Setting up Tailscale on Raspberry Pi (Stretch)

Tailscale can run on Raspberry Pi boards running Raspbian. Packages are available in both 32-bit and 64-bit variants.

1. Install the apt-transport-https plugin:

   sudo apt-get install apt-transport-https
   

2. Add Tailscale's package signing key and repository:

   curl -fsSL https://pkgs.tailscale.com/stable/raspbian/stretch.asc | sudo apt-key add -
   curl -fsSL https://pkgs.tailscale.com/stable/raspbian/stretch.list | sudo tee /etc/apt/sources.list.d/tailscale.list
   

3. Install Tailscale:

   sudo apt-get update && sudo apt-get install tailscale
   

4. Connect your machine to your Tailscale network and authenticate in your browser:

   sudo tailscale up
   

5. You're connected! You can find your Tailscale IPv4 address by running:

   tailscale ip -4
   

If the device you added is a server or remotely-accessed device, you may want to consider disabling key expiry to prevent the need to periodically re-authenticate.