Wireshark (known as Ethereal until a trademark dispute in Summer 2006) is a fantastic open source multi-platform network protocol analyzer. It allows you to examine data from a live network or from a capture file on disk. You can interactively browse the capture data, delving down into just the level of packet detail you need. Wireshark has several powerful features, including a rich display filter language and the ability to view the reconstructed stream of a TCP session. It also supports hundreds of protocols and media types. A tcpdump -like console version named tshark is included. One word of caution is that Wireshark has suffered from dozens of remotely exploitable security holes, so stay up-to-date and be wary of running it on untrusted or hostile networks (such as security conferences).
Metasploit took the security world by storm when it was released in 2004. It is an advanced open-source platform for developing, testing, and using exploit code. The extensible model through which payloads, encoders, no-op generators, and exploits can be integrated has made it possible to use the Metasploit Framework as an outlet for cutting-edge exploitation research. It ships with hundreds of exploits, as you can see in their list of modules. This makes writing your own exploits easier, and it certainly beats scouring the darkest corners of the Internet for illicit shellcode of dubious quality. One free extra is Metasploitable, an intentionally insecure Linux virtual machine you can use for testing Metasploit and other exploitation tools without hitting live servers.
Metasploit was completely free, but the project was acquired by Rapid7 in 2009 and it soon sprouted commercial variants. The Framework itself is still free and open source, but they now also offer a free-but-limited Community edition, a more advanced Express edition ($3,000 per year per user), and a full-featured Pro edition ($15,000 per user per year). Other paid exploitation tools to consider are Core Impact (more expensive) and (less).
The Metasploit Framework now includes an official Java-based GUI and also Raphael Mudge’s excellent Armitage. The Community, Express, and Pro editions have web-based GUIs.
This network intrusion detection and prevention system excels at traffic analysis and packet logging on IP networks. Through protocol analysis, content searching, and various pre-processors, Snort detects thousands of worms, vulnerability exploit attempts, port scans, and other suspicious behavior. Snort uses a flexible rule-based language to describe traffic that it should collect or pass, and a modular detection engine. Also check out the free Basic Analysis and Security Engine (BASE), a web interface for analyzing Snort alerts.
While Snort itself is free and open source, parent company SourceFire offers their VRT-certified rules for $499 per sensor per year and a complementary product line of software and appliances with more enterprise-level features. Sourcefire also offers a free 30-day delayed feed
OpenVAS is a vulnerability scanner that was forked from the last free version of Nessus after that tool went proprietary in 2005. OpenVAS plugins are still written in the Nessus NASL language. The project seemed dead for a while, but development has restarted.
Aircrack is a suite of tools for 802.11a/b/g WEP and WPA cracking. It implements the best known cracking algorithms to recover wireless keys once enough encrypted packets have been gathered. . The suite comprises over a dozen discrete tools, including airodump (an 802.11 packet capture program), aireplay (an 802.11 packet injection program), aircrack (static WEP and WPA-PSK cracking), and airdecap (decrypts WEP/WPA capture files).