to satisfy your sweet tooth, these cupcakes are sure to transport you to paradise.

Simple and Sensational:

What makes these cupcakes truly fantastic is their simplicity. With just a handful of pantry staples and a few easy steps, you can whip up a batch of these treats in no time. The classic combination of pineapple, brown sugar, and butter creates a luscious caramelized topping that adds depth of flavor and visual appeal to each cupcake. And with the convenience of individual servings, they’re perfect for portion control and on-the-go enjoyment.

A Healthier Indulgence:

One of the best parts about these WW Pineapple Upside-Down Cupcakes is that they offer all the indulgence of a classic dessert without the guilt. By incorporating ingredients like unsweetened applesauce and reducing the amount of added sugar, these cupcakes are lighter and more nutritious than traditional recipes. Plus, they’re portioned out into single servings, making it easier to stay on track with your WW goals while still enjoying a delicious treat.

Versatile and Crowd-Pleasing:

Whether you’re hosting a summer barbecue, bringing dessert to a potluck, or simply treating yourself to a sweet snack, these cupcakes are sure to be a hit. Their vibrant presentation and irresistible flavor make them a standout addition to any gathering. And with the flexibility to customize the recipe to suit your preferences—whether it’s adding a sprinkle of cinnamon or a dollop of whipped cream—you can make these cupcakes your own and enjoy them any way you like.


With their tropical flair, simple preparation, and guilt-free ingredients, these WW Pineapple Upside-Down Cupcakes are a must-try dessert for anyone looking to indulge in something sweet while staying mindful of their health and wellness goals. So go ahead, preheat your oven, gather your ingredients, and get ready to enjoy a taste of the tropics in every bite!

Pineapple Upside-Down Cupcakes

WW Pineapple Upside-Down Cupcakes: A Sweet and Tangy Delight

Indulge in the nostalgic flavors of pineapple upside-down cake with a twist in these delightful WW Pineapple Upside-Down Cupcakes. Bursting with tropical sweetness and topped with caramelized pineapple rings and cherries, these cupcakes are a treat for the taste buds. Plus, they come with the added benefit of being portion-controlled and fitting seamlessly into your WW meal plan.


  • 1 can (20 oz) pineapple slices in juice, drained
  • 12 maraschino cherries, drained
  • 1/4 cup light brown sugar, packed
  • 1/4 cup unsalted butter, melted
  • 1 cup all-purpose flour
  • 1 teaspoon baking powder
  • 1/4 teaspoon salt
  • 1/3 cup granulated sugar
  • 1 large egg
  • 1/2 cup unsweetened applesauce
  • 1 teaspoon vanilla extract


  1. Preheat your oven to 350°F (175°C). Line a muffin tin with paper liners or lightly grease the cups.
  2. Place a pineapple slice in each muffin cup. Press a maraschino cherry into the center of each pineapple slice. Set aside.
  3. In a small bowl, mix together the melted butter and brown sugar until well combined. Spoon a tablespoon of the butter mixture over each pineapple slice and cherry in the muffin tin.
  4. In a separate bowl, whisk together the flour, baking powder, and salt.
  5. In another bowl, beat the granulated sugar and egg until light and fluffy. Stir in the applesauce and vanilla extract until smooth.
  6. Gradually add the flour mixture to the wet ingredients, stirring until just combined.
  7. Divide the batter evenly among the muffin cups, covering the pineapple slices and cherries.
  8. Bake for 18-20 minutes, or until a toothpick inserted into the center of a cupcake comes out clean.
  9. Allow the cupcakes to cool in the muffin tin for a few minutes, then transfer them to a wire rack to cool completely.
  10. Once cooled, gently remove the paper liners (if using) and enjoy your WW Pineapple Upside-Down Cupcakes!

Points: The SmartPoints value of each cupcake will vary depending on the specific brands of ingredients used and the portion size. To calculate the SmartPoints value per cupcake, you can input the nutritional information for the recipe into the WW app or website. The app will then calculate the SmartPoints value based on the ingredients and quantities you used.

Why It’s Great:

These WW Pineapple Upside-Down Cupcakes are a delightful twist on a classic dessert. With their caramelized pineapple topping and moist, fluffy cake base, they’re sure to be a hit with family and friends. Plus, they’re portion-controlled and easy to make, making them the perfect sweet treat for any occasion. So go ahead, whip up a batch of these delicious cupcakes, and savor the tropical flavors of pineapple upside-down cake in a convenient, WW-friendly package!