Slice the dill pickles in half lengthwise then scoop out the seeds of each pickle half with a small spoon.
Mix together the cream cheese, shredded cheddar cheese, and the spices.
Spoon the cream cheese mixture into the dill pickle halves, wrap each with bacon, and then transfer each of them to a baking sheet. Bake until the bacon is just crispy, about 25-30 minutes, flipping each over after 15 minutes.
While the pickles bake, mix together all of the ingredients required to make your homemade ranch.
Then, broil the pickle boats to fully crisp up the bacon before allowing the pickles to cool slightly. Then, serve with your homemade ranch and enjoy!