Planning a journey from an origin to a destination involves establishing selection criteria that includes one or more journey parameters and one or more rules. A journey parameter describes a constraint of the journey, and a rule specifies an action to perform in response to a trigger event. A route for the journey from the origin to the destination is planned. A trigger event is detected after initiation of the journey. A rule specifying an action to perform in response to the detected trigger event is accessed. One or more alternate waypoints are selected in accordance with the action and the selection criteria. The one or more alternate waypoints are inserted into the route to create a next route.