hi, i finally found some time to dig into this. Oddly, I think I got a functioning setup, although it did a bit differently in the end. If you may, please advise if I indeed reached completion, or I have it set suboptimal.

1. I installed Tailscale gui natively on my mac mini, and ios devices.
2. I tried following up on your advise of creating DNS records. First in Cloudflare, but since I already set a wildcard entry as type CNAME/*/mydomain.com/DNSonly/TTLauto I wasn’t allowed to add type A record with a similar wildcard entry. I need this existing CNAME line for Traefik to work my SSL certificates (as far i understood). Then I tried setting it up through the DNS>custom Namespaces within Tailscale admin console instead. An entry would look like service.mydomain.com and for ipv4 the local ip of the mac mini. But I wasn’t sure about the config as it wasn’t working. Then i tried the Tailscale ip 100.xx.xx.xx, to no avail.
3. I thought I needed to advertise routes for my local network, so I did. As similar to --advertise-routes=192.168.68.0/24. And later instead the docker network 172.23.0.0/16. Still didn’t do it.
4. As I am a NextDNS user I set the ID number in Tailscale>DNS>Nameservers as the Global nameserver and checked Override local DNS.
5. In the NextDNS config I defined a Rewrite function as *.mydomain.com to the Tailscale IP of the local machine 100.xx.xx.xx . And boom, I can access the servers from my idevices over the Tailscale vpn tunnel.
6. I then tried to tear down the setup again. It seems the advertise routes from (3) doesn’t do anything, so I removed it again.

Open for any suggestions on this hacked attempt.

Update: yes found an issue. I can only access the services with tailscale enabled. I suspect the rewrite is causing an inproper pass through without the tunnel, as that the tailscale ip cannot be reached.

Update 2: I changed to rewrite to the local ip address instead, similar to 192.168.68.110. I think it works now when accessing within the local network without tunnel and externally with the tunnel.

Thank you for message, i appreciate the effort.

Where I struggle is the part where i need to expose my subnet within Tailscale. I don’t have any machineip:port delegated to the services anymore.

I got a domain name through CF, and have traefik generate unique url links as *service.mydomain.com that routes it to the specific service running in docker on my localmachine. It also takes care of certificates. Calling that service url only works within the local network.

In my docker compose set up, I removed all the ports as I dont access the services via ip:port. I hope this makes sense to you.

So it seems I need to configure Tailscale in such a way I can tunnel to my home network and then make the service.mydomain.com call. And that is where it got too complicated for me right now.

I also fail to understand if I need to run Tailscale native or in (the same) docker env.

People seem to like and recommend Tailscale. I have not gotten to setting it up. My setup involves reverse proxy with treafik and my services in docker. Any suggestions on how what I need to do would be welcome.