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+ servings
pineapple upside down
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4.50 from 2 votes

Pineapple Upside Down Milkshakes

The most sensational Pineapple Upside Down Milkshakes you have ever tasted! Perfect for Spring and Summer treats!
Prep Time5 minutes
Cook Time5 minutes
Total Time10 minutes
Course: Dessert
Cuisine: American
Servings: 2 milkshakes
Calories: 294kcal


  • 1 cup vanilla ice cream
  • 1/2 cup pineapple sherbet
  • 1/4 cup crushed pineapple
  • 1/2-1 cup milk 1/2 cup if you prefer thick shakes and 1 cup if you like them thinner
  • Pinch ground cinnamon
  • 1 tablespoon caramel sauce
  • Optional: Garnish with fresh whipped cream, cake crumbles, chopped pineapple, caramel sauce and/or cherries


  • Add vanilla ice cream, pineapple sherbet, crushed pineapple, milk, ground cinnamon and caramel sauce into the steel mixing cup of your drink mixer and process until smooth and blended to your preference. Add more milk if you prefer milkshakes a bit thinner.
  • Pour milkshake into two glasses and garnish with toppings of your liking.


Calories: 294kcal | Carbohydrates: 47g | Protein: 5g | Fat: 10g | Saturated Fat: 6g | Cholesterol: 35mg | Sodium: 131mg | Potassium: 335mg | Fiber: 1g | Sugar: 36g | Vitamin A: 410IU | Vitamin C: 7.5mg | Calcium: 190mg | Iron: 0.2mg