Cook the penne pasta according to package instructions until al dente. Drain and set aside.
In a large skillet, heat the olive oil over medium-high heat. Add the chicken pieces and sprinkle with jerk seasoning. Cook until the chicken is browned and cooked through, about 6-8 minutes. Remove from the skillet and set aside.
In the same skillet, add the diced onion and sliced bell peppers. Sauté for about 5 minutes until the vegetables are tender. Add the minced garlic and cook for an additional minute.
Pour in the coconut milk and heavy cream, stirring to combine. Bring the mixture to a simmer and let it cook for about 3-4 minutes until slightly thickened.
Add the cooked chicken and cherry tomatoes to the skillet, stirring to combine. Season with salt and pepper to taste.
Toss the cooked penne pasta into the sauce, mixing well to coat the pasta evenly.
Serve hot, garnished with fresh cilantro or parsley.