
Tailscale
Easiest way to use WireGuard
The Lens
Tailscale creates a private network that works everywhere without opening ports or configuring firewalls. It uses WireGuard (the fast, modern VPN protocol) underneath, but handles all the key exchange, NAT traversal, and device management that makes WireGuard hard to set up yourself.
The free tier covers up to 100 devices and 3 users. That's generous. Most personal and small team use cases fit comfortably. You get encrypted connections, MagicDNS (access devices by name), subnet routing, and exit nodes.
Paid plans start at $6/user/mo for the Starter tier (adds more users, ACL policies). Business is $18/user/mo with SSO, device posture checks, and custom DERP servers.
The catch: the coordination server (the part that manages keys and device registration) is proprietary. Your actual traffic goes peer-to-peer and never touches Tailscale's servers, but device management depends on them. If Tailscale disappears, your network stops working. Headscale is the open source alternative coordination server if that dependency bothers you. Also, Tailscale is BSD-licensed, which is unusually permissive for a VC-funded company. Appreciate that while it lasts.
Free vs Self-Hosted vs Paid
freemium**Free (Personal):** 100 devices, 3 users, all core features. MagicDNS, subnet routing, exit nodes, ACLs. This is a real free tier, not a trial.
**Starter ($6/user/mo):** More users, custom roles, longer device key expiry.
**Business ($18/user/mo):** SSO/SAML, device posture checks, custom DERP relay servers, longer audit logs.
**Enterprise (contact sales):** Custom everything. SLA, dedicated support, advanced compliance.
**The math:** For a team of 5 on Starter, that's $30/mo. Compare to setting up and maintaining a WireGuard VPN server yourself (4-8 hours of setup, ongoing maintenance, and no automatic NAT traversal. Tailscale's $30/mo buys back a lot of ops time.
**Self-hosted alternative:** Headscale (open source coordination server) gives you the self-hosted option with zero cost, but you lose the polished management UI and automatic updates. Worth it if vendor dependency is a non-starter.
Free for personal use (100 devices). Teams start at $6/user/mo. Headscale is the free self-hosted escape hatch.
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