A boat sharing system includes a non-transitory computer readable memory for receiving and storing data for routes previously traveled. The route data includes starting and ending points and points of interest along the routes. The memory receives and stores data related to boat types, equipment for boating activities and boat drivers. A processing system accesses the memory and is configured to: display the stored data; receive and store route data and trip timing, boat type, equipment, boat driver requirements and activity desires for a present user; compare the present user's desired route, timing, activity, equipment and boat driver requirements with previously stored data. The system provides at least one previously stored set of route, boat, activity, equipment and operator data as an option for the present user; provides proposed timing, starting and ending points for the suggested route; and permits the present user to confirm selection of the suggested route.