1,934 questions with Azure VPN Gateway tags

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Windows Server 2019 cannot connect to Azure site using Azure VPN client(certificate authentication)

I'm currently installing a VPN client configuration using Azure VPN Client with certificate authentication for the tunnel type I'm using: IKEv2 and OpenVPN. In the Azure VPN client, I imported the configuration azurevpnconfig.xml, and when connecting, I…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-23T23:29:40.3666667+00:00
Andhika Saputra 20 Reputation points
commented 2025-10-25T00:25:27.6066667+00:00
Ravi Varma Mudduluru 1,790 Reputation points Microsoft External Staff Moderator
0 answers

Issues to delete VPN Gateway

Hello Microsoft, I'm unable to delete my VPN Gateway despite trying through the Azure portal, Powershell, and Azure CLI. It remains in a Failed state. Could you please advise?

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-24T16:21:54.1133333+00:00
IT Manager 0 Reputation points
commented 2025-10-24T17:17:13.27+00:00
Ravi Varma Mudduluru 1,790 Reputation points Microsoft External Staff Moderator
0 answers

VPN Client downloaded from Azure portal won't connect to Azure VPN Gateway - Timeout

We have been using an Azure VPN Gateway without issue. Today we're getting an error when trying to connect: A connection attempt failed because the connected party did not properly respond after a period of time, or established connection failed because…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-24T12:27:27.44+00:00
Carl Sanders 0 Reputation points
commented 2025-10-24T16:47:20.62+00:00
Priya ranjan Jena 1,510 Reputation points Microsoft External Staff Moderator
1 answer

Dialing VPN connection vnet-vnetexample, Status = A specified profile cannot be found

After following the VPN setup instructions for P2S with EntraID and Microsoft public audience of (Edit: Removed). I can Authenticate but then the connection is dropped with error "A specified profile cannot be found" This is using VpnGw2AZ,…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-22T03:49:34.3866667+00:00
marc.caron 10 Reputation points
edited a comment 2025-10-23T19:44:44.7+00:00
kobulloc-MSFT 26,846 Reputation points Microsoft Employee Moderator
1 answer

Options to scale beyond 30 S2S connections on Azure VPN Gateway (Gen1) in Hub VNet with Firewall

I have a VPN Gateway (Gen1 - VpnGw1) deployed in my Hub VNet, which also hosts Azure Firewall and Azure WAF. I will soon reach the 30 Site-to-Site (S2S) connection limit, and as per documentation, the maximum supported on Gen1 is 30. Since this is Gen1,…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-21T16:54:44.3366667+00:00
Paul 0 Reputation points
answered 2025-10-21T21:59:04.3833333+00:00
Ravi Varma Mudduluru 1,790 Reputation points Microsoft External Staff Moderator
1 answer

Azure VPN for Mac doesn't connect, when the audience attribute has an end of line

Hi I don't know if this is the right place to report this, but I will do it to help others having the same problem. Apparently the Azure VPN client for MacOS, version 2.7.101 has a problem, when an end of line is present on the audience attribute like…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-20T10:02:16.9766667+00:00
Josef 0 Reputation points
answered 2025-10-21T15:25:47.8766667+00:00
Priya ranjan Jena 1,510 Reputation points Microsoft External Staff Moderator
2 answers

Public IP migration from Basic to Standard doesn't work...

I need to migrate a public IP address from a Basic SKU to a Standard SKU. However, the upgrade option is unavailable because the IP is currently set to Dynamic. I cannot change it to Static since the option is greyed out, as the IP is associated with a…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-17T14:33:52.0433333+00:00
Andrew Norman 0 Reputation points
answered 2025-10-17T14:52:30.01+00:00
Priya ranjan Jena 1,510 Reputation points Microsoft External Staff Moderator
3 answers One of the answers was accepted by the question author.

Upgrading BASIC ip with Start-VMPublicIPUpgrade is not working

I'm trying to upgrade a Basic ip of my Virtual Machine within Central US region with below command: This VM in not a member of VMSS, any load balancer etc. simple VM with public basic sku ip and nsg. Start-VMPublicIPUpgrade -VMName 'MyVMName'…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-10T06:13:20.4366667+00:00
Maciej Kurzeja 25 Reputation points
accepted 2025-10-17T11:10:35.94+00:00
Maciej Kurzeja 25 Reputation points
2 answers One of the answers was accepted by the question author.

Retirement timeline for Basic VPN Gateways using Basic SKU IPs

Good morning, how are you? I received this email on August 1 with the title attached regarding my basic public IP and basic VPN, but so far I have not yet received the automated tool to remove the Public IP address, and it also has not appeared to…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-15T12:54:27.3466667+00:00
Alex Sander Barbosa Dos Santos 20 Reputation points
commented 2025-10-15T17:54:32.7+00:00
TP 141.6K Reputation points Volunteer Moderator
1 answer

getting error -"Manually configure line of sight to private IP address" post migrating Windows server to Azure,do have VPN ipsec enabled but still not able to resolve this error and RDP to the VM

Have migrated a Windows server to Azure VM, unable to RDP using Native RDP-i have a Site to site VPN connection shown as "Connected". There are 2 different subscription1-shared subs having Vnet1 which is peered Vnet2 in Subscription2-Production…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-13T23:46:10.1233333+00:00
bagh, sukriti 0 Reputation points
answered 2025-10-15T05:56:20.73+00:00
Harish Peddapally 1,330 Reputation points Microsoft External Staff Moderator
0 answers

Internet traffic is not routing through P2S vpn from local machine

I am able to successfully connect to the Azure P2S vpn but when i check the internet public IP it still shows my local Public IP and not the Public IP of the Azure network. I need to have all traffic route through the P2S VPN when connected.

