Cheesy Thumbprints Bourbon Jam

Featured in: Satisfy Your Sweet Tooth

Go for cheesy thumbprints that use white cheddar, monterey jack, rosemary, and jalapeno in a soft buttery dough. Each bite is packed with a sweet tomato jam, cooked down with bourbon, apple cider vinegar, and sugar for that bold flavor. The mix of tangy jam and cheesy, herby cookies brings a fun new vibe to snack time. Serve them warm and golden—the ultimate treat for friends and family hangouts.

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Updated on Mon, 19 May 2025 17:10:58 GMT
A plate of cookies with jam. Pin it
A plate of cookies with jam. | tastefullyeats.com

Hungry for something a little different? These thumbprint cookies bring together gooey cheeses and a rich tomato bourbon jam. The shortbread is buttery, cheesy, and crumbly, and every bite is lifted with sweet-savory jam. It’s a head-turning nibble you’ll want to share with your favorite people.

The first time I made these was for a winter get-together, and they vanished before anything else. Now, friends always look forward to these little showstoppers when they come over.

Lively Ingredients

  • Semolina flour: Makes these cookies hold up and gives a slight crunch
  • Monterey jack cheese: Melts smoothly and adds a creamy feel
  • Unsalted butter: Keeps everything rich and tender
  • Bourbon: Gives the jam a caramelly, grown-up kick
  • Chili flakes: Add a light, tingly heat to balance things out
  • Fresh rosemary: Brings a piney, fresh note
  • White cheddar cheese: Lends that sharp, cheesy flavor
  • Cherry tomatoes: The star in the jam, giving it sweetness
  • Jalapeño: Gives just a kiss of mild spice to every mouthful

Easy Instructions

Fill the cookies:
After you’ve made dough balls, press your thumb into each and fill generously with jam so every bite is flavorful.
Shape your dough:
Whisk semolina and flour, then gently blend into your soft butter mix, so you don’t end up with tough cookies. Knead with floured hands and chill the dough for 30 minutes to keep things firm and easy to handle.
Add the egg:
Once your butter and cheese mix is creamed, crack in and fully blend the egg—you don’t want streaks! This helps the dough stick together.
Mix up the butter base:
Beat your soft butter, salt, and sugar until light and whipped. Mix in your cheese blend really well until it’s fully mixed in.
Make the cheesy mix:
Pulse grated cheeses, chopped rosemary, and jalapeño in a food processor until everything is tiny and combined evenly. Deseed your jalapeño if you’re not after serious heat.
A plate of cookies with jam in the middle. Pin it
A plate of cookies with jam in the middle. | tastefullyeats.com

Semolina flour totally changed the game for me here. My first tries came out fine, but once I tossed in semolina, the cookies held up way better and had that perfect bit of crunch. They never got soggy from the jam, and that’s the key.

Bold Bourbon Tomato Jam

This jam is where the magic happens! Toss halved cherry tomatoes, some apple cider vinegar, and sugar in a heavy pot. Pop in onion, garlic, spices, salt, and let it all cook down until thick and glossy. Pour in bourbon at the end for that deep punch of flavor. You want the jam cooled down all the way before you spoon it into cookies, so making it the night before honestly saves you time.

Tasty Pairings

These cheesy cookies are a perfect snack with a charcuterie plate or cheese platter. They’re awesome with crisp bubbly like Cava or Prosecco—the acidity slices through the richness. Want to skip booze? Sparkling water with elderflower works great. I love serving them at the start of a dinner with a simple salad of bitter greens and zippy vinaigrette.

How To Store

Stash your dough in the fridge for up to three days if prepping ahead. Once baked, cookies are happiest in a sealed container at room temp—try to eat them within a day for the freshest taste, but they’ll be fine for two. Leftover jam is gold and will keep for two weeks in the fridge in a closed jar. Try it on everything!

A plate of cookies with jam on top. Pin it
A plate of cookies with jam on top. | tastefullyeats.com

Put these on your menu and you’ll have everyone talking—delicious, stylish, and totally memorable!

Frequently Asked Questions

→ Is it alright if I prep the bourbon tomato jam early?

Definitely! Go ahead and make the jam even a week before. Just toss it in a sealed jar in the fridge and give those flavors time to chill and get even tastier.

→ What if I can't find semolina flour?

