Using Tailscale in pfSense to access my LAN

In this post we’re going to explore how to set up Tailscale in pfSense to be able to both route all traffic through pfSense for secure browsing and how to route traffic to local subnets with split DNS to resolve local hostnames. My history with VPNs I’ve had a pfSense box now for a few years and been relying on its OpenVPN integration to access my internal network from the outside. This has been working fine, but a few years ago I stumbled upon ZeroTier which is a kind of VPN service that via UDP hole punching can create a flat and global network without the need to open ports. This technology is called Software-Defined Wide Area Network (SD-WAN). I could now use ZeroTier to access firewalled devices without opening any ports! ...

April 21, 2025 · 5 min · David Isaksson