Pineapple Upside-Down Cake Milkshake

Jun 18, 2026 · By VanillaGoods

Drinks Drinks beverages Vanilla: Extract Easy

Pineapple Upside-Down Cake Milkshake in a glass

A creamy milkshake blending vanilla ice cream with pineapple and pure vanilla extract, finished with whipped cream to evoke the flavor of Pineapple Upside-Down Cake.

Prep 8 min

Cook —

Total 8 min

Servings 1

Diet —

Ingredients

Adjust yield

servings

2.0 cups (480.0 ml)vanilla ice cream
½ cup (120.0 ml)whole milk
½ cup (80.0 g)frozen pineapple
½ tsp (2.5 ml)pure vanilla extract
2.0 tbsp (30.0 ml)whipped cream
2.0 tbsp (25.0 g)brown sugar
¼ tsp (0.5 g)ground cinnamon

Make it at home

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Instructions

Add 1/2 cup whole milk and 2 cups vanilla ice cream to a blender.
Add 1/2 cup frozen pineapple, 1/2 tsp pure vanilla extract, 2 tbsp brown sugar, and 1/4 tsp ground cinnamon.
Blend on low for 10 seconds, then on medium-high for 20–30 seconds, just until thick and smooth. Avoid overblending.
Check consistency. Add 1 tablespoon milk at a time if too thick, or 1/4 cup additional ice cream if too thin.
Pour into a chilled 16-ounce glass and top with 2 tbsp whipped cream.
Serve immediately with a wide straw and long spoon.

Tips

Adding brown sugar and cinnamon replicates the caramelized cake flavor; if you don't have brown sugar, substitute with white sugar and a pinch of molasses.

Recipe FAQ

How long does it take to make pineapple upside-down cake milkshake?

Plan on 8 minutes of prep. The recipe makes 1 serving.

Can I make pineapple upside-down cake milkshake ahead?

Best enjoyed right away. Freeze leftovers in ice-pop molds, or blend them again with a splash of milk.

Can I use a different form of vanilla?

Yes. This recipe uses 1 teaspoon of pure vanilla extract. You can swap in the seeds of 1/2 vanilla bean, 1 teaspoon of vanilla bean paste, or 1/2 teaspoon of vanilla powder instead.

A creamy milkshake blending vanilla ice cream with pineapple and pure vanilla extract, finished with whipped cream to evoke the flavor of Pineapple Upside-Down Cake.

Estimated · per serving

Nutrition

Per serving = 1 of 1 serving this recipe makes.

786 Calories / serving

35.0g Fat

106.5g Carbs

13.8g Protein

94.9g Sugar

Whole recipe (1 serving): ~786 cal · 35g fat · 107g carbs · 14g protein · 95g sugar

Estimated values per serving, calculated from standard ingredient data. Not verified Nutrition Facts; actual values vary with brands, measurements, and preparation.

Per serving · 786 calories

What it takes to burn one serving

Brisk walking 149 min·8.7 mi·~17450 steps
Walking uphill or incline treadmill 106 min·5.3 mi·~10600 steps
Moderate cycling 80 min·16.0 mi
Swimming laps 110 min
Jogging 77 min·6.4 mi·~12300 steps
Stair climbing 73 min·~6550 steps
Dancing 128 min
Bodyweight circuit training 80 min
Cleaning, errands, or playing with the dog 183 min

Rough estimates for one serving, based on standard MET values at about 155 lb. Your own burn depends on body size, effort, and fitness. Shown for context only — food is not something you have to earn.

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