Best For Running in the Rain: Jaybird Vista In-Ear Headphones Built for wet-weather climates, the Jaybird Vista In-Ear Headphones ($100, originally $150) have a water-resistance rating of IPX7, which is the highest waterproof rating a pair of headphones can score. It would take over three feet of water for you to notice a water-related issue. Suffice to say, these in-ear headphones can withstand the harsh wet elements. They feature a 16-hour battery life and are stored in a charging case for easy on-the-go use. Image Source: jaybirdsport.com Jaybird Vista In-Ear Headphones $100 from jaybirdsport.com Buy Now