Preheat your Blackstone griddle to medium-low heat. While it heats up, cook the bacon on the griddle until it's nice and crispy. Once cooked, remove the bacon, chop it into small pieces, and set it aside.
Next, prepare the caramelized fruit base. Lightly oil or butter individual sections of the griddle where each pancake will be made. In each section, add a small handful of pineapple chunks, a few halved maraschino cherries, and some canned dark cherries. Allow the fruit to caramelize for 1 to 2 minutes, then sprinkle the chopped bacon over the fruit.
Once your fruit and bacon layer is ready, pour pancake batter directly over each portion. Add just enough batter to cover the fruit and bacon and form a pancake shape. Let the pancakes cook slowly until bubbles form on the surface and the edges begin to look set, which should take about 3 to 4 minutes.
Carefully flip each pancake and continue cooking for another 2 to 3 minutes, or until the other side is golden brown and the pancake is cooked through.
When done, transfer the pancakes to a plate with the fruit side facing up. This will showcase the caramelized fruit and bacon, giving them an upside-down cake appearance. Drizzle warm syrup over the top and serve immediately.