To address post-booking and other issues, an application may be run on a user device, such as a mobile device, to provide improved, real-time travel organization and messaging. Some embodiments may also be configured to create, maintain, update, and delete a trip container to which trip content can be automatically or manually associated. In some instances, a user may be required to pay a fee to download the application and/or be required to pay a periodic subscription fee to facilitate ongoing functionality of the application. In addition to or instead of downloading the application, hardware (e.g., circuitry), firmware and/or other particular machine components can be configured to implement some or all aspects of the application.