---
title: "Tailscale Serve in a Docker Compose Sidecar"
date: 2023-12-28
# lastmod: 2023-12-28
draft: true
description: "This is a new post about..."
featured: false
toc: true
comment: true
series: Projects
tags:
  - containers
  - docker
  - selfhosting
  - tailscale
---
Hi, and welcome back to what has become my [Tailscale blog](/tags/tailscale/).

I have a few servers that I use for running multiple container workloads. My approach in the past had been to use [Caddy webserver](https://caddyserver.com/) on the host to proxy the various containers. With this setup, each app would have its own DNS record, and Caddy would be configured to route traffic to the appropriate internal port based on that. For instance:

```text
# torchlight! {"lineNumbers": true}
cyberchef.runtimeterror.dev {
  reverse_proxy localhost:8000
}

ntfy.runtimeterror.dev, http://ntfy.runtimeterror.dev {
  reverse_proxy localhost:8080
  @httpget {
    protocol http
    method GET
    path_regexp ^/([-_a-z0-9]{0,64}$|docs/|static/)
  }
  redir @httpget https://{host}{uri}
}

uptime.runtimeterror.dev {
  reverse_proxy localhost:3001
}

miniflux.runtimeterror.dev {
  reverse_proxy localhost:8080
}
```

*and so on...* You get the idea. This approach works well for services I want/need to be public, but it does require me to manage those DNS records and keep track of which app is on which port. That can be kind of tedious.

And I don't really need all of these services to be public. Not because they're particularly sensitive, but I just don't really have a reason to share my personal [Miniflux](https://github.com/miniflux/v2) or [CyberChef](https://github.com/gchq/CyberChef) instances with the world at large. Those would be great candidates to serve with [Tailscale Serve](/tailscale-ssh-serve-funnel#tailscale-serve) so they'd only be available on my tailnet. Of course, with that setup I'd have to differentiate the services based on external port numbers since they'd all be served with the same hostname. That's not ideal either.

```shell
sudo tailscale serve --bg --https 8443 8180 # [tl! .cmd]
Available within your tailnet: # [tl! .nocopy:6]

https://tsdemo.tailnet-name.ts.net/
|-- proxy http://127.0.0.1:8000

https://tsdemo.tailnet-name.ts.net:8443/
|-- proxy http://127.0.0.1:8080
```

It would be really great if I could directly attach each container to my tailnet and then access the apps with addresses like `https://miniflux.tailnet-name.ts.net` or `https://cyberchef.tailnet-name.ts.net`. Tailscale does provide an [official Tailscale image](https://hub.docker.com/r/tailscale/tailscale) which seems like it should make this a really easy problem to address. It runs in userspace by default (neat!), and [even seems to accept a `TS_SERVE_CONFIG` parameter](https://github.com/tailscale/tailscale/blob/5812093d31c8a7f9c5e3a455f0fd20dcc011d8cd/cmd/containerboot/main.go#L43) to configure Tailscale Serve... unfortunately, I haven't been able to find any documentation about how to create the required `ipn.ServeConfig` file to be able to use of that. I also struggled to find guidance on how to actually connect a Tailscale sidecar to an app container in the first place.

And then I came across [Louis-Philippe Asselin's post](https://asselin.engineer/tailscale-docker) about how he set up Tailscale in Docker Compose. When he wrote his post, there was even less documentation on how to do this stuff, so he used a [modified Tailscale docker image](https://github.com/lpasselin/tailscale-docker) with a [startup script](https://github.com/lpasselin/tailscale-docker/blob/c6f8d75b5e1235b8dbeee849df9321f515c526e5/images/tailscale/start.sh) to handle some of the configuration steps. His repo also includes a [helpful docker-compose example](https://github.com/lpasselin/tailscale-docker/blob/c6f8d75b5e1235b8dbeee849df9321f515c526e5/docker-compose/stateful-example/docker-compose.yml) of how to connect it together.

I quickly realized I could modify his startup script to take care of my Tailscale Serve need. So here's how I did it.

### Docker Image Description
My image will start out the same as Louis-Philippe's:

```Dockerfile
# torchlight! {"lineNumbers": true}
FROM tailscale/tailscale:v1.56.1
COPY start.sh /usr/bin/start.sh
RUN chmod +x /usr/bin/start.sh
CMD ["/usr/bin/start.sh"]
```

The `start.sh` script has a few tweaks for brevity/clarity, and also adds a block for conditionally enabling a basic Tailscale Serve (or Funnel) configuration:
```shell
# torchlight! {"lineNumbers": true}
#!/bin/ash
trap 'kill -TERM $PID' TERM INT
echo "Starting Tailscale daemon"
tailscaled --tun=userspace-networking --statedir="${TS_STATEDIR}" ${TS_OPT} &
PID=$!
until tailscale up --authkey="${TS_AUTHKEY}" --hostname="${TS_HOSTNAME}"; do
  sleep 0.1
done
tailscale status
if [ -n "${TS_SERVE_PORT}" ]; then # [tl! ++:10]
  if [ -n "${TS_FUNNEL}" ]; then
    if ! tailscale funnel status | grep -q -A1 '(Funnel on)' | grep -q "${TS_SERVE_PORT}"; then
      tailscale funnel --bg "${TS_SERVE_PORT}"
    fi
  else
    if ! tailscale serve status | grep -q "${TS_SERVE_PORT}"; then
      tailscale serve --bg "${TS_SERVE_PORT}"
    fi
  fi
fi
wait ${PID}
```

That script will start the `tailscaled` daemon in userspace mode, and it will store the Tailscale state in a user-defined location. It will then use a supplied [pre-auth key](https://tailscale.com/kb/1085/auth-keys) to bring up the new Tailscale node.

