Wash and thoroughly dry your apples. This is crucial for the caramel to adhere properly. Remove the stems and insert wooden sticks about halfway through the core from the stem end.
Place apples in the refrigerator while preparing the date caramel; chilled apples help the caramel set faster.
Add the pitted dates to your food processor or high-powered blender. Make sure to check each date for pits. Pulse a few times to break down the dates.
Add the almond milk, almond butter, vanilla, salt, and cinnamon (if using) to the food processor. Process for 3-4 minutes, stopping occasionally to scrape down the sides.
Be patient during this step – what starts as a crumbly mixture will gradually transform into a smooth, glossy caramel. If your mixture seems too thick, add additional plant milk one tablespoon at a time until you reach a thick but dippable consistency.
Remove your chilled apples from the refrigerator. Transfer your date caramel to a medium bowl for easier dipping.
Hold each apple by the stick and twirl it in the caramel, using a silicone spatula to help coat the apple evenly. Allow excess caramel to drip off before placing on a parchment-lined baking sheet.
If using toppings, sprinkle or roll the caramel-coated apples in your chosen additions immediately after dipping, before the caramel sets.
Place the dipped apples in the refrigerator for at least 30 minutes to set the caramel. The natural date caramel won't harden as much as conventional caramel, maintaining a delightfully soft, chewy texture even when chilled.