Cisco ASA Firewall Archives

A very popular scenario for small networks is to have a Cisco ASA 5505 as border firewall connecting the LAN to the Internet. Administrators in such networks are usually encountered with requests from their users that are not very security conscious. Such a request could be to allow Remote Desktop access from the Internet to an internal Windows server. This might be very helpful for users who want to work from home but I would not recommend it. If you have to implement such a scenario, I suggest that you put the Remote Desktop server in a DMZ and not directly in the internal network. However, companies with limited budget might have purchased a Cisco ASA 5505 with basic license which restricts the creation of a DMZ Vlan (although you can create 3 Vlans, the third Vlan can only communicate with one of the other two Vlans but not both). So, let’s see a typical network topology with ASA 5505 basic license and an internal Remote Desktop server.

Again, I don’t recommend such a network topology as shown above. Remote Desktop machines are very prone to attacks, especially brute-force password attacks. In windows, the administrator account does not get locked-out by default. So a brute force administrator password attack on the RDP server from remote attackers can be successful especially if the administrator password is weak. In any case, if you are “forced” to implement such a scenario, here is the configuration:


Assume that the ASA receives IP address dynamically from the ISP (via DHCP protocol). So the outside IP of the ASA is not fixed. Therefore, we will configure static NAT with port redirection using the outside interface. Since the outside address is dynamic, you can use a service such as DynDNS to get a fixed domain name irrespective of the IP mapped with it. The following is a configuration snapshot for ASA versions prior to 8.3 and for ASA 8.3 as well.

ASA version prior to 8.3
ciscoasa(config)# static (inside , outside) tcp interface 3389 3389 netmask
ciscoasa(config)# access-list OUTSIDE-IN extended permit tcp any any eq 3389
ciscoasa(config)# access-group OUTSIDE-IN in interface outside

ASA version 8.3 and later
ciscoasa(config)# object network RDP_static
ciscoasa(config-network-object)# host
ciscoasa(config-network-object)# nat (inside , outside) static interface service tcp 3389 3389
ciscoasa(config)# access-list OUTSIDE-IN extended permit tcp any host eq 3389
ciscoasa(config)# access-group OUTSIDE-IN in interface outside

NOTE: Notice that in version 8.3 we reference the Real IP address ( in the access-list and not the mapped IP

Cisco ASA supports two major WebVPN modes: Clientless WebVPN and Anyconnect WebVPN.

Let’s see the differences between the two WebVPN modes and I’m sure you will understand why the AnyConnect mode is much better in my opinion.

Clientless WebVPN does not require any VPN client to be installed on user’s computer. It uses a normal web browser. By pointing the browser to https://[outside address of ASA] the user authenticates with the firewall and gets access to a Web Portal. Through this Web Portal, the user can then access a limited number of internal applications. Specifically, only internal Web applications (HTTP, HTTPs), email servers (POP3, SMTP, IMAP), Windows file shares and a small number of TCP legacy applications (e.g Telnet) can be accessed. That is, there is no full network connectivity with Clientless WebVPN.


AnyConnect WebVPN, on the other hand, provides FULL network connectivity to the remote user. The ASA firewall, working as AnyConnect WebVPN server, assigns an IP address to the remote user and attaches the user to the network. Thus, all IP protocols and applications function across the SSL VPN tunnel without any problems. For example, a remote user, after successfully authenticated with AnyConnect VPN, can open a Remote Desktop connection and access a Windows Terminal Server inside the central network. Although a special Java-based client is required to be installed on the user’s desktop, this client can be supplied dynamically to the user from the ASA. The user can connect with a browser to the ASA firewall and download the Java client on demand. The Java client can remain installed or even get removed from the user’s desktop when disconnected from the ASA appliance. This Java client is small in size (around 3MB) and is stored on the ASA flash memory.

Access Control Lists (ACLs) are sequential lists of permit and deny conditions applied to traffic flows on a device interface. ACLs are based on various criteria including protocol type source IP address, destination IP address, source port number, and/or destination port number.

ACLs can be used to filter traffic for various purposes including security, monitoring, route selection, and network address translation. ACLs are comprised of one or more Access Control Entries (ACEs). Each ACE is an individual line within an ACL.


