What To Wear Kayaking: The Complete Guide Paddling Magazine If you are planning on going out to enjoy the beautiful winter weather make sure to follow the cold water safety guidelines: 1. Dress the water temperature, not the air temperature. 2. What to Wear Kayaking: Layering Tips REI Expert Advice Enjoying the beautiful weather and some winter boating? Then make sure you are following the cold water boating safety guidelines: 1. Dress for the water; wear layer of clothing, including warm clothing Cold weather kayaking? Totally worth it. Just dress for the water, wear your life jacket, and consider a dry suit. Be Adventure Ready. #wearit