Release: datasette-tailscale 0.1a0
A very experimental alpha plugin which lets you do this:
datasette tailscale mydata.db \
--ts-authkey tskey-auth-xxxx --ts-hostname datasette-preview
This starts a localhost Datasette server with a Tailscale sidecar that connects it to your Tailnet, such that http://datasette-preview/ serves Datasette.
It's using the Python bindings for the experimental tailscale-rs library. I filed an issue asking if there's a cleaner way of setting up the proxy mechanism.