For my own VA I have created a simple plugin which
adds to phpVMS a Tour/Charter system for airline managers to group flights into tours.
Each tour consists of several legs/flights which can be bid on and completed separately. The plugin keeps track of the pilot's progress and automatically issues an award (if one was added to the tour), once all PIREPs from the tour legs were accepted.
IfaTours makes as much use of core functionality as possible, using the default awards and flights from phpVMS. If you don't like it you can safely remove the plugin and move on, IfaTours won't modify the code or database tables from the core phpVMS system.
Image upload feature is included in the tour creation. I'm a lazy ass and hate it when I have to use a separate tool to upload files to a server (e.g. teaser images for my tours...)
https://github.com/FnordLord/IfaTours
Reason why: I appreciate the great efforts from guys like Disposable who probably (haven't had a chance to try it) has an excellent tour system in his massive plugin collection, but I wanted something simpler (plus I was curious about the innards of phpVMS), so there it is. Feel free to add it to the addons directory if it qualifies.