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Watchguard Firewall and ISA 2006

Posted on 2009-04-02
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Last Modified: 2013-11-16
Hello,

I have a issue that I need some help with.  I have an Isa 2006 firewall installed and need to create a vpn link to an off site company using a Watchguard firewall.  The vpn client being used on our internet network behind the firewall is Watchgaurd mobile VPN client version 10.00.  

I have created the rules and allowed ports 50,51 & 500 through, but I cannot get it to connect.  I know its the Isa that is causing the issue because I have plugged in an internet connection that doesnt have a firewall and it connects to the external company.

Any ideas anyone?
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Question by:sk123456
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4 Comments
 
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Expert Comment

by:dpetr00
ID: 24049803
Based on the ports mentioned, it looks like you're trying to establish an IPSEC tunnel across the Internet.  Since you're configuring ISA, am I correct in assuming that ISA is either the default gateway or configured proxy for your workstation?

IPSEC tunnels are notoriously tricky.  You may only be able to create one at a time depending on your NAT structure.  Take a look at this article and see if you have configured ISA correctly:  http://www.isaserver.org/articles/IPSec_Passthrough.html
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Author Comment

by:sk123456
ID: 24049867
Thanks for the reply, I have tried to follow this link already,  I created the protocols as stated and then added them to a rule, but still no luck with it.  I cannot even see the host attempting to connect to the external sites ip address in the isa logs ?
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dpetr00 earned 500 total points
ID: 24050294
Good info.  So I am assuming the ISA server is *not* the Default Gateway for this workstation.  Most VPN clients do *not* know how to use the web browser's proxy server for connections.  This means the traffic is being routed out through the "default gateway" routing to the Internet.

Try this:  run a tracert to the IP address of the "VPN destination" and post the result.  I am betting you won't even see ISA in the list of hops.

tracert #.#.#.#
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Author Closing Comment

by:sk123456
ID: 31565775
Thanks- dpetr00, Great help, Yep you were right. I removed the default gateway and replaced it with the ISA's ip address and it worked.  Many Thanks again.  I added your reply as the solution, is that all I need to do for you to get the points?
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