ACLs on a Cisco ASA Security Appliance (or a PIX firewall running software version 7.x or later) are similar to those on a Cisco router, but not identical. Firewalls use real subnet masks instead of the inverted mask used on a router. ACLs on a firewall are always named instead of numbered and are assumed to be an extended list.

The syntax of an ACE is relatively straight-forward:

Ciscoasa(config)#access-list name [line number] [extended] {permit | deny} protocol

source_IP_address source_netmask [operator source_port] destination_IP_address

destination_netmask [operator destination_port] [log [[disable | default] | [level]] [interval seconds]] [time-range name] [inactive]

Here’s an example:

asa(config)# access-list demo1 permit tcp any eq www

asa(config)# access-list demo1 permit tcp any eq 443

asa(config)# show access-list demo1

access-list demo1; 2 elements

access-list demo1 line 1 extended permit tcp any eq www

access-list demo1 line 2 extended permit tcp any eq https

In the above example, an ACL called “demo1″ is created in which the first ACE permits TCP traffic originating on the subnet to go to any destination IP address with the destination port of 80 (www). In the second ACE, the same traffic flow is permitted for destination port 443. Notice in the output of the show access-list that line numbers are displayed and the extended parameter is also included, even though neither was included in the configuration statements.

You can deactivate an ACE without deleting it by appending the inactive option to the end of the line.

As with Cisco routers, there is an implicit “deny any” at the end of every ACL. Any traffic that is not explicitly permitted is implicitly denied.

**Editing ACLs and ACEs**

New ACEs are appended to the end of the ACL. If you want, however, to insert the new ACE at a particular location within the ACL, you can add the line number parameter to the ACE:

asa04(config)# access-list demo1 line 1 deny tcp host any eq www

asa04(config)# show access-list demo1

access-list demo1; 3 elements

access-list demo1 line 1 extended deny tcp host any eq www

access-list demo1 line 2 extended permit tcp any eq www

access-list demo1 line 3 extended permit tcp any eq https

Notice in the first line of the example above that an ACE is added at line one in the ACL. Notice in the output from the show access-list demo1 command that the new entry is added in the first position in the ACL and the former first entry becomes line number two.

You can remove an ACE from an ACL by preceding the ACE configuration statement with the modifier no, as in the following example:

Asa04(config)#no access-list demo1 deny tcp host any eq www

In my next article, I’ll show you how to use time-ranges to apply access-control lists only at certain times and/or on certain days. I’ll also show you how to use object-groups with access-control lists to simplify ACL management by grouping similar components such as IP addresses or protocols together.

Copyright (c) 2008 Don R. Crawley

Don R. Crawley, CCNA-certified, is president and chief technologist at, the Seattle training firm specializing in business skills and technical training for IT professionals.

Article Source:

Allowing Microsoft PPTP through Cisco ASA

The Microsoft Point to Point Tunneling Protocol (PPTP) is used to create a Virtual Private Network (VPN) between a PPTP client and server. It is used for remote access from mobile users to connect back to their corporate network over the Internet. A PPTP client connects and authenticates to the PPTP server which assigns an IP address to the client and attaches the remote user to the network. After that, the remote user has full network connectivity just like being connected locally.

In the older PIX version 6.x, you could configure the PIX firewall itself to work as a PPTP server, thus you didn’t even need to have a Windows PPTP server in place. With the new ASA firewall however, you cannot terminate PPTP on the ASA itself. Therefore you must have a Microsoft PPTP server in the network in order to terminate PPTP connections from clients.


PPTP uses two protocols: GRE to encapsulate PPP packets and a control channel at TCP port 1723. Any stateful firewall would have a problem with allowing PPTP protocol without any special “fixup” because of the two protocols needed for communication (GRE and TCP 1723). Cisco ASA allows you to pass PPTP traffic through with a special “inspection” mechanism which checks the control traffic (TCP 1723) in order to dynamically open also access for GRE traffic to pass through with no problems.

In this post we will see two scenarios of allowing PPTP traffic through a Cisco ASA. In the first scenario we have a PPTP client on the inside of ASA which communicates with a PPTP server on the outside zone. In the second scenario we have a PPTP client on the outside of ASA which communicates with a PPTP server on the inside.

