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Cloudflare One vs Tailscale comparison

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Comparison Buyer's Guide

Executive SummaryUpdated on Apr 5, 2026

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

iboss
Sponsored
Average Rating
8.4
Reviews Sentiment
6.9
Number of Reviews
22
Ranking in other categories
Secure Web Gateways (SWG) (6th), Internet Security (3rd), Web Content Filtering (1st), Cloud Access Security Brokers (CASB) (7th), ZTNA as a Service (8th), Secure Access Service Edge (SASE) (8th)
Cloudflare One
Average Rating
8.6
Reviews Sentiment
6.5
Number of Reviews
23
Ranking in other categories
Email Security (20th), Secure Web Gateways (SWG) (13th), Data Loss Prevention (DLP) (20th), Cloud Access Security Brokers (CASB) (12th), Distributed Denial-of-Service (DDoS) Protection (7th), Software Defined WAN (SD-WAN) Solutions (12th), Access Management (11th), Bot Management (3rd), ZTNA as a Service (9th), ZTNA (4th), Secure Access Service Edge (SASE) (10th), Remote Browser Isolation (RBI) (3rd)
Tailscale
Average Rating
8.8
Reviews Sentiment
6.3
Number of Reviews
21
Ranking in other categories
Enterprise Infrastructure VPN (4th), ZTNA (3rd)
 

Featured Reviews

Ashok Ananthula - PeerSpot reviewer
Senior Consultant Proxy Engineering at a financial services firm with 10,001+ employees
Cloud gateway has strengthened remote web security and now needs better Mac and ISP support
The problem our organization had is that iboss failed for the Mac devices. It is not able to give a successful agent for the Mac agents. That is where in 2025, we had to migrate to the Palo Alto-based platform. If your use case is for just Windows laptops,you can consider this platform as an option One issue is the data center resiliency part. In India especially, they are not tied up with the Tier 1 ISPs like Tata or Airtel; they were having Tier 2 ISPs and encountered many issues reaching few major sites that my organization depends on, and they were having problems that they could not fix quickly. They also lack a mechanism to route that traffic within their data center; rather, they ask customers to make a pac file change to route it to Singapore explicitly. It would be better if they route from their backend , i mean even if I send it to India DC, they should be able to route it internally to make that work; however, they fail to do that and ask the customer to route it in the pac file. Another suggestion is that in China, they do not have the proper setup; they used to have numerous problems with slowness and lack of premium circuits in China as well. That leads to multiple sites working slowly with latency-related issues. So the main issue is the ISP-related problems that need to be solved.
CV
Network Architect at IP Dimension
Cloud security has improved remote access and has reduced costs for smaller client sites
I have used Cloudflare One's Identity-Aware Proxy, and it is quite straightforward from what I have seen so far. The app registration on the Azure side integrates fully into Cloudflare, and I am very satisfied with that part because it is easy to set up. The integration of Cloudflare One's Secure Web Gateway and Zero Trust Network Access works without any issues. That part is pretty automatic, and if you complete the rest of the setup, it comes together by itself with no issues from my side. What makes it nice is that we can actually start replacing on-site firewalls at this stage for the smaller clients because it does not matter if they go to a coffee shop or work from home; they are still secured by the same connection. The hops get shorter and you get better latency. We have done testing to see if it is better. One thing that we did notice with our proof of concept with our current client is that they have people connecting from the UK. When they used their previous VPN solution, uploading CAD drawings and other files to the server took a long time. They mentioned that it is much quicker on Cloudflare One's solution. I definitely believe that is part of the improved performance, and I am satisfied with that as well. What is nice about Cloudflare One is that it makes the setup easier and also easier to train technicians to maintain it. Compared to legacy systems, we do not need to get fancy firewalls in place that are costly. That is definitely also a cost-saver with Cloudflare One.
Adeniyi Stephen - PeerSpot reviewer
DevOps Engineer at CloudKite.io
Secure access has simplified hybrid connectivity and has unified multi-cluster workflows
I would say that in terms of Tailscale, if I have so many tailnets I need to connect to, there are some issues in the login process that need a little bit of attention from the Tailscale team. Sometimes, you would probably need to restart your entire system for it to connect. As a DevOps as a Service engineer, I have so many clients that are using Tailscale, and I would need to connect to maybe five different tailnets because they are different clients. Client A might have a Tailscale, Client B, Client C, and so on. When changing between tailnets, sometimes it hangs. Sometimes you might need to restart your entire system. This is a bit of a headache in that aspect. However, I believe if you are just using a particular tailnet, just one, then it is quite easy and there won't be any headache. For me, I think it can be improved in the aspect of having multiple tailnets to connect to. A good refresh on the Tailscale side and the backend side to refresh the connection anytime there is a new connection to be made would be helpful. Instead of needing to restart the system, it should be able to refresh itself. The connection side and connecting to multiple Tailscale instances can be problematic, and sometimes you have to restart your system when switching between them. The ACL sometimes is like another language on its own entirely. It is fine, but they need to make it in a YAML format instead of the current format because it is quite new and something you have to go and study. If they can make it like a YAML format, that would be better. Aside from the switching which I mentioned and the fact that you have to relearn their ACL, if the ACL could be in a YAML format instead of JSON format, that would be beneficial. I don't think there is much they can do about the switching of tailnets, but if they can have a YAML format of the ACL, that would be good. Every other thing is a ten out of ten. The connection-wise is easy to set up and easy to install. It is good to have things connected all together from on-premises, from so many environments, and even exit nodes as well. It is good overall. The pricing, I think Tailscale can be a little bit on the higher side. It is not for teams with just small users. If you want to set it up for small users and a small startup, I don't think you can afford it and might need to go to other open-source alternatives. It is good for teams that have maybe fifty plus users or one hundred users. In terms of pricing, I would say it is on the higher side, but it is worth it. The price is worth the functionality. As a user, I would say it is more on the higher side, but based on its functionality, it is worth the price.

