Tunnelblick - free software for OpenVPN on OS X and macOS
Persistent SSH - Persistent SSH is SSH tunnel manager for a Windows systems.
OpenVPN - OpenVPN - The Open Source VPN
MyEnTunnel - Basically, MyEnTunnel is an efficient method for maintaining the tunnels of TCP SSH, MyEnTunnel has many advantages upon its usage. Plink (PuTTY Link)...
WireGuard - Fast, Modern, Secure VPN Tunnel
Core Tunnel - Core Tunnel is the best way to manage your SSH tunnels, with OS X Keychain integration.