Many travel systems were built to facilitate user travel experience while these systems flourish in some cases, it fails in other cases as explained in [5]. Pick-me is a clustering system that provides an alternative travel method on a regular basis and cheaper than the previous solutions. The system aims to reduce traffic and fuel consumption by minimizing the number of vehicles and maximizing the number of passengers per vehicle. The system introduces a new algorithm Dynamic Distance Minimizer, the algorithm chooses the points of interest through a given route and decides based on learning patterns the best route. The system has proven its efficiency by testing it on 16 routes with a Recommendation accuracy of 98%.