Making Pickled Cherry Tomatoes is a simple process, and following these steps closely will help you achieve the best possible flavor and texture.

Step 1: Prep the Tomatoes

Wash and dry the cherry tomatoes thoroughly. Using a toothpick or small skewer, gently prick each tomato once. This small step is essential, as it allows the brine to penetrate past the tomato’s skin and season the inside as well as the outside.

Step 2: Pack the Jar

Pack the pricked tomatoes into a clean glass jar or airtight container. A wide-mouth jar makes this process easier and allows the aromatics to be distributed evenly throughout.

Step 3: Add the Aromatics and Spices

Add the sliced garlic, shallot, and jalapeño throughout the jar, along with the fresh dill, black peppercorns, mustard seeds, coriander seeds, crushed red pepper flakes, and bay leaves. Distributing everything evenly, rather than concentrating it in one area, ensures a more consistent flavor throughout the jar.

Step 4: Build the Brine

In a saucepan, combine the white vinegar, water, pickling salt, and sugar.

Step 5: Heat Gently

Warm the mixture over medium heat, stirring occasionally, until the salt and sugar have completely dissolved. Avoid letting the brine come to a full boil — gentle heat is all that’s needed to dissolve the solids without cooking off any of the brine’s brighter, fresher qualities.

Step 6: Pour Over the Tomatoes

Carefully pour the warm pickling brine over the tomatoes, making sure they are completely submerged. If necessary, gently press the tomatoes down or add a small amount of additional vinegar and water in equal parts to ensure complete coverage.

Step 7: Cool and Seal

Allow the jar to cool to room temperature before sealing it tightly with a lid. This step helps prevent pressure buildup inside the jar and preserves the freshness of the aromatics.

Step 8: Refrigerate and Wait

Refrigerate the jar for at least 24 hours before serving. For the juiciest, most flavorful tomatoes, let them pickle for 2 to 4 days, giving the brine time to fully penetrate each tomato through the small prick made earlier.