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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
17th
Average Rating
9.0
Reviews Sentiment
4.6
Number of Reviews
1
Ranking in other categories
ZTNA (6th)
 

Mindshare comparison

As of January 2026, in the Enterprise Infrastructure VPN category, the mindshare of Microsoft Azure VPN Gateway is 5.1%, down from 6.9% compared to the previous year. The mindshare of Tailscale is 5.4%, down from 7.2% 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 Gateway5.1%
Tailscale5.4%
Other89.5%
Enterprise Infrastructure VPN
 

Featured Reviews

MatsHagberg Olsson2 - PeerSpot reviewer
Senior Solutions Architect at EQ2 Technology
Designs subnets with high security while navigating evolving integration processes
The primary function of Azure VPN Gateway allows for designing subnets from existing networks, whether they are physical or virtual networks within Azure or other cloud instances. You can configure these networks using IP numbers and connect them using certificates or SaaS strings. It also requires Entra ID for privileged access groups, resulting in high security.
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

"What I like best about Microsoft Azure VPN Gateway is that it's a managed VPN, so it's one of the most powerful VPNs I've ever found. It also provides point-to-site VPNs configurable within a few minutes."
"The Azure tool is useful and powerful and availability for clients. The updates are very good and reliable."
"The VPN Gateway is valued for its ease of use and redundancy."
"The solution is user-friendly."
"The product has valuable virtual machines, viability options, and enhanced VPN services, enabling the option to use it in different zones."
"I like the stability, HA, and performance of the product."
"The best feature is the ability to connect from anywhere."
"I rate the product ten out of ten."
"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

"Microsoft could work on having micro VPNs to integrate with mobile devices."
"Considering my past interactions with Microsoft's support team, it is difficult to get the right support unless you find the right person to speak with from the customer support team."
"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 product's deployment phase is not simple, making it an area where improvements are required."
"The monitoring part needs to be improved."
"Microsoft Azure VPN Gateway could improve by providing IPS zero-day threat protection. For example, the IPS zero-day threat protection can monitor the user behavior to protect the infrastructure. The solution can only be used as a VPN, it is lacking features."
"It isn't stabilized on the first day, and you need to set up the channels properly."
"There is a need to improve the paperwork and management approval process, which is currently painful, though not directly related to the VPN Gateway itself."
"Regarding how Tailscale can be improved, I think for free users, there are some limited options."
 

Pricing and Cost Advice

"The solution is subscription-based and very cheap."
"It's saved us money compared to getting a third-party appliance."
"Microsoft Azure VPN Gateway is the cheapest way for us to connect to our cloud infrastructure. Other solutions, such as ExpressRoute are very expensive."
"The product costs us $140 to $180 per month."
"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."
"It's an expensive product"
"The cost could be lower."
"Payment for licensing the solution is part of the operating model. So, one needs to keep on paying while consuming the solution. In short, the payment is based on the solution's capacity."
Information not available
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Top Industries

By visitors reading reviews
Computer Software Company
13%
Manufacturing Company
9%
Government
8%
Comms Service Provider
7%
Comms Service Provider
15%
Computer Software Company
10%
Financial Services Firm
8%
Manufacturing Company
7%
 

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.
881,082 professionals have used our research since 2012.