Bring a large pot of salted water to a boil on high. Cook the tortellini according to package directions. Drain and rinse with cold water until cool. Drain well and transfer to a large bowl. Toss with the vinaigrette and season with salt and pepper.
Alternating ingredients, thread tortellini, tomatoes, mozzarella balls, salami, cucumbers, olives, and basil onto skewers. Create different combinations on each skewer with additional ingredients like pepperoncini and artichokes, if desired. Serve with pesto, ranch, or another dressing, if desired.
Tip: To make these skewers ahead, arrange on a platter, tightly wrap with plastic, and refrigerate.