Motorcyclists age 18 and younger: Do you currently have motorcycle insurance? Insurance is mandatory to drive in Montana Yes I have insurance. But please show me your best quotes. No, please help me find the best insurance. Question Motorcyclists age 18 and younger: Answers Must always wear a helmet when riding. Must wear a helmet, but only between sunset and sunrise. Must wear a helmet if they have had their license for less than six months. Do not have to wear a helmet. Explanation In Connecticut, riders and passengers under the age of 18 are required to wear protective headgear when riding a motorcycle.