In one embodiment, a method for tracing a connection path from a source node to a destination node through a network having one or more transparent proxies includes generating a trace packet at the source node, transmitting the trace packet over the network towards the destination node, and receiving trace response packets in response to transmission of the trace packet. The trace response packets include a packet from the destination node and a packet from each of the transparent proxies in a data path from the source node to the destination node. Each of the packets from the transparent proxies includes an identifier of the transparent proxy transmitting the packet. The method further includes identifying the transparent proxies in the connection path based on information in the trace response packets. An apparatus for tracing a connection path is also disclosed.