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-13T19:26:15.6433333+00:00
Ernest Chambliss 0 Reputation points
edited a comment 2025-10-14T01:02:10.6433333+00:00
Ravi Varma Mudduluru 1,790 Reputation points Microsoft External Staff Moderator
1 answer

My requirement is need to take RDP from Android/IOS device to windows client via Point-to-site secured VPN tunneling. Is this feasible, If yes please explain.

Is it possible to establish a Point-to-Site (P2S) VPN connection between Android and Windows devices using Azure VPN? If yes, which authentications will support for this and needs a step by step configuration. My requirement is need to take RDP from…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-08T07:26:58.4366667+00:00
Suresh Kumar 60 Reputation points
answered 2025-10-13T09:15:17.49+00:00
Harish Peddapally 1,330 Reputation points Microsoft External Staff Moderator
2 answers

Upgrade to Standard SKU public IP addresses in Azure by 30 September 2025—Basic SKU will be retired

I received the following email, not entirely sure where I start?

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-09-12T12:59:02.4966667+00:00
Feehan, Andrew 0 Reputation points
edited the question 2025-10-09T16:30:36.13+00:00
Jeevan Shanigarapu 2,375 Reputation points Microsoft External Staff Moderator
3 answers

Clarification on VPN Gateways and Expiry of Basic Public IP Addresses

Dear Support, I hope this message finds you well. We currently have three VPN gateways deployed, each using a different SKU: Basic, Standard, and VpnGw1. We recently received a notification from Azure stating that Basic Public IP addresses will expire on…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-09-24T08:12:35.45+00:00
Muhammad Yousuf 0 Reputation points
commented 2025-10-09T08:10:49.6566667+00:00
Pranitha Maddi 1,195 Reputation points Microsoft External Staff Moderator
3 answers One of the answers was accepted by the question author.

VPN Gateway migration from basic to standard failed

Hi, we were trying to migrate a VPN gateway (VPNGW1) from the basic SKU to the standard one and have used "Migrate to Stadard IP" option under the configuration blade of the VPN Gateway. Although the Preparation stage completed successfully,…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-09-24T13:45:22.51+00:00
Ioan Balint 30 Reputation points
edited an answer 2025-10-10T04:40:15.6366667+00:00
Thanmayi Godithi 1,635 Reputation points Microsoft External Staff Moderator
1 answer

Troubleshooting VPN Gateway Migration Error to Standard IP Based Deployment

We attempted to use the migration tool for a Virtual Network Gateway created with Basic IP to migrate to Standard IP has resulted in the following error: "Failed to execute migration to Standard IP Based Deployment. Error: An error occurred,"…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-09-25T21:43:54.37+00:00
Sergii M 15 Reputation points
commented 2025-10-09T04:32:03.98+00:00
Sergii M 15 Reputation points
1 answer

Unable to delete public ip address. It's associated to a non existing vpngwLoadBalancer resource

As Torsten Egebirk (https://free.blessedness.top/en-in/answers/questions/5562809/unable-to-delete-public-ip-address-its-associated) I'm unable to delete public IP addresses which are bound to an orphaned (non-existing) vpngwLoadBalancer instance. Because…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-09-30T18:45:03.3566667+00:00
Thomas Meckel 16 Reputation points
edited an answer 2025-10-10T23:41:33.1666667+00:00
Ravi Varma Mudduluru 1,790 Reputation points Microsoft External Staff Moderator
1 answer

How to configure connectivity from an Azure VM (Used to host applications) to an on-premises SQL Server using a Site-to-Site VPN?

I have an application hosted on an Azure Virtual Machine and need to connect it to an on-premises SQL Server. The network setup involves: Azure VM hosted in a VNet. On-premises firewall (Checkpoint) with a public IP. A VPN gateway in Azure. I would…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-08T08:43:52.39+00:00
Akhil P Sasi 0 Reputation points
answered 2025-10-08T11:01:20.1533333+00:00
Priya ranjan Jena 1,510 Reputation points Microsoft External Staff Moderator
2 answers

Virtual network gateways with legacy domain name and configured with P2S config are not currently supported for Basic IP to Standard IP migration

Attempted to migrate a VpnGw1 sku gateway with basic IP using the migrate to standard IP option, validation showed as successful however preparation failed with the following error: Failed to prepare for migration to Standard IP Based Deployment.. Error:…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-09T07:04:52.3433333+00:00
Chris Attewell 0 Reputation points
answered 2025-10-10T14:16:35.75+00:00
Priya ranjan Jena 1,510 Reputation points Microsoft External Staff Moderator
1 answer

I was not able to migrate Standard IP for Virtual Network Gateway

I was trying to Migrate to Standard IP for my Virtual network gateway (non-az sku), active-passive with built within portal "Migrate to Standard IP Based Deployment". Despite Azure validation is showing "Succeeded" (this is a bug i…

Azure VPN Gateway
Azure VPN Gateway
An Azure service that enables the connection of on-premises networks to Azure through site-to-site virtual private networks.
1,934 questions
asked 2025-10-10T06:35:48.14+00:00
Maciej Kurzeja 25 Reputation points
answered 2025-10-10T09:55:43.9933333+00:00
Thanmayi Godithi 1,635 Reputation points Microsoft External Staff Moderator