If both `TS_SERVE_PORT` and `TS_FUNNEL` are set, the script will publicly proxy the designated port with Tailscale Funnel. If only `TS_SERVE_PORT` is set, it will just proxy it internal to the tailnet with Tailscale Serve.

I'm using [this git repo](https://github.com/jbowdre/tailscale-docker/) to track my work on this, and it automatically builds the [tailscale-docker](https://github.com/jbowdre/tailscale-docker/pkgs/container/tailscale-docker) image. So now I can can reference `ghcr.io/jbowdre/tailscale-docker` in my Docker configurations.

On that note...

### Compose Configuration Description
There's also a [sample `docker-compose.yml`](https://github.com/jbowdre/tailscale-docker/blob/a996ea8d28d1357beb4eea65cff7d024ba94c8e3/docker-compose-example/docker-compose.yml) in the repo to show how to use the image:

```yaml
# torchlight! {"lineNumbers": true}
services:
  tailscale:
    build:
      context: ./image/
    container_name: tailscale
    environment:
      TS_AUTHKEY: ${TS_AUTHKEY:?err} # from https://login.tailscale.com/admin/settings/authkeys
      TS_HOSTNAME: ${TS_HOSTNAME:-ts-docker}
      TS_STATEDIR: "/var/lib/tailscale/" # store ts state in a local volume
      TS_SERVE_PORT: ${TS_SERVE_PORT:-} # optional port to proxy with tailscale serve (ex: '80')
      TS_FUNNEL: ${TS_FUNNEL:-} # if set, serve publicly with tailscale funnel
    volumes:
      - ./ts_data:/var/lib/tailscale/
  myservice:
    image: nginxdemos/hello
    network_mode: "service:tailscale"
```

The variables can be defined in a `.env` file stored alongside `docker-compose.yaml` to avoid having to store them in the compose file:

```shell
# torchlight! {"lineNumbers": true}
TS_AUTHKEY=tskey-auth-somestring-somelongerstring
TS_HOSTNAME=tsdemo
TS_SERVE_PORT=8080
TS_FUNNEL=1
```

| Variable Name | Example | Description |
| --- | --- | --- |
| `TS_AUTHKEY` | `tskey-auth-somestring-somelongerstring` | used for unattended auth of the new node, get one [here](https://login.tailscale.com/admin/settings/keys) |
| `TS_HOSTNAME` | `tsdemo` | optional Tailscale hostname for the new node |
| `TS_STATEDIR` | `/var/lib/tailscale/` | required directory for storing Tailscale state, this should be mounted to the container for persistence |
| `TS_SERVE_PORT` | `8080` | optional application port to expose with [Tailscale Serve](https://tailscale.com/kb/1312/serve) |
| `TS_FUNNEL` | `1` | if set (to anything), will proxy `TS_SERVE_PORT` **publicly** with [Tailscale Funnel](https://tailscale.com/kb/1223/funnel) |


- If you want to use Funnel with this configuration, it might be a good idea to associate the [Funnel ACL policy](https://tailscale.com/kb/1223/funnel#tailnet-policy-file-requirement) with a tag (like `tag:funnel`), as I discussed a bit [here](/tailscale-ssh-serve-funnel/#tailscale-funnel). And then when you create the [pre-auth key](https://tailscale.com/kb/1085/auth-keys), you can set it to automatically apply the tag so it can enable Funnel.
- It's very important that the path designated by `TS_STATEDIR` is a volume mounted into the container. Otherwise, the container will lose its Tailscale configuration when it stops. That could be inconvenient.
- Tying `network_mode` on the application container back to the `service:tailscale` definition is the magic that lets the sidecar proxy traffic for the app. This way the two containers effectively share the same network interface, allowing them to share the same ports. So port `8080` on the app container is available on the tailscale container, and that allows `tailscale serve --bg 8080` to work.

### Usage
To tie it all together, here are the steps that I took to serve up a quick CyberChef instance on my tailnet.

I started by going to the [Tailscale Admin Portal](https://login.tailscale.com/admin/settings/keys) and generating a new auth key. I gave it a description, ticked the option to pre-approve whatever device authenticates with this key (since I have [Device Approval](https://tailscale.com/kb/1099/device-approval) enabled on my tailnet). I also used the option to auto-apply the `tag:internal` tag I used for grouping my on-prem systems as well as the `tag:funnel` tag I use for approving Funnel devices in the ACL.

![authkey creation](authkey1.png)

That gives me a new single-use authkey:

![new authkey](authkey2.png)

I'll use that new key as well as the knowledge that CyberChef is served by default on port `8000` to create an appropriate `.env` file:

```shell
# torchlight! {"lineNumbers": true}
# .env
TS_AUTHKEY=tskey-auth-somestring-somelongerstring
TS_HOSTNAME=cyberchef
TS_SERVE_PORT=8000
TS_FUNNEL=true
```

And I can add the corresponding `docker-compose.yml` to go with it:

```yaml
# torchlight! {"lineNumbers": true}
# docker-compose.yml
services:
  tailscale:
    image: ghcr.io/jbowdre/tailscale-docker:latest
    container_name: cyberchef-tailscale
    environment:
      TS_AUTHKEY: ${TS_AUTHKEY:?err}
      TS_HOSTNAME: ${TS_HOSTNAME:-ts-docker}
      TS_STATEDIR: "/var/lib/tailscale/"
      TS_SERVE_PORT: ${TS_SERVE_PORT:-}
      TS_FUNNEL: ${TS_FUNNEL:-}
    volumes:
      - ./ts_data:/var/lib/tailscale/
  cyberchef:
    container_name: cyberchef
    image: mpepping/cyberchef:latest
    restart: unless-stopped
    network_mode: service:tailscale
```