Techniques for port hopping are presented. A sender and a receiver engage in a communication session with one another and dynamically switch ports during that communication session. A decision to switch ports is based on a data length or packet count of a given transaction occurring during the communication session. The data length and packet count randomly and dynamically change during the communication session and varies from one transaction to another transaction. Any particular port to switch to during the communication session is also randomly and dynamically generated and varies from one transaction to another transaction.