The most sensational Pineapple Upside Down Milkshakes you have ever tasted! Perfect for Spring and Summer treats! If you love this, you will also love this Pineapple Whip.
Disclosure: I was compensated by Hamilton Beach for this post but all opinions expressed here are my own.
I am soo excited to share this Pineapple Upside Down Milkshakes recipe that I teamed up with Hamilton Beach on. These pineapple upside down milkshakes are insane y’all!!
I have shared my love of pineapple upside down cake before on this blog. In fact, I shared the classic one earlier this summer from an old family recipe but knowing me and my excitement of remixing traditional flavors I grew up with, I knew a milkshake was needed with these flavors, and I was so right!
Using their Drink Mixer, I was able to create a very smooth and creamy milkshake recipe. As I drank two of these in a row, I could not believe how uncanny it was that a milkshake actually tasted like a pineapple upside down cake. The caramelized pineapple flavor is there, the rich tropical essence is there and that down home comfort is all through this drink.
If you think I’ve gone bonkers, I may have. Having three pineapple upside down milkshakes in a row will do that to ya. But I haven’t gone too insane to know that this is my absolute favorite milkshake now. It is all a frozen drink should be. Have I talked it up enough? I hope so.
Pineapple Upside Down Milkshakes
Ingredients
- 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
Instructions
- 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.
Nutrition
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I could probably drink three of these with no problem at all. LOVE them Jocelyn!
Thank you so much my dear! Drinking three is now perfectly acceptable.
Just seeing “milkshakes” makes me smile and these pineapple upside down ones are so creative and look so tropical!
Awww thanks Monica! I am having a huge tropical fixation right now.
WOW what a fabulous flavor of milkshake!
You are truly a master of the milkshakes, Jocelyn! Delicious!!
Thanks so much Bill!
Pineapple milkshake?!?! That sounds like craziness, but definitely a good kind of crazy!! Pineapple is my absolute favorite fruit, so I will have to try this!
Oh yeah! Pineapple is definitely up there in my fave fruits too Lily!
Oh. my. gah! I want it right this second! I think I could drink three in a row too. Looks amazing, Jocelyn!
Yep drinking three in a row was actually pretty darn awesome!
Mmm what a creamy, refreshing and tastysummer treat! I’d love one of these in front of me right now 😉
Hooray thanks so much Consuelo!
You have me drooling! I want one! It looks amazing!
Girl these were sooo tasty!
What a fabulous milkshake! Love Pineapple Upside Down anything! Have a great weekend Jocelyn 🙂
Thanks so much Christin! You have an awesome weekend too!
I adore anything and everything pineapple upside down cakes. These milkshakes are genius and would I love one right about now!
Thanks so much Marcie! They are my fave thing now!