azure-vpn-gateway
Expert knowledge for Azure VPN Gateway development including troubleshooting, best practices, decision making, architecture & design patterns, limits & quotas, security, configuration, integrations & coding patterns, and deployment. Use when designing VPN topologies, choosing SKUs, configuring P2S/S
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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: Use the Category Index below to locate relevant sections. For categories with line ranges (e.g.,
L35-L120), useread_filewith the specified lines. For categories with file links (e.g.,[security.md](security.md)), useread_fileon the linked reference file
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-L43 | Diagnosing and fixing Azure VPN Gateway issues: client prerequisites, packet captures, tunnel resets, connection health checks, and answers to common troubleshooting FAQs. |
| Best Practices | L44-L48 | 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 | L49-L58 | Guidance on choosing VPN Gateway SKUs and planning migrations: Linux VPN client, P2S protocols (SSTP to IKEv2/OpenVPN), client types, and Classic-to-Resource Manager gateways. |
| Architecture & Design Patterns | L59-L65 | Designing Azure VPN Gateway architectures: choosing topologies, active-active setups, cross-region peering, and high-availability connectivity patterns. |
| Limits & Quotas | L66-L70 | VPN Gateway client version history, SKU comparisons, and FAQs about gateway limits, scale, performance, and connection behavior |
| Security | L71-L88 | Securing Azure VPN Gateway: IPsec/IKE crypto, forced tunneling, P2S auth (Entra ID, RADIUS, MFA, Device SSO), access control, cert migration, roles/permissions, and security best practices. |
| Configuration | L89-L137 | Configuring Azure VPN Gateway and clients: P2S/S2S setup, auth (cert, Entra, RADIUS), routing/BGP, IPsec/NAT/traffic selectors, monitoring, and VNet/ExpressRoute connectivity. |
| Integrations & Coding Patterns | L138-L145 | Configuring Azure VPN with external systems: NPS/RADIUS user groups, S2S certificate tunnels, VPN over ExpressRoute, Cisco ASA setups, and BGP connections with AWS. |
| Deployment | L146-L155 | Deploying and upgrading Azure VPN Gateways (SKUs, zones, active/active), creating S2S VPNs via PowerShell/CLI, and distributing Azure VPN client profiles with Intune. |
Troubleshooting
| Topic | URL |
|---|---|
| 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 |
|---|---|
| Select appropriate Azure VPN Gateway SKU | https://learn.microsoft.com/en-us/azure/vpn-gateway/about-gateway-skus |
| Plan migration from Azure VPN Client for Linux | https://learn.microsoft.com/en-us/azure/vpn-gateway/azure-vpn-client-linux-retirement |
| Map and migrate Azure VPN Gateway SKUs | https://learn.microsoft.com/en-us/azure/vpn-gateway/gateway-sku-consolidation |
| Migrate Azure P2S VPN from SSTP to IKEv2/OpenVPN | https://learn.microsoft.com/en-us/azure/vpn-gateway/ikev2-openvpn-from-sstp |
| Migrate P2S VPN from manual to Microsoft-registered client | https://learn.microsoft.com/en-us/azure/vpn-gateway/point-to-site-entra-gateway-update |
| Migrate VPN Gateways from Classic to Resource Manager | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-classic-resource-manager-migration |
Architecture & Design Patterns
| Topic | URL |
|---|---|
| Design and configure active-active Azure VPN gateways | https://learn.microsoft.com/en-us/azure/vpn-gateway/about-active-active-gateways |
| Use cross-region VPN/ExpressRoute gateways via peering | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-different-region |
| Design highly available Azure VPN Gateway connectivity | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-highlyavailable |
Limits & Quotas
| Topic | URL |
|---|---|
| Compare Azure VPN Gateway legacy SKUs and limits | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-about-skus-legacy |
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
| Topic | URL |
|---|---|
| Migrate VPN Gateway Basic public IP to Standard | https://learn.microsoft.com/en-us/azure/vpn-gateway/basic-public-ip-migrate-about |
| Migrate VPN Gateway public IP from Basic to Standard | https://learn.microsoft.com/en-us/azure/vpn-gateway/basic-public-ip-migrate-howto |
| Create a Basic SKU VPN Gateway via PowerShell | https://learn.microsoft.com/en-us/azure/vpn-gateway/create-gateway-basic-sku-powershell |
| Deploy zone-redundant VPN and ExpressRoute gateways | https://learn.microsoft.com/en-us/azure/vpn-gateway/create-zone-redundant-vnet-gateway |
| Upgrade Azure VPN Gateway SKU with minimal downtime | https://learn.microsoft.com/en-us/azure/vpn-gateway/gateway-sku-upgrade |
| Create S2S VPN with shared key using PowerShell | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-create-site-to-site-rm-powershell |
| Create S2S VPN with shared key using Azure CLI | https://learn.microsoft.com/en-us/azure/vpn-gateway/vpn-gateway-howto-site-to-site-resource-manager-cli |
Files
1- SKILL.md
65772c6ec316.1 KB
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