I am trying to connect to a Windows based SSTP VPN network. I am using OS X Yosemite, I was wondering if there is any solution that can allow me to connect to a SSTP based VPN.

For the record, I have already tried using EasyVPN, iSSTP, iSSTP2. all of which failed to connect, and they all seem to be not supported anymore.

  • anyone have any clues? – user1042090 Jul 26 '16 at 2:16

The sstp-client works for me. It is a command-line program. I installed it using the homebrew command:

brew install sstp-client
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    Hi Jose, I have installed sstp-client using brew on my mac. However, there are no tutorials on how to use it on mac os x though, they only have tutorials for linux as it seems. How do you run it in Mac os x? – user1042090 Sep 30 '16 at 18:28
  • @Yury has posted below on how to run it in Mac OS X. – Tun Dec 13 '16 at 3:16

Please check my answer here - https://stackoverflow.com/questions/40590806/windows-sstp-vpn-connect-from-mac/40590807#40590807

There I explained how I connect Mac to Windows SSTP (probably threads should be merged)


Your best bet is iSSTP - a SSTP client for Mac OS X.

This is a sstp GUI client for Mac, use a modified sstp-client as backend which support server-name TLS extension. Some servers(ex: *.vpnazure.net) require server-name, otherwise the sstp connection will be rejected.

The reason for being the best bet is that this is the only one (to my knowledge) SSTP client for Mac up to now.

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    I am also use iSSTP as an UI for for sstp-client - the only one free application I found. – Yury Bondarau Dec 12 '16 at 7:58

I think you will find Tunnelblick will do it without any problems. It's well supported and has good documentation on the site.

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    Tunnelblick does not support SSTP. – Tun Sep 22 '16 at 14:36
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    Tunnelblick is for OpenVPN as I know – Yury Bondarau Dec 12 '16 at 8:18

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