Did You Know?

The Pumpkin Boat Regatta

Every October in Damariscotta, Maine, an unusual Halloween tradition floats to life—the Pumpkinboat Regatta. This quirky event sees participants hollowing out giant pumpkins, sometimes weighing over 1,000 pounds, and paddling them across the local river like canoes. The tradition began in the early 2000s as part of the town’s annual Pumpkinfest, which celebrates local agriculture and community creativity. Contestants decorate their pumpkin vessels and compete in timed races, drawing crowds from across New England. The regatta is not just a spectacle—it showcases engineering ingenuity, balance, and a sense of fun that perfectly embodies Halloween’s spirit. Some pumpkin paddlers wear full costumes, while others turn their crafts into floating jack-o'-lanterns. Though it might seem bizarre, the event has inspired similar contests in other states and countries. The Pumpkinboat Regatta reflects Halloween’s ability to inspire innovation, laughter, and local pride. It’s a reminder that the holiday can be celebrated on land—or water.