Abstract: The present invention provides a convertible jacket system configurable between a wearable jacket and a personal sleeping environment. The convertible jacket system may be made from a lighter and more water resistant material. It may include various structural features to proportion and support the inertial loads of a sleeping bag compartment and a head covering canopy, each coupled to the convertible jacket system. By way of example, the head covering canopy may further include a bendable wire coupled to a fabric material such that the canopy may easily be popped open and then folded compactly enough to slide into a pouch coupled to a backside of the convertible jacket system.