These Hot Cheesy Cuban Rollups (Ham, Cheese and Pickle Pinwheels) are everything you love about a Cuban sandwich all rolled up into crispy warm discs of goodness. This easy appetizer will score you lots of points at your next game-day bash!
Don’t you just love a Super Bowl party!? Friends, football, and everyone’s favorite – the food! It’s the best excuse to take a break from all that healthy eating we’re doing in January. Can you say, “cheat day”??

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Some of my favorite football eats include meatballs, cheesy dips, and pretty much anything involving puff pastry dough! Mmm - I think I gained a pound just thinking about all that yummy goodness.

What about you? What are your go-to game-day eats?
While you’re thinking about that allow me to introduce my latest snacking creation – Hot Cheesy Cuban Rollups!
What are Roll Ups/Pinwheels?
You may also know them as pinwheels. Basically roll ups/pinwheels are delicious finger food made of tortillas or in this case puff pastry down, rolled up with delcious fillings. Many times they are not cooked but since I'm using raw dough in this recipe they are baked to golden puffy perfection.
Brilliant, right!?

You’ve got sliced ham, swiss cheese, pickles, and mustard all rolled up into some heavenly puff pastry dough. Ahhh – so good my friend!
And they’re way easy to assemble. Super easy + Insanely delicious = entertaining touchdown!
We recently moved from Boston to central Florida. Not only is the weather drastically different, but so is the food. They are all about their Cuban sandwiches here also known as the “cubano.” Yep, it’s like the lobstah rolls back in Boston – there’s one on every menu here.

A little trivia about these Cheesy Cuban Rollups:
Since Cuba is just 90 miles south of Key West Florida many Cubans moved to the area in the late 1800’s to avoid Spanish Rule. Along with their renowned cigar-making skills, they also brought their food influences… like the Cubano!
Apparently, there are several things that make up an authentic Cuban sandwich: ham, roasted pork, Swiss cheese, pickles, mustard, Cuban bread, (sometimes butter), and if you're in Tampa, salami. Traditionally the sandwich is grilled in a press called a “La Plancha.” This heats the meat and the pickle while causing the cheese to melt, and makes the bread condense and get warm and crispy, turning it into the most delicious warm hearty cheesy treat. You can of course eat a Cuban cold - but why in the world would you want to!??
Today’s recipe might not be an authentic Cuban sandwich, but it sure is delicious! I have taken a few liberties and created this yummy, cheesy Cuban pinwheel.
It has everything the traditional Cubano sandwich has: ham, Swiss Cheese, pickles, and mustard. All rolled up in some puff pastry dough and baked to crispy cheesy perfection. Mmm, just so good!
And they’re pretty adorable too.
One bite of these tasty treats and your guests will think you’re super fancy and the best cook on earth.

Making these Cuban Rollups is quite simple!
Thaw out two sheets of store-bought puff pastry. Roll them out just a bit onto two large pieces of plastic wrap.
Mix garlic powder, onion powder, and mustard together in a small bowl. Now spread this all over the puff pastry dough, leaving a ¼-inch border all around the outside edge of the dough.
Sprinkle on the diced pickles. Then layer on the cheese and the ham.
Now roll that baby up, making sure that the ham and cheese doesn’t slide out while you’re rolling.
Wrap the plastic wrap tightly around the dough, and place it on a baking sheet seam-side down, and chill in the fridge for 30 minutes.
Preheat your oven to 375F. Remove the plastic wrap from the roll-up and place it on a cutting board. Using a serrated knife, gently cut it into ¾-inch slices. It’s ok if you’re not exact, just make sure the slices are all about the same size. You should have 12 slices… maybe a few more if your slices are thinner.
Now lay each rollup on its side, an inch or two apart on two baking sheets lined with parchment paper. You may need to reshape them a little to round them out. Bake for 20-24 minutes total, rotating the baking sheets midway through.

Then Ta-Dah… hot cheesy Cuban rollups ready to be plated and devoured!
Happy game-day eating my friend!
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Hot Cheesy Cuban Rollups

Hot Cheesy Cuban Rollups: sliced ham, Swiss cheese, pickles, and mustard all rolled up into some heavenly puff pastry dough.
Ingredients
- 2 store-bought puff pastry sheets
- 10 ounces diced pickles (Buy one 20-ounce jar of Claussen sandwich slices - after draining the liquid this will yield the quantity you need)
- ½ cup yellow mustard
- 1 teaspoon garlic powder
- 1 teaspoon onion powder
- 1 pound thin-to-medium sliced deli ham (this should be more than enough to cover the two puff pastries)
- 9 ounces sliced Swiss cheese (about 18 slices - I used 9 slices for each puff pastry)
- 1 egg
- 1 tablespoon water
Instructions
- Thaw out two puff pastry sheets. Roll each one out just a bit onto two large pieces of plastic wrap. (10 ½ x 10 ½ inches)
- Mix garlic powder, onion powder and mustard together in a small bowl. Spread this evenly across both puff pastry sheets, leaving a ¼-inch border all around the outside edges of the dough. Sprinkle 5 ounces (half) of the diced pickles on each pastry sheet, then layer on the cheese and the ham.
- Roll up the dough, making sure that the ham and cheese don’t slide out while you’re rolling. Wrap the plastic wrap tightly around the roll ups, place on a baking sheet seam-side down, and chill in the fridge for 30 minutes.
- Preheat your oven to 375F and set racks to the upper and lower thirds. Remove the plastic wrap from the roll up, and place it on a cutting board. Using a serrated knife, gently cut (using a saw like motion) it into ¾-inch slices. You should have about 12 slices per roll up – 24 total.
- Now lay each rollup on its side, on two baking sheets lined with parchment paper, spacing them an inch or two apart. You may need to reshape them a little to round them out. In a small bowl whisk the egg with 1 tablespoon of water, then brush this egg wash on top of each pinwheel. Bake for 24-26 minutes total, rotating the baking sheets midway through.
Nutrition Information
Yield
12Serving Size
1 pieceAmount Per Serving Calories 164Total Fat 11gSaturated Fat 5gTrans Fat 0gUnsaturated Fat 4gCholesterol 51mgSodium 847mgCarbohydrates 4gFiber 1gSugar 0gProtein 14g
This nutrition card uses an estimate provided by an online nutrition calculator. This estimate is not a substitute for a professional nutritionist’s advice!
Looking for more awesome game-day appetizers?
Try this Baked Brie in Puff Pastry With Honey & Almonds, Queso Fundido with Chorizo, or this low-carb spinach artichoke dip!
Jessica Aves
Hello,
I made these a year ago and they are DELICIOUS!!! Got gobbled up quickly as they were coming out! Yay!!
My question: Can I make the rolls the day before then slice and bake next day?
Thanks!
Jessica
Bryan
Hi Jessica, we haven't tested it that way but would recommend against it. Since you're working with thawed pastry I'm not sure if keeping it in the fridge overnight may change how the dough performs when baked. Having said that, if you do try it please let us know how it turns out! 🙂
shawnna griffin
hey girl- these look so yummy!
holly
Thanks my friend! They are delicious!