Quotes from Members

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

Pros

"This product is solid, fairly easy to use, and reliable."
"iboss is among the few products providing inline filtering where no application is needed on the device."
"The solution has massively improved our security posture, giving us full visibility into what our staff does online."
"Because of iboss, I did not have to assign web filtering tasks to my techs on a daily basis."
"First of all, the security policies are essential. I do not have to rely solely on Active Directory for our users."
"iboss is definitely very good in terms of service."
"From a use-case scenario, what I like the most is the plug-in. I like the fact that we can do the filtering of these devices offsite independent of the network they are connected to, and we do not have to have traffic coming back inside our network."
"It was a very easy product to install. It can be deployed very fast."
"It is a stable solution."
"What makes it nice is that we can actually start replacing on-site firewalls at this stage for the smaller clients because it does not matter if they go to a coffee shop or work from home; they are still secured by the same connection."
"Cloudflare One has assisted in securing my remote workforce through a SASE solution with Cloudflare One and the Workers part, although I am not currently using the Workers component."
"Cloudflare is simple to use."
"Cloudflare DDoS is better than its competitors for its security, deployment, and scalability."
"I'm very satisfied with the environment and the dashboard."
"Clover is the best product globally."
"It will take the blow rather than our applications should an attack occur."
"Tailscale has positively impacted my organization with shorter time for setting up connections and improved accessibility."
"Tailscale is a very solid framework and is very useful for smaller companies if they want to start out or even bigger companies who want to have a robust network of devices that they want to manage."
"The most positive impact Tailscale has had on my organization is significant."
"This quick setup with Tailscale has saved me probably days of work that I would have spent learning how to configure traditional VPN solutions, more traditional solutions like WireGuard, where I would have had to learn their entire configuration process and it would have taken days just to set that up."
"There is no better option than this."
"Since implementing Tailscale, we have seen improved remote access reliability, reduced VPN maintenance overhead, faster onboarding for new users, and stronger security through identity-based access controls, all while significantly lowering the administrative workload."
"For my organization, we use Tailscale for our database as a secure way to access our VPC, and it is an easy, lightweight, and very useful way for everyone to connect and disconnect with a very nice UI."
"In terms of how Tailscale has impacted my organization positively, it is good for security on the network side of things and helps us connect properly, so because our company is remote globally, even if someone is in Australia and needs to connect to a cluster or any services, instead of routing through the public internet and exposing the traffic there, we can connect internally through Tailscale tailnets and everybody is working."
 

Cons

"Its pricing could be better."
"The area I would like to see improvement in is the ability with in the reporter to navigate directly to the content the user is traversing. It is kind of there, but it's not perfect. Quite frequently, I receive links that lead me to pages with error messages."
"The dashboards for local use could be better."
"The reporting feature needs improvement. It doesn't give you the expected results. It is quite difficult to get the specific reports needed, and it is not as intuitive as the rest of the platform."
"The dashboards for local use could be better."
"Our biggest problem with their service was it did not recognize the device and filtering did not always work correctly."
"File integrity monitoring would be very advantageous as an additional feature."
"For zero trust implementation, we encountered complexity issues, especially with a large infrastructure company ExxonMobil."
"Lacks a VPN feature to provide a secure connection to the data center."
"The pricing is an area that can be improved. Pricing, as far as I recall, was the source of our problems."
"The onboarding process can be improved a little bit."
"The pricing is an area that can be improved. Pricing, as far as I recall, was the source of our problems."
"The initial onboarding was causing us some confusion."
"Feedback could be enhanced."
"Cloudflare One is not very powerful, but for what we require, it is basic and sufficient."
"The tool should provide on-premise versions. Currently, all versions are cloud-based."
"One thing I want Tailscale to improve is their user interface for Arch Linux, which is one of the devices I have that I installed Tailscale on, but they do not have the native package with full features, a capability I really want them to develop."
"Currently, if Tailscale goes down, our services are not operable."
"Sometimes trying to log out of a particular tailnet and connecting to the company's Tailscale tailnet is challenging."
"However, I think improvements could be made in the support for UI clients, especially on Linux machines."
"I feel the speed of the control servers are a bit too slow."
"Another issue is that when I use Tailscale with other alternatives such as Radmin and ZeroTier, it takes high priority and takes all the incoming connections, even if the other alternative has a different IP scope."
"Tailscale could be improved with more advanced network visibility and monitoring tools, cleaner pricing tiers for scaling teams, and enhanced built-in reporting for device posture and controls for enterprise environments."
"Tailscale could be improved with more advanced network visibility and monitoring tools, cleaner pricing tiers for scaling teams, and enhanced built-in reporting for device posture and controls for enterprise environments."
 

