Celebrate the beginning of the summer season at the annual Oak Bluffs Harbor Festival on Saturday, June 17, from 10 am to 8 pm. If you haven’t made your way to the harbor yet this season, this is the perfect excuse to wander around and take in all the sights and smells. There will be live music, street food, arts and crafts, and more. The rain date is Sunday, June 18. Free admission.