On your Mac, choose Apple menu System Preferences, then click Network.
Here is an instruction how to connect to a VPN Gate Public VPN Relay Server by using L2TP/IPsec VPN Client which is built-in on Mac OS X. On this instruction, every screen-shots are taken on Mac OS X Mountain Lion. Other versions of Mac OS X are similar to be configured, however there might be minor different on UIs. VPN Tracker is your smart VPN client Mac choice. Use the VPN Tracker Mac App for Intel or Apple Silicon Macs, the leading IPSec Mac VPN client, for secure VPN data connections on Apple macOS Big Sur (11), macOS Catalina (10.15), macOS Mojave (10.14), macOS High Sierra (10.13), macOS Sierra (10.12), Mac OS X El Capitan (Mac OS X 10.11).
Shimo supports every major VPN protocol that is currently available: The widely used CiscoVPN, the very secure OpenVPN and all standard-compliant IPSec connections. It also handles Point-to-Point Tunneling (PPTP VPN) and Layer 2 Tunneling (L2TP) protocols. Even Cisco’s new Secure Socket Layer (SSL) protocol AnyConnect is supported by Shimo – the most flexible VPN client for Mac. Boot camp how to switch back to mac. Shimo also enables you to establish encrypted Secure Shell (SSH) connections including port forwarding for secure web browsing.
There is no other VPN client for Mac which supports this variety of available protocols. If you want to have the all-in-one solution for your secure connections, Shimo is technology of choice. This feature is not only helpful, if you have to handle different types of connections, but rather in cases where your system administrator upgrades or changes the used protocol. With Shimo you are always prepared and ready to go.
Shimo does not support PPTP/L2TP on macOS Catalina due to Apple's enforced security requirements.
KB ID 0001693
We mac users always get overlooked. If I had a pound for every time I’ve heard ‘Yeah we don’t support macs?” I would be a rich man. But thankfully this makes us work things out for ourselves usually!
So recently I did a article Azure: Point To Site VPN (Remote Access User VPN) but what if you want to use the same solution for a remote mac user?
Firstly you will want to download the VPN package (and have a valid client/user certificate, [see the link above]).
Obviously the installer is for Windows, but within the ZIP file you download, it has a copy of the XML file with the settings in it, and a copy of the Root CA certificate you used.
So your first job is to ‘import‘ the client certificate, it will be in PFX format, (if you followed my instructions), so you will need to supply the password you specified when creating the PFX file (not the mac password), when prompted to install it (double click on it).
The engineer in me isn’t quite sure why the client needs the Root CA certificate on it, (because that’s not how certificates work!) But Microsoft insist it’s necessary, so also double click and install the Root CA Certificate, (it’s inside the VPN Package).
You don’t need to install VPN software onto the mac, (it has its own built in). Click the Apple Logo > System Preferences > Network > Add > Interface = VPN > VPN Type = IKEv2 > Service Name = Azure-Client-VPN > Create.
Now open the XML file from within you VPN client software ZIP file, and locate the FQDN of the ‘Gateway’ address in Azure > Copy it to the clipboard.
Paste the server address into BOTH Server Address AND Remote ID > (Leave Local ID blank for now) > Authentication Settings
WARNING: I’m using mac OS Catalina, so I choose ‘None’ (NOT CERTIFICATE). But for mac OS Mojave (and older) CHOOSE CERTIFICATE). It’s a bug that causes an error (see below) if you don’t.
Select > Choose the CLIENT certificate you imported earlier, (Take note of the name in brackets, this is the common nameon the certificate). You will need this in a minute! > Continue > OK.
Put the Common Name from the certificate into the Local ID section > Apply > Connect.
All being well it should connect, (though it may prompt for you to enter your user password). BY DEFAULT the option ‘Show VPN Status in Menu Bar‘ should be ticked, if it isn’t then tick it.
With that option ticked, you can connect and disconnect the VPN quickly without needing to go back into System Preferences like so;
Remember above when I said choose ‘None‘ for Catalina, NOT certificate? Well this is what happens if you choose certificate!