Pricing and Cost Advice

"We have not priced the solution recently, but they were competitive with other vendors in the past."
"It is probably in line with other solutions, but I do not deal with the financial side."
"It is not expensive, and it is also not cheap. iboss is priced right in the sweet spot for the number of features it offers."
"It is expensive compared to one of its competitors."
"We had the cost of purchasing a new appliance along with the implementation and licensing costs. However, the following year, the cost of just licensing was similar to what was paid the previous year for a new appliance along with the implementation and licensing costs."
"The overall pricing for iboss is very competitive and transparent."
"The prices are slightly expensive."
"The pricing of the solution is cheap. The licensing cost is also very low. I rate the cost and pricing a three out of ten."
"The solution is not that expensive."
"Cloudflare Zero Trust Platform's pricing is good."
"My company has to make yearly payments towards the licensing costs attached to the solution. There are no hidden charges apart from the licensing costs of the solution."
"The pricing is somewhere in the middle. I would rate the pricing a seven out of ten."
"The price tag is no longer $200,000, but rather $300,000 to $400,000. It's twice."
"The solution's pricing lacks transparency."
Information not available
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Top Industries

By visitors reading reviews
Financial Services Firm
11%
Manufacturing Company
9%
Computer Software Company
9%
Construction Company
7%
Construction Company
20%
Comms Service Provider
10%
Financial Services Firm
8%
Manufacturing Company
6%
Comms Service Provider
15%
Computer Software Company
10%
Financial Services Firm
9%
University
9%
 

Company Size

By reviewers
Large Enterprise
Midsize Enterprise
Small Business
By reviewers
Company SizeCount
Small Business6
Midsize Enterprise7
Large Enterprise8
By reviewers
Company SizeCount
Small Business10
Midsize Enterprise2
Large Enterprise11
By reviewers
Company SizeCount
Small Business16
Midsize Enterprise4
Large Enterprise3
 

Questions from the Community

What needs improvement with iboss?
The problem our organization had is that iboss failed for the Mac devices. It is not able to give a successful agent ...
What is your primary use case for iboss?
We used iBoss mainly for Internet Access by having an Agent on Windows laptops Primarily because when we try to use i...
What is your experience regarding pricing and costs for iboss?
I am not involved in pricing, but as per the information I have, during that time, the Blue Coat proxies we were usin...
What needs improvement with Cloudflare Access?
Cloudflare Access has strong integration with Microsoft, among other platforms. However, when it comes to Kaspersky, ...
What is your primary use case for Cloudflare Access?
Cloudflare Access provides secure access to internal applications for employees, external members of the organization...
What advice do you have for others considering Cloudflare Access?
Cloudflare Access is one of the best integrations available. While about two hundred vendors offer similar services, ...
What needs improvement with Tailscale?
Tailscale could be improved in different ways. I have not really found any problem with it so far. It pretty much sol...
What is your primary use case for Tailscale?
My main use case for Tailscale is connecting to company internal systems due to GDPR requirements. The company is loc...
What advice do you have for others considering Tailscale?
My advice to others looking into using Tailscale is to definitely try it out because it is going to really abstract a...
 

Also Known As

iBoss Cloud Platform
Cloudflare Area 1 Email Security, Cloudflare Bot Management, Cloudflare Gateway, Cloudflare Zero Trust Platform, Cloudflare DDoS, Cloudflare SASE & SSE Platform
No data available
 

Overview

 

Sample Customers

More than 4,000 global enterprises trust the iboss Cloud Platform to support their modern workforces, including a large number of Fortune 50 companies.
23andMe
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 Cloudflare One vs. Tailscale and other solutions. Updated: April 2026.
893,221 professionals have used our research since 2012.