Tailscale Can Ping PiHole but I can't connect to apps

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MikeAqua

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#324260 19-Mar-2026 16:05

I have Pi 4B running Docker and Portainer with PiHole and a few other apps installed. I installed Tailscale using the one line install command for Linux on the tailrace website.

I can ping the Pi remotely from outside of my home network (using tailscale Android app). I can't ping the pi remotely without tailscale, so it is establishing a connection to some extent

However, despite being connected, I can't remotely open any of the app UIs (PiHole, Portainer, PiMonitor, Goitify). For example, if I try to log into the admin console for PiHole it just never loads. No error message, just nothing happens.

So it seems like Tailscale can see the Pi, but it can't reach anything inside a docker container.

Any suggestions welcome.

Mike

cddt

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#3471741 19-Mar-2026 16:09

Firewall?

E.g. ufw?

MikeAqua

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#3471742 19-Mar-2026 16:17

cddt:

Firewall?

E.g. ufw?

I'm not running any particular firewall that I'm aware of. Possibly my router is. How would I check?

Mike

shrub

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#3471748 19-Mar-2026 16:35

Have you set the pi as an exit node on tailscale?

Withers99

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#3471839 19-Mar-2026 19:54

Are you accessing the pi via IP address or hostname(for example pi.local or pi.lan)?

r0bbie

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#3471849 19-Mar-2026 20:31

So on the PI run

sudo ufw status

cddt

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#3471900 20-Mar-2026 05:55

MikeAqua:

I'm not running any particular firewall that I'm aware of. Possibly my router is. How would I check?

A firewall on your pi.

You didn't mention which operating system you have installed aside from Linux. Different distributions will ship with different firewalls by default, some may be enabled or disabled, etc.

There is documentation around ports here: https://docs.portainer.io/start/requirements-and-prerequisites

Rather than trying to connect to applications running through docker and portainer etc. have you tried initially just connecting via SSH to ensure that Tailscale is configured correctly?

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MikeAqua

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#3471917 20-Mar-2026 08:28

Withers99:

Are you accessing the pi via IP address or hostname(for example pi.local or pi.lan)?

IP address

Mike

MikeAqua

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#3471920 20-Mar-2026 08:38

cddt:

MikeAqua:

I'm not running any particular firewall that I'm aware of. Possibly my router is. How would I check?

A firewall on your pi.

You didn't mention which operating system you have installed aside from Linux. Different distributions will ship with different firewalls by default, some may be enabled or disabled, etc.

There is documentation around ports here: https://docs.portainer.io/start/requirements-and-prerequisites

Rather than trying to connect to applications running through docker and portainer etc. have you tried initially just connecting via SSH to ensure that Tailscale is configured correctly?

I'm running the official Pi 64-bit OS, installed during February. Trixie, I believe.

I haven't tried to SSH into the pi remotely (works fine from inside my network). That's a good idea thank you, I'll try that.

Mike

MikeAqua

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#3471921 20-Mar-2026 08:40

r0bbie:

So on the PI run

sudo ufw status

Thanks, I'll try this

Mike