azure-vpn-gateway
SKILL.md
Azure VPN Gateway Skill
This skill provides expert guidance for Azure VPN Gateway. Covers troubleshooting, best practices, decision making, architecture & design patterns, limits & quotas, security, configuration, integrations & coding patterns, and deployment. It combines local quick-reference content with remote documentation fetching capabilities.
How to Use This Skill
IMPORTANT for Agent: This file may be large. Use the Category Index below to locate relevant sections, then use
read_filewith specific line ranges (e.g.,L136-L144) to read the sections needed for the user's question
IMPORTANT for Agent: If
metadata.generated_atis more than 3 months old, suggest the user pull the latest version from the repository. Ifmcp_microsoftdocstools are not available, suggest the user install it: Installation Guide
This skill requires network access to fetch documentation content:
- Preferred: Use
mcp_microsoftdocs:microsoft_docs_fetchwith query stringfrom=learn-agent-skill. Returns Markdown. - Fallback: Use
fetch_webpagewith query stringfrom=learn-agent-skill&accept=text/markdown. Returns Markdown.
Category Index
| Category | Lines | Description |
|---|---|---|
| Troubleshooting | L37-L44 | Diagnosing and fixing Azure VPN Gateway issues: S2S/P2S connection failures, certificate/auth errors, macOS IKEv2, throughput, health checks, resets, and packet-capture/log-based debugging |
| Best Practices | L45-L49 | Guidance on using network virtual appliances (NVAs) in Azure as VPN endpoints for remote access, including design, routing, security, and integration with Azure VPN Gateway. |
| Decision Making | L50-L59 | Guidance on choosing VPN Gateway SKUs, planning/migrating IPs and gateways (Classic→ARM), shifting P2S protocols (SSTP→IKEv2/OpenVPN), and designing remote work P2S VPN setups. |
| Architecture & Design Patterns | L60-L66 | Design patterns and guidance for choosing VPN Gateway topologies, configuring active-active gateways, and building highly available, resilient site-to-site connectivity. |
| Limits & Quotas | L67-L73 | VPN Gateway client version history, SKU comparisons, and FAQs about gateway limits, scale, performance, and connection behavior |
| Security | L74-L97 | Securing Azure VPN Gateway: IPsec/IKE policies, forced tunneling, cert/RADIUS auth, Entra ID & MFA for P2S, client config (Win/macOS/Linux), access control, roles, and crypto best practices. |
| Configuration | L98-L154 | Configuring Azure VPN Gateway and clients: S2S/P2S setup, certificates/RADIUS/Entra auth, BGP, IPsec/NAT/IPv6, routing, monitoring, VNet-to-VNet, and client configs for Windows/macOS/Linux/iOS. |
| Integrations & Coding Patterns | L155-L162 | Configuring Azure VPN Gateway with on-prem devices and services: NPS/RADIUS VSAs for P2S, S2S over ExpressRoute, Cisco ASA samples, and BGP VPN connectivity with AWS. |
| Deployment | L163-L175 | Deploying and configuring VPN Gateways: creating gateways and S2S tunnels via PowerShell/CLI, changing SKUs/modes, enabling zone redundancy, migrating IPs, and deploying VPN client profiles. |
Troubleshooting
| Topic | URL |
|---|---|
| Run Azure VPN Client prerequisites check and fix issues | https://learn.microsoft.com/en-us/azure/vpn-gateway/azure-vpn-client-prerequisites-check |
| Use packet capture on VPN Gateway for diagnostics | https://learn.microsoft.com/en-us/azure/vpn-gateway/packet-capture |
| Reset VPN Gateway or connection to restore IPsec tunnels | https://learn.microsoft.com/en-us/azure/vpn-gateway/reset-gateway |
| Verify Azure VPN Gateway connection health | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-verify-connection-resource-manager |
Best Practices
| Topic | URL |
|---|---|
| Use NVAs in Azure for remote access scenarios | https://learn.microsoft.com/en-us/azure/vpn-gateway/nva-work-remotely-support |
Decision Making
| Topic | URL |
|---|---|
| Choose appropriate Azure VPN Gateway SKUs | https://learn.microsoft.com/en-us/azure/vpn-gateway/about-gateway-skus |
| Plan migration from Basic to Standard public IP | https://learn.microsoft.com/en-us/azure/vpn-gateway/basic-public-ip-migrate-about |
| Understand Azure VPN Gateway SKU mappings | https://learn.microsoft.com/en-us/azure/vpn-gateway/gateway-sku-consolidation |
| Migrate P2S connections from SSTP to IKEv2/OpenVPN | https://learn.microsoft.com/en-us/azure/vpn-gateway/ikev2-openvpn-from-sstp |
| Migrate VPN Gateways from Classic to Resource Manager | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-classic-resource-manager-migration |
| Plan remote work using P2S VPN Gateways | https://learn.microsoft.com/en-us/azure/vpn-gateway/work-remotely-support |
Architecture & Design Patterns
| Topic | URL |
|---|---|
| Design and configure active-active VPN Gateways | https://learn.microsoft.com/en-us/azure/vpn-gateway/about-active-active-gateways |
| Select Azure VPN Gateway topologies and designs | https://learn.microsoft.com/en-us/azure/vpn-gateway/design |
| Design highly available Azure VPN Gateway connectivity | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-highlyavailable |
Limits & Quotas
| Topic | URL |
|---|---|
| Reference of Azure VPN Client versions | https://learn.microsoft.com/en-us/azure/vpn-gateway/azure-vpn-client-versions |
| Compare Azure VPN Gateway legacy SKUs and limits | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-about-skus-legacy |
| Azure VPN Gateway FAQ with limits and behaviors | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-vpn-faq |
Security
Configuration
Integrations & Coding Patterns
| Topic | URL |
|---|---|
| Configure NPS RADIUS VSAs for P2S user groups | https://learn.microsoft.com/en-us/azure/vpn-gateway/point-to-site-user-groups-radius |
| Configure S2S VPN over ExpressRoute private peering | https://learn.microsoft.com/en-us/azure/vpn-gateway/site-to-site-vpn-private-peering |
| Sample Cisco ASA configuration for Azure VPN Gateway | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-3rdparty-device-config-cisco-asa |
| Configure BGP VPN connection between Azure and AWS | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-howto-aws-bgp |
Deployment
Weekly Installs
5
Repository
microsoftdocs/a…t-skillsGitHub Stars
411
First Seen
8 days ago
Security Audits
Installed on
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