Tailscale

Downloads: https://tailscale.com/download

For MacOS, there is an AppStore variant which you can install as an alternative.

Adding Devices to Network

https://tailscale.com/kb/1316/device-add

Ping other Devices

Once you've added two devices to your Tailscale network, you should be able to do a ping between them.

For instance, I can ping between my Windows computer to my MacOS computer (but I can't do the other way around. Need to check my firewall settings on windows)

Note: If your computer is on Nord VPN, you will not be able to ping the device. See here: https://tailscale.com/kb/1105/other-vpns?q=ping . In most cases, you can't use Tailscale alongside other VPNs. In practice, most VPNs set aggressive firewall rules to ensure all network traffic goes through them. They then drop all Tailscale traffic, which only Tailscale knows how to route. VPNs that don't use aggressive firewall rules may be able to run alongside Tailscale.

Tailscale CLI

On Windows, you can ping devices on connected to your tailnet using the tailscale cli.

C:\Users\ardik>tailscale ping 100.88.252.98

On MacOS, you can also ping using the tailscale cli. On my system, I installed the AppStore variant, so I needed to make this alias:

$ alias tailscale="/Applications/Tailscale.localized/Tailscale.app/Contents/MacOS/Tailscale"

$ tailscale ping 100.86.138.253
pong from desktop-toreeks (100.86.138.253) via DERP(nyc) in 148ms
pong from desktop-toreeks (100.86.138.253) via DERP(nyc) in 62ms
pong from desktop-toreeks (100.86.138.253) via DERP(nyc) in 53ms