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Microsoft Azure VPN Gateway vs Tailscale comparison

 

Comparison Buyer's Guide

Executive Summary

Review summaries and opinions

We asked business professionals to review the solutions they use. Here are some excerpts of what they said:
 

Categories and Ranking

Microsoft Azure VPN Gateway
Ranking in Enterprise Infrastructure VPN
4th
Average Rating
8.4
Reviews Sentiment
6.0
Number of Reviews
27
Ranking in other categories
No ranking in other categories
Tailscale
Ranking in Enterprise Infrastructure VPN
14th
Average Rating
9.0
Reviews Sentiment
4.6
Number of Reviews
1
Ranking in other categories
ZTNA (5th)
 

Mindshare comparison

As of February 2026, in the Enterprise Infrastructure VPN category, the mindshare of Microsoft Azure VPN Gateway is 4.8%, down from 6.9% compared to the previous year. The mindshare of Tailscale is 5.1%, down from 7.0% compared to the previous year. It is calculated based on PeerSpot user engagement data.
Enterprise Infrastructure VPN Market Share Distribution
ProductMarket Share (%)
Microsoft Azure VPN Gateway4.8%
Tailscale5.1%
Other90.1%
Enterprise Infrastructure VPN
 

Featured Reviews

Mano Senaratne - PeerSpot reviewer
Head of Digital Engineering, Management Consultant at Stax Inc.
Achieve seamless integration and fortified security while benefiting from a comprehensive suite of features
In Microsoft Azure VPN Gateway, there aren't too many areas for improvement, but the configuration part might be a little tricky. It took some time to get things to work, but once figured out, it becomes much easier. The documentation could use some improvement, particularly regarding point-to-site system setup with on-premise systems. Other than that, it's seamless, and you can connect things across regions. Regarding integration with Microsoft Azure VPN Gateway, we use Function Apps to create the integrations and Data Factory. All our data pipelines are written in Python, hosted within an Azure Data Factory or a Function App. This makes configuration easier and allows pipeline monitoring and creating integrations between different systems. We've created multiple integrations between SharePoint and our data warehouse, HubSpot and our data warehouse, and several other tools.
reviewer2797194 - PeerSpot reviewer
Software Engineer
Securing private cloud workflows has protected sensitive AWS resources with fine-grained access
The best features Tailscale offers are highlighted by the fact that setting up Tailscale was straightforward, at least once you are following the documentation and the guides. The security is valuable, as there are many providers available, but Tailscale fulfills the requirements that we had, allowing us to access and expose internal apps without exposing them to the general internet. The complex site-to-site connections are replaced using VPNs, and we can SSH into our remote desktops or SSH into our EC2 machines in our AWS regions in a secure way. About the features that make Tailscale stand out for me, with access control lists, we can fine-grain what can be accessed and by whom. It solved our base use case, which is keeping our secured infrastructure behind a private VPN, and that is why we started using it in the first place. Tailscale has had more positive impacts on my organization regarding security.

Quotes from Members

We asked business professionals to review the solutions they use. Here are some excerpts of what they said:
 

Pros

"It is easy to configure."
"One of the most valuable features is its support for various protocols, including BGP, which helps in making more secure connections."
"All of our offices are using Microsoft Azure VPN Gateway. The solution is scalable."
"The most valuable feature is the networking. I didn't have a good experience with the networking that Sophos has."
"I rate the product ten out of ten."
"The most valuable feature of Microsoft Azure VPN Gateway is its performance. It is very fast."
"It is a stable solution in our company, and we monitor critical health and performance parameters daily and weekly."
"The VPN Gateway is valued for its ease of use and redundancy."
"The security is valuable, as there are many providers available, but Tailscale fulfills the requirements that we had, allowing us to access and expose internal apps without exposing them to the general internet."
 

Cons

"Documentation and configuration settings can be improved."
"In future releases, I would like to see the ability to inject BGP routes."
"The product's deployment phase is not simple, making it an area where improvements are required."
"More configuration options could be included in Microsoft Azure VPN Gateway."
"The product must provide a single sign-on."
"Microsoft's support is rated at four due to issues such as speed of response and coordination difficulties."
"Make it completely routable, for example, if I have a gateway, I should be able to connect to whatever network I want on either side of the gateway, and the gateway should figure out which packet goes where."
"The marketing material in the portal is not very user-friendly."
"Regarding how Tailscale can be improved, I think for free users, there are some limited options."
 

Pricing and Cost Advice

"It's an expensive product"
"The costs are quite high."
"Its price is reasonable for new technology."
"The product costs us $140 to $180 per month."
"It's saved us money compared to getting a third-party appliance."
"The cost could be lower."
"There is a monthly license and the price depends on how many users are using Microsoft Azure VPN Gateway. The price could be less expensive."
"Microsoft Azure VPN Gateway is the cheapest way for us to connect to our cloud infrastructure. Other solutions, such as ExpressRoute are very expensive."
Information not available
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Top Industries

By visitors reading reviews
Computer Software Company
12%
Manufacturing Company
9%
Government
8%
Comms Service Provider
7%
Comms Service Provider
15%
Computer Software Company
10%
Financial Services Firm
9%
Manufacturing Company
8%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business13
Midsize Enterprise2
Large Enterprise14
No data available
 

Questions from the Community

What needs improvement with Microsoft Azure VPN Gateway?
Microsoft Azure VPN Gateway can be improved in security points with stronger encryption. I do not have additional feedback about needed improvements regarding configuration, support, or documentation.
What advice do you have for others considering Microsoft Azure VPN Gateway?
My advice to others looking into using Microsoft Azure VPN Gateway is that if you have a specific use case such as site-to-site VPN, then this is a perfect option for you. I rate Microsoft Azure VP...
Ask a question
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Also Known As

MS Azure VPN Gateway
No data available
 

Overview

 

Sample Customers

Information Not Available
Bamboo Health, Duolingo, Shiguredo, Instacart, Corelight, Machinify, Bolt, Mercari, Cobalt, Yugabyte, Jasper, VersaBank, Zego, Gini and Finter
Find out what your peers are saying about Fortinet, OpenVPN, Check Point Software Technologies and others in Enterprise Infrastructure VPN. Updated: January 2026.
881,665 professionals have used our research since 2012.