No worries if you don't have semolina. Just swap with all-purpose flour instead. Your cookies will be a bit smoother and not as golden, but they'll still taste awesome.

→ How much kick do the jalapenos add?

They're just a tad spicy if you use one seeded jalapeno. Ditching the seeds keeps things mellow. Want more heat? Leave some seeds or add extra jalapenos.

→ Can bagged shredded cheese work for this?

Grating your own cheese is the way to go, since the pre-shredded kind can have weird stuff in it that messes with texture. If you must, check for any without extra powders or starch added.

→ What's the best way to store these cookies?

Keep them in a sealed container in the fridge for up to three days. Reheat in a 300°F oven for 5 to 10 minutes before serving and they're just right again.

→ Got a swap for the bourbon if I don't want booze?

You sure do! Use apple juice plus a dash of vanilla and a hint of liquid smoke. Or check for alcohol-free bourbon at specialty shops—works great too.

Cheesy Thumbprints Bourbon Jam

These thumbprint cookies are packed with cheese and herbs, filled up with bourbon-spiked tomato jam. Savory, a little sweet, and loaded with flavor.

Prep Time
45 Minutes
Cook Time
25 Minutes
Total Time
70 Minutes
By: Barbara

Category: Delicious Desserts

Difficulty: Intermediate

Cuisine: Fusion with American Influences

Yield: 28 Servings (28 small cheesy cookies)

Dietary: Vegetarian

Ingredients

→ Thumbprint Cookies with Cheese

01 1 large rosemary sprig, chopped finely
02 ½ tsp coarse salt
03 25g granulated white sugar
04 1 medium-sized egg
05 225g room-temperature unsalted butter
06 100g sharp white cheddar, shredded
07 100g monterey jack cheese, shredded
08 1 jalapeno, seeds removed and minced
09 190g regular flour
10 150g coarse semolina

→ Tomato Jam with a Bourbon Kick

11 5 tbsp apple cider vinegar
12 150g white sugar
13 450g halved cherry tomatoes
14 A dash of ground cumin
15 1 large clove of garlic, minced (about 1 tsp)
16 3 tbsp bourbon whiskey
17 ½ tsp coarse salt
18 1 tbsp crushed red chili flakes (optional)
19 60g diced sweet onion (white or yellow)

Instructions

Step 01

Finely chop the rosemary and jalapeno, then add them to the grated cheeses. You can also pulse everything in a food processor to combine. Set this mix aside.

Step 02

In a big mixing bowl, whisk or beat together the softened butter, white sugar, and salt until creamy. Stir in the cheese and herb mixture until everything is blended well.

Step 03

Crack the egg into the butter mixture and stir until the dough is smooth and the egg disappears into the mix.

Step 04

Mix the semolina and flour together in another bowl, then gradually add this dry blend into the butter mixture in two parts. Mix until it forms a dough. Use floured hands to bring it together if needed. Chill the dough for 30 minutes while preheating the oven.

Step 05

Turn the oven on to 180°C and prepare two baking trays with parchment paper.

Step 06

Roll the dough into small balls about 1½ inches across. Lay them out on the lined trays, giving at least 2 inches between each ball.

Step 07

With a damp thumb or finger, gently press down into each ball to make a hollow center.

Step 08

Fill each indentation generously with tomato jam.

Step 09

Place trays in the heated oven and bake for 20-25 minutes. Rotate the trays halfway through to ensure even baking. Cookies are done when their tops look lightly golden, and the bottoms are a slightly darker golden.

Step 10

Take the cookies out of the oven and let them cool down for a few minutes before serving.

Notes

  1. The bourbon tomato jam needs to be made ahead of time, as instructions aren’t included.
  2. Switching the tray positions while baking helps all cookies brown evenly.

Tools You'll Need

  • Optional: food processor
  • A large mixing bowl
  • Spoon, whisk, or spatula
  • Cookie sheets or baking trays
  • Parchment for lining

Allergy Information

Please check ingredients for potential allergens and consult a health professional if in doubt.
  • Contains milk products (butter, cheese)
  • Made with eggs
  • Gluten present in flour and semolina

Nutrition Facts (Per Serving)

It is important to consider this information as approximate and not to use it as definitive health advice.
  • Calories: 172.5
  • Total Fat: 9.3 g
  • Total Carbohydrate: 18.2 g
  • Protein: 3.6 g