A system and a method of establishing seamless remote access VPN connections are described. For establishment of a VPN connection for a user device, a cluster leader of a cluster of controllers identifies an active controller and a standby controller, based on network load of each controller of the cluster of controllers. An active VPN connection is established between the user device and the active controller and a standby VPN connection is established between the user device and the standby controller. The standby VPN connection is utilized in place of the active VPN connection during failover of the active controller. Because information of an active session is regularly shared by the active controller to the standby controller, the standby controller can seamlessly resume the active session during failover of the active controller.