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Configure Kali linux with Whonix gateway

Sources

Requirements

Pentestrc

This pentestrc will create and provision the kali instance with the Whonix Gateway (note: the whonix gateway must be started manually, it's address should be 10.152.152.10):

instances:
  - kali

kali:
  networks:
    - private_network:
        adapter: 2
        virtualbox__intnet: Whonix
        auto_config: false
  chef:
    recipes:
      - pentest-env::whonix
      - resolver
    json:
      pentest-env:
        whonix:
          interface: eth1
          gateway: 10.152.152.10
          address: 10.152.152.11
          netmask: 255.255.192.0
      resolver:
        nameservers:
          - 10.152.152.10

You can find this configuration file in examples/whonix.pentestrc.

Use it and run kali instance:

PENTESTRC=examples/whonix.pentestrc vagrant up kali

Check Whonix setup

Once the virtual machine is created and provisioned, you can check you are routed to the Whonix gateway by:

root@kali:~# route
Kernel IP routing table
Destination     Gateway         Genmask         Flags Metric Ref    Use Iface
default         gateway         0.0.0.0         UG    0      0        0 eth1
10.0.2.0        0.0.0.0         255.255.255.0   U     0      0        0 eth0
10.152.128.0    0.0.0.0         255.255.192.0   U     0      0        0 eth1
  • Check interface
root@kali:~# cat /etc/network/interfaces.d/eth1
auto eth1
iface eth1 inet static
  address 10.152.152.11
  netmask 255.255.192.0
  gateway 10.152.152.10
  • Check nameserver
root@kali:~# cat /etc/resolv.conf
#
# This file is generated by Chef
# Do not edit, changes will be overwritten
#
nameserver 10.152.152.10