
This savory thumbprint cookie recipe puts a sophisticated twist on a classic treat by combining rich cheeses with bourbon tomato jam. The buttery, cheesy cookies are perfectly balanced by the sweet-tangy jam, creating an irresistible appetizer for your next gathering.
I first made these for a holiday cocktail party and they disappeared faster than anything else on the table. Now they've become my signature appetizer that friends specifically request when they visit.
Ingredients
- Unsalted butter: Brings richness and structure to the cookies
- White cheddar cheese: Provides sharp flavor that stands up to the sweet jam
- Monterey jack cheese: Adds creaminess and melts beautifully
- Jalapeño: Offers a gentle heat that complements the sweet jam
- Fresh rosemary: Brings an aromatic evergreen note
- Semolina flour: Creates the perfect tender but sturdy texture
- Cherry tomatoes: Form the base of the jam with natural sweetness
- Bourbon: Adds complex caramel notes to the jam
- Chili flakes: Balance the sweetness with subtle heat
Step-by-Step Instructions
- Prepare the cheese mixture:
- Process the grated cheeses with the jalapeño and rosemary until finely chopped. This ensures even distribution of flavors throughout every cookie. Make sure your jalapeño is properly deseeded unless you want extra heat.
- Create the cookie base:
- Cream together the softened butter with sugar and salt until light and fluffy. This aerates the mixture and creates a tender texture in the final cookie. Add the cheese mixture and blend thoroughly until all ingredients are evenly incorporated.
- Add the egg:
- Mix in the egg completely. The egg acts as a binder for the dough and adds richness. Make sure it's fully incorporated with no streaks remaining for the most consistent texture.
- Form the dough:
- Combine the flour and semolina in a separate bowl before adding to the butter mixture in two batches. This prevents overworking the dough which would make tough cookies. Use well floured hands to bring the dough together if needed, then chill for 30 minutes to firm up the butter.
- Shape and fill:
- Form 1½ inch dough balls and place them on parchment lined trays. Create deep wells in each using a moistened thumb to prevent sticking. Fill each depression generously with the bourbon tomato jam for maximum flavor impact.

The semolina flour is truly the secret ingredient in this recipe. When I first experimented with these cookies, they were good but not great until I added the semolina. It gives them a subtle texture and sturdy structure that perfectly supports the jam filling without becoming soggy.
Making The Bourbon Tomato Jam
The bourbon tomato jam deserves special attention as it elevates these cookies from good to extraordinary. Start by combining halved cherry tomatoes with sugar and apple cider vinegar in a heavy bottomed pot. Add the minced garlic, diced onion, spices and salt, then simmer until thickened and jammy. The bourbon goes in toward the end to preserve its complex flavor notes. The jam needs to cool completely before using in the cookies, so consider making it a day ahead.
Perfect Pairings
These savory thumbprint cookies make an excellent addition to a cheese board or charcuterie spread. They pair beautifully with dry sparkling wines like Prosecco or Cava, whose acidity cuts through the richness of the cheese. For a non-alcoholic option, try sparkling water with a splash of elderflower cordial. I often serve these as the first course at dinner parties alongside a small salad of bitter greens dressed with a simple vinaigrette.
Storage Tips
The cookie dough can be made up to 3 days ahead and refrigerated. The finished cookies will keep at room temperature in an airtight container for 2 days, but they're best enjoyed within 24 hours of baking. The bourbon tomato jam keeps for up to 2 weeks refrigerated in a sealed jar and can be used for many other purposes beyond these cookies.

These thumbprint cookies are sure to impress at any gathering—sophisticated, delicious, and completely unforgettable!
Frequently Asked Questions
- → Can I make the bourbon tomato jam ahead of time?
Yes, you can prepare the bourbon tomato jam up to a week in advance and store it in an airtight container in the refrigerator. This actually allows the flavors to develop more fully.
- → What can I substitute for the semolina flour?
If you don't have semolina, you can use all-purpose flour as a complete substitute. The texture will be slightly different—less grainy and without semolina's characteristic golden hue, but the cookies will still be delicious.
- → How spicy are these cookies with the jalapeno?
The heat level is mild when using one deseeded jalapeno. Most of the spice is removed with the seeds, leaving just a subtle warmth that complements the cheese. For more heat, leave some seeds in or increase the amount of jalapeno.
- → Can I use pre-grated cheese for this?
Fresh-grated cheese is recommended as pre-grated varieties often contain anti-caking agents that can affect texture and melting properties. If you must use pre-grated, look for options without additives for best results.
- → How should I store these cookies?
Store in an airtight container in the refrigerator for up to 3 days. Before serving, warm them slightly in a 300°F oven for 5-10 minutes to refresh their texture and flavor.
- → Is there a non-alcoholic substitute for the bourbon?
Yes, you can substitute apple juice with a splash of vanilla extract and a few drops of liquid smoke to mimic bourbon's complexity. Another option is to use non-alcoholic bourbon alternatives available in specialty stores.