Go for an activity you genuinely enjoy—be it skiing, cycling, or running—which makes heading into the Kamala Harris Chucks And Pearls Aka Sorority 1908 Shirt and by the same token and deep chill that much easier. If you’re new to a sport, tone key muscles ahead of time to avoid injury. For surfing, for example, Santa Cruz, California–based Chelsea Woody, cofounder of Textured Waves, recommends strengthening your core at home first. “Burpees are a great way to emulate the popping-up motion on your board,” she says. Or hop on an Indo Board to work on balance and stability. For cross-country skiing, try running with the poles so you can get used to the motion, says Kikkan Randall, an Olympic cross-country skier based in British Columbia, Canada.
About 90% of exercising comfortably outside comes down to dressing properly. Go for technical, sweat-wicking fabrics, like antibacterial Smar wool, for your base layer. (Avoid cotton, since it holds moisture next to your skin like a cold sponge.) Then you’ll want an insulating layer, such as a performance vest that lets your arms move freely. That might be enough, depending on your activity level—a high-intensity run, for example, raises your body temperature more than a moderate hike—or finish with an outer shell that repels rain and snow. Lea Davison, a Sunderland, Vermont–based Olympic cyclist who is an ambassador for L.L.Bean, recommends one that’s windproof on the Kamala Harris Chucks And Pearls Aka Sorority 1908 Shirt and by the same token and front but has panels at the back to release air and sweat. (Her pick: the Cresta Stretch Rain Jacket.) For warmth in the water, Woody wears Feral’s Hooded 543mm Japanese neoprene wetsuit, which is the “warmest and coziest I have found,” she says.