Modern Trip Assistant System is an advanced tour planning guide for tourists who wish to travel historical and popular tourist places in Sri Lanka. The system is designed to help tourists to plan a day-based trip with all the facilities. More specifically, the flow of the proposed system is when a user opens this application for the first time, a login/signup interface will be displayed. After that user has to specify the no of days or total duration of the trip. Then in the next screen user can choose all the tourist places and our system will plan the trip according to the tourist places. Our system will notify tourists according to the trip plan in order to prevent time lack. Duration for each tourist place will be determined with the help of the data provided by the tourist guides when registering to our system. At the end of the trip, the system will charge for the entire trip with all the expenses as a single payment. All the payment-related information can be accessed using the web interface of Modern Trip Assistant System.