Synology Tailscale / Troubleshooting

Synology Tailscale Subnet Router: LAN Device Unreachable

NAS access works, but a LAN service behind it does not. Separate subnet advertisement, CIDR, approval, access policy, client routing and target-side evidence.

Treat the route and permission to use it as separate evidence. A route can exist while access is denied; an allow rule cannot create a missing route.[2]

Applicability

Products
Synology DSM · Tailscale
Scope
For a remote Tailscale client reaching a known TCP/UDP service on a non-Tailscale LAN target through a reachable Synology NAS. Record DSM and package versions. Excludes NAS-service failure, site-to-site setups, exit nodes and DNS-only problems. Synology can advertise routes but currently cannot accept other subnet routes.[1]
Last verified

Symptoms

  • The NAS works through Tailscale, but the intended LAN address and service remain unavailable.[3]
  • Ordinary ping fails even though the intended TCP/UDP service works: this alone is not a broken-route diagnosis.[1]

Quick diagnosis

Gather the relevant observations before choosing a branch. Unknown evidence is not proof of a failed component.

Read-only

Identify the exact destination

Record the target IP, intended subnet, protocol and configured service port. In the admin console, inspect the NAS's advertised ranges without changing them.[4]

Safe / low risk

Try the intended service, not a ping gate

Use a normal, non-destructive operation in the intended application. Synology hybrid networking can carry TCP/UDP without successful ordinary ping.[1]

Interactive troubleshooter

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Guided check / step 1

Safe diagnostic guidance

Can you access the Synology NAS itself through Tailscale?

Confirm real NAS access before investigating the LAN target.[1]

Read the complete diagnostic tree without using the controls
  1. Can you access the Synology NAS itself through Tailscale?

    Confirm real NAS access before investigating the LAN target.[1]

    • Yes, NAS access worksIs the intended subnet advertised by this NAS?
    • No, or not establishedUse the existing NAS-reachability diagnosis
  2. Is the intended subnet advertised by this NAS?

    Inspect the NAS route advertisement in the admin console.[4]

    • Yes, an intended subnet is advertisedDoes that advertised CIDR contain the LAN target?
    • No advertisement foundHave the owner review the missing advertisement
    • I cannot establish the advertisementGather the missing observation before a change
  3. Does that advertised CIDR contain the LAN target?

    Compare the target address with the advertised range.[4]

    • Yes, the target is inside itIs that route approved or enabled?
    • No, the target is outside itResolve the target/CIDR mismatch first
    • I have not established the rangeGather the missing observation before a change
  4. Is that route approved or enabled?

    Approval may be manual or supplied by auto-approval.[3]

    • Yes, approval is confirmedDoes the effective policy allow this subnet destination?
    • No, it is not approvedRequest review of the unapproved route
    • Approval is unknownGather the missing observation before a change
  5. Does the effective policy allow this subnet destination?

    Verify the requesting identity and intended protocol/port.[2]

    • Yes, this connection is permittedIs the remote client accepting and using the route?
    • No, the policy denies itRequest review of the denied destination
    • Permission is not establishedGather the missing observation before a change
  6. Is the remote client accepting and using the route?

    Inspect its settings and actual destination route.[3]

    • Yes, the expected route is in useIs there an overlapping local range or destination ambiguity?
    • No, acceptance or route use is missingReview this client's route configuration
    • Client route behavior is unknownGather the missing observation before a change
  7. Is there an overlapping local range or destination ambiguity?

    Compare the client's current LAN range with the NAS-advertised range.[5]

    • Yes, overlapping ranges need investigationInvestigate possible routing ambiguity
    • No conflicting range is evidentDoes the intended TCP/UDP service respond?
    • I cannot establish the destination pathGather the missing observation before a change
  8. Does the intended TCP/UDP service respond?

    Use the intended application operation; ordinary ping is not a required gate.[1]

    • Yes, the service worksThe intended service works; no broken-route conclusion
    • Service works, but ordinary ping failsThe intended service works; no broken-route conclusion
    • No, the service still failsDoes the same service work from the relevant NAS/LAN side?
    • The intended service has not been testedGather the missing observation before a change
  9. Does the same service work from the relevant NAS/LAN side?

