6. Underwear Run 

Each summer, on the Friday before the NYC Triathlon, hundreds of runners try to beat the heat in Central Park–in their underwear. The free 1.7-mile run once held the Guinness World Record for the largest gathering of people wearing underwear, since broken by a similar underwear run in Utah. Each year’s event has a special theme, including Underwear Evolution and Celebrate America. This year’s edition will take place on August 1.