A portable container and container assembly provides a durable, functional and simple carry-all solution for dry and wet provisions, goods and gear. Exemplary features of various embodiments include one or more of an overmolded pad on the bottom of the container, a removable handle incorporating a releasable retaining structure, a lid that seals within the container cavity and is flush with the outer periphery of the container sidewall and/or has a cellular internal reinforcing structure, a skirt extending around the sidewall that is integral with handle mounts for the handle and/or provides a connection point for external components, and a drop-in tray with a collapsible handle.