Scenario 1: PPTP client on inside and server on outside

The first scenario above depicts a PPTP server located on the outside of the ASA (Internet) and PPTP clients on the inside. Using the “inspect” command in the global policy-map we can enable access from inside to outside for PPTP.

! enable Port Address Translation on the outside interface
ciscoasa(config)#nat (inside) 1 0 0
ciscoasa(config)#global (outside) 1 interface

! Add PPTP inspection to the default policy-map using the default class-map
ciscoasa(config)# policy-map global_policy
ciscoasa(config-pmap)# class inspection_default
ciscoasa(config-pmap-c)# inspect pptp

Scenario 2: PPTP client on outside and server on inside

This scenario depicts a PPTP server located on the inside network. Here we must configure static NAT for the PPTP server and allow the appropriate protocols from outside (GRE, TCP 1723)

! translate the PPTP server private address to public
ciscoasa(config)# static (inside,outside) netmask

! allow the appropriate protocols from outside to inside
ciscoasa(config)# access-list acl-out permit gre any host
ciscoasa(config)# access-list acl-out permit tcp any host eq 1723
ciscoasa(config)# access-group acl-out in interface outside

Cisco ASA 5505 User License Explained

I get a lot of questions regarding the meaning of user license numbers for the Cisco ASA 5505. This model is offered in three User License options. 10 users, 50 users and UL (unrestricted license). The meaning of user license basically refers to concurrent IP addresses that can communicate between Internal (inside) network and Internet (outside) interface. So, for 10 user license, only 10 concurrent internal hosts (IP addresses) can access the internet. The same applies for 50 users (only 50 concurrent IP addresses can access the Internet). For UL license, there is no such restriction.

The user licensing has also an effect on the maximum number of IP addresses that can be assigned by the DHCP server of the ASA5505 to the internal hosts. For a 10-user license, the max number of DHCP clients on the internal network is 32. For 50-user license, the max number of DHCP clients is 128.

The official explanation from Cisco regarding the Cisco ASA5505 user licensing is as follows:

“In routed mode, hosts on the inside (Business and Home VLANs) count towards the limit only when they communicate with the outside (Internet VLAN). Internet hosts are not counted towards the limit. Hosts that initiate traffic between Business and Home are also not counted towards the limit. The interface associated with the default route is considered to be the Internet interface. If there is no default route, hosts on all interfaces are counted toward the limit. In transparent mode, the interface with the lowest number of hosts is counted towards the host limit. See the show local-host command to view host limits. “

The terms “Business” and “Home” VLANs above refer to the Internal and DMZ network zones.

Policy NAT on Cisco ASA Firewall

As we know, the conventional NAT functionality on Cisco devices (routers, ASA firewalls etc) translates the SOURCE IP address to something else. There is also the so called “Destination based NAT” (or you may see it referred as “Reverse NAT”) which changes the destination IP address. Here we will deal with conventional source based NAT with a policy.

Sometimes we need to change the source IP address to another source address (lets call it “translated-A”) when we are communicating with “destination-A”, and also change the source IP to “translated-B” when we are communicating with “destination-B”.

 So, to be clearer, the scenario is the following:

  • When internal host wants to communicate with external host, then the internal host must be translated to
  • When the internal host wants to communicate with external host, then the internal host must be translated to

 We can achieve the functionality above with Policy-Based NAT.

Configuration Example:

Assume that the internal host is connected to the inside interface of ASA. We have also in our possession the public IP range We will use the public IP range to translate our internal host according to the destination.

! First create the access lists for the policy NAT
ASA(config)# access-list POLICYNAT-A extended permit ip host host
ASA(config)# access-list POLICYNAT-B extended permit ip host host

! Now create the static NAT translation for Destination-A
ASA(config)# static(inside,outside) access-list POLICYNAT-A

! Now create the static NAT translation for Destination-B
ASA(config)# static(inside,outside) access-list POLICYNAT-B

The above commands will do the following: When source address is and destination address is, then change the source address to

Similarly, when source address is and destination is, then change the source address to

The above static nat commands will only take effect if and only if the traffic is between the hosts referenced in the access-lists (either inbound or outbound traffic).

 Page 5 of 13  « First  ... « 3  4  5  6  7 » ...  Last »