About this recipe

This cookie mixes a sweet cake feel with pineapple on top. It gives a soft bite and a bright fruit note. You can bake them fast and share them with friends. For a soft fruit cookie idea, see a note on blueberry cheesecake swirl cookies for a similar feel.

why make this recipe

You make this recipe to get a light, sweet cookie with real fruit on top. Kids like the bright look with a cherry and a ring. You can bring them to a party or make them for snack time. You can also try other old cookie ideas like brown sugar maple cookies to change the sweet base.

how to make Upside Down Cake Pineapple Sugar Cookies

You mix a soft dough and press a pineapple ring into each ball. You can add a red cherry in the center for a bright look. Keep the dough small so the pineapple stays on top. For a cake-like twist, you can read a similar mix idea in Hawaiian carrot pineapple cake notes.

Ingredients :

2 cups all-purpose flour
1 cup sugar
1/2 cup unsalted butter, softened
1 large egg
1 tsp vanilla extract
1 tsp baking powder
1/2 tsp baking soda
1/4 tsp salt
1 can pineapple rings in juice, drained
Maraschino cherries (optional, for garnish)

Directions :

Preheat your oven to 350°F (175°C). Grease a baking sheet.
In a large bowl, cream together the butter and sugar until light and fluffy.
Beat in the egg and vanilla extract.
In another bowl, whisk together the flour, baking powder, baking soda, and salt. Gradually add this dry mixture to the wet mixture, mixing until just combined.
Scoop tablespoons of cookie dough onto the prepared baking sheet, leaving space between each.
Press a pineapple ring into the center of each cookie dough ball. If using, place a cherry in the center of the pineapple.
Bake for 10-12 minutes until the edges are lightly golden.
Let them cool on the baking sheet for a few minutes before transferring them to a wire rack to cool completely.

how to serve Upside Down Cake Pineapple Sugar Cookies

Serve these cookies on a simple plate or a small tray. Place them in one layer so they look neat. Add a small fork or napkin for each guest. For a pretty table mix, try serving with other themed cookies like heart-shaped valentines day sugar cookies.

how to store Upside Down Cake Pineapple Sugar Cookies

Let the cookies cool all the way. Put them in an airtight box or jar. Keep them at room temp for up to 3 days. For more days, put them in the fridge for up to one week. You can warm one in a low oven or microwave for a few seconds before you eat it.

tips to make Upside Down Cake Pineapple Sugar Cookies

Use room temp butter for a smooth mix. Do not over mix after you add the flour. Press the pineapple gently so it sits on top. Drain the pineapple well so the dough does not get too wet. For more cookie making tips, see lemon blueberry cheesecake cookies notes.

variation (if any)

Use crushed pineapple and a small dollop on top instead of a ring.
Swap the cherry for a small piece of candied ginger for a twist.
Add a pinch of cinnamon to the dough for a warm spice note.

FAQs (minimum three FAQ)

Q: Can I use fresh pineapple rings?
A: Yes. Pat them dry well before you press them into the dough.

Q: Do I need to chill the dough?
A: No. This dough bakes fine right away.

Q: Can I freeze the baked cookies?
A: Yes. Put them in a freezer box for up to 2 months. Thaw at room temp.

Q: Can I make the dough ahead?
A: Yes. Keep it in the fridge for one day in a tight wrap.

Upside Down Cake Pineapple Sugar Cookies

olivia

Published:

April 10, 2026