A method of organizing the sharing of vehicle trips includes receiving a ride request from one or more riders, wherein the ride request includes a rider location and a rider destination, identifying a beginning waypoint and an ending waypoint for vehicle travel, determining a vehicle route based on the beginning and ending waypoints, choosing a rider whose rider location or rider destination is geographically closest to the determined vehicle route, presenting the rider location and rider destination of the chosen rider to the driver, and if the driver accepts, sending a notification to the chosen rider alerting the chosen rider of the acceptance.