    Prefer a supported test from the NAS; another LAN host does not prove the NAS's path.[2]

    • Yes, NAS-side service access worksEscalate the remaining remote-versus-local difference
    • No, LAN-local service access also failsInvestigate the target/LAN/service boundary
    • NAS-side access is unknown or untestableGather the missing observation before a change
  10. Use the existing NAS-reachability diagnosis

    Stop this routed-LAN workflow. Follow the golden-page link in Next actions for NAS endpoint diagnosis.[1]

  11. Have the owner review the missing advertisement

    Do not invent a subnet or advertise a broader range to continue.[4]

  12. Resolve the target/CIDR mismatch first

    Verify addressing with the LAN owner before requesting a route change.[4]

  13. Request review of the unapproved route

    Approval is a separate administrative decision, not proof of service access.[3]

  14. Request review of the denied destination

    Preserve the denied identity and destination details; do not broaden access to everyone.[3]

  15. Review this client's route configuration

    Use the client's supported platform guidance. Do not enable route acceptance on Synology as a substitute.[3][1]

  16. Investigate possible routing ambiguity

    Have a network owner inspect the actual selected path. This result does not assert which route wins.[5]

  17. The intended service works; no broken-route conclusion

    A failed ordinary ping alone does not justify changing this working service path.[1]

  18. Investigate the target/LAN/service boundary

    Use target-specific evidence before attributing the failure to firewall or binding. No firewall-disable test.[2]

  19. Escalate the remaining remote-versus-local difference

    Provide the stage-by-stage observations to the network owner; the comparison narrows investigation, not a deterministic cause.[2]

  20. Gather the missing observation before a change

    Record the unresolved stage and ask its owner to inspect it. Unknown is not a failed prerequisite.[3]

Detailed diagnosis

Read-only

1. Check advertisement, CIDR and approval separately

Inspect the advertised subnet and confirm that its CIDR contains the target. Check approval independently; an existing auto-approval rule may already satisfy it.[4][3]

Read-only

2. Inspect destination permission

Ask the tailnet administrator to verify the actual source identity, subnet destination and intended protocol/port. NAS access is not proof of LAN-target permission.[2]

Read-only

3. Inspect the requesting client's route behavior

Linux clients require route acceptance to be enabled; Windows, macOS and mobile clients listed in the subnet-router guide accept by default. Defaults are not proof of current settings. Inspect the effective destination path on the requesting client, not route acceptance on Synology.[3]

Read-only

4. Compare local and remote address ranges

If both LANs use the same CIDR, investigate possible destination ambiguity. Actual behavior depends on platform and routing state; neither the local nor advertised route universally wins.[5]

Safe / low risk

5. Compare the relevant LAN-side service

The Route Injection reference recommends checking destination reachability from the subnet router. Use the same intended service from the NAS where supported. Another LAN device is only partial evidence: its path may differ. If local access fails too, inspect the target's service state, listening address and firewall using its own documentation; none is a confirmed cause yet.[2]

Supported scenarios

These observations narrow the investigation; they do not establish a unique cause.

The required subnet is not available to the client

Advertisement, approval and client acceptance are independent prerequisites.[2]

How to check: Identify which stage is missing before planning any correction.[4]

The effective policy does not permit the destination

Route installation does not grant access.[2]

How to check: Have the administrator inspect permission for this exact connection.[3]

Overlapping ranges need route-level investigation

An overlapping local network can require platform-specific analysis.[5]

How to check: Compare actual routes and intended host identity, not just address spelling.[5]

Next actions and procedure boundaries

If the NAS itself is unreachable, use Synology Tailscale connected but NAS unreachable. The guided result “Use the existing NAS-reachability diagnosis” refers here.
Read-only

Request a scoped control-plane correction

If a stage is missing, provide its observed state to the tailnet owner. Request review of only the required subnet and destination permission. This is a planning handoff, not an instruction to change routes or grants.[3]

Read-only

Keep unresolved target failures with the relevant owner

If LAN-local service access also fails, stop treating Tailscale as the established cause. If local access works but remote access fails after the preceding checks, provide the comparison to the network owner. HomeLabFix's isolation recommendation does not identify a specific firewall rule or service-binding defect.[2]

Read-only

Escalate overlap or unverified DSM forwarding

Request a platform-specific plan for routing ambiguity or suspected forwarding limitations. Generic Linux setup guidance is not a verified DSM procedure. Route rewriting, 4via6 and subnet redesign are outside this diagnosis.[5][4]

Warnings and boundaries

Failed ping alone does NOT prove the subnet route is broken. Do not apply a blind TUN change or reinstall to repair an otherwise working service path.[1]
HomeLabFix safety boundary: route, policy or firewall changes can remove access or broaden exposure. Before any separate change, require local recovery access, saved configuration and a vendor-verified restoration plan. No blanket allow rule or default-route advertisement is a troubleshooting shortcut.[3]
Routing overrides on roaming interfaces can send private-destination traffic to the wrong LAN. Do not widen a CIDR or rewrite routes blindly.[5]

Sources

Links were reviewed on 2026-09-05. Reachability and automated validation do not replace editorial verification of each claim.

  1. Access Synology NAS from anywhere
    Tailscale · Tier A · accessed 2026-09-02
  2. Route injection
    Tailscale · Tier A · accessed 2026-09-05
  3. Subnet routers
    Tailscale · Tier A · accessed 2026-09-05
  4. Configure a subnet router
    Tailscale · Tier A · accessed 2026-09-05
  5. LAN traffic prioritization with overlapping subnet routes
    Tailscale · Tier A · accessed 2026-09-05