Virtual private network

Short description: Extension of a private network across a public one

A virtual private network (VPN) is a mechanism for creating a secure connection between a computing device and a computer network, or between two networks, using an insecure communication medium such as the public Internet.[1]

A VPN can extend access to a private network (one that disallows or restricts public access) to users who do not have direct access to it, such as an office network allowing secure access from off-site over the Internet.

[2] The benefits of a VPN include security, reduced costs for dedicated communication lines, and greater flexibility for remote workers.[3]

A VPN is created by establishing a virtual point-to-point connection through the use of tunneling protocols over existing networks. A VPN available from the public Internet can provide some of the benefits[example needed] of a private wide area network (WAN).[4]

## Contents

* 1 Types
* 2 Security mechanisms
* 2.1 Authentication
* 3 Routing
* 3.1 Provider-provisioned VPN building blocks
* 4 User-visible PPVPN services
* 4.1 OSI Layer 2 services
* 4.1.1 VLAN
* 4.1.2 Virtual Private LAN Service (VPLS)
* 4.1.3 Pseudo-wire (PW)
* 4.1.4 Ethernet-over-IP tunneling
* 4.1.5 IP-only LAN-like service (IPLS)
* 4.1.6 Ethernet virtual private network (EVPN)
* 4.2 OSI Layer 3 PPVPN architectures
* 4.3 Unencrypted tunnels
* 5 Trusted delivery networks
* 6 VPNs in mobile environments
* 7 Networking limitations
* 8 See also
* 9 References
* 10 Further reading

## Types

VPN classification tree based on the topology first, then on the technology used

VPN connectivity overview, showing intranet site-to-site and remote-work configurations used together

Virtual private networks may be classified into several categories:

Remote access
A host-to-network configuration is analogous to connecting a computer to a local area network. This type provides access to an enterpriseTemplate:Jargon inline network, such as an intranet. This may be employed for remote workers, or to enable a mobile worker to access necessary tools without exposing them to the public Internet.

Site-to-site
A site-to-site configuration connects two networks. This configuration expands a network across geographically disparate offices or connects a group of offices to a data center installation. The interconnecting link may run over a dissimilar intermediate network, such as two IPv6 networks connected over an IPv4 network.[5]

Extranet-based site-to-site
In the context of site-to-site configurations, the terms intranet and extranet are used to describe two different use cases.[6] An intranet site-to-site VPN describes a configuration where the sites connected by the VPN belong to the same organization, whereas an extranet site-to-site VPN joins sites belonging to multiple organizations.

Typically, individuals interact with remote access VPNs, whereas businesses tend to make use of site-to-site connections for business-to-business, cloud computing, and branch office scenarios. However, these technologies are not mutually exclusive and, in a significantly complex business network, may be combined to enable remote access to resources located at any given site, such as an ordering system that resides in a data center.

VPN systems also may be classified by:

* the tunneling protocol used to tunnel the traffic
* the tunnel's termination point location, e.g., on the customer edge or network-provider edge
* the type of topology of connections, such as site-to-site or network-to-network
* the levels of security provided
* the OSI layer they present to the connecting network, such as Layer 2 circuits or Layer 3 network connectivity
* the number of simultaneous connections

## Security mechanisms

VPNs cannot make online connections completely anonymous, but they can increase privacy and security by encrypting all communication between remote locations over the open Internet. To prevent disclosure of private information or data sniffing, VPNs typically allow only authenticated remote access using[clarification needed] tunneling protocols and secure encryption techniques.

The VPN security model provides:

* confidentiality such that even if the network traffic is sniffed at the packet level (see network sniffer or deep packet inspection), an attacker would see only encrypted data, not the raw data
* sender authentication to prevent unauthorized users from accessing the VPN
* message integrity to detect and reject any instances of tampering with transmitted messages

The life cycle phases of an IPSec tunnel in a virtual private network

Secure VPN protocols include the following:

* Internet Protocol Security (IPsec) was initially developed by the Internet Engineering Task Force (IETF) for IPv6, and was required in all standards-compliant implementations of IPv6 before RFC 6434 made it only a recommendation.[7] This standards-based security protocol is also widely used with IPv4 and the Layer 2 Tunneling Protocol. Its design meets most security goals: availability, integrity, and confidentiality. IPsec uses encryption, encapsulating an IP packet inside an IPsec packet. De-encapsulation happens at the end of the tunnel, where the original IP packet is decrypted and forwarded to its intended destination.
* Transport Layer Security (SSL/TLS) can tunnel an entire network's traffic (as it does in the OpenVPN project and SoftEther VPN project[8]) or secure an individual connection. A number of vendors provide remote-access VPN capabilities through SSL. An SSL VPN can connect from locations where IPsec runs into trouble[clarification needed] with Network Address Translation and firewall rules.
* Datagram Transport Layer Security (DTLS) – used in Cisco AnyConnect VPN and in OpenConnect VPN[9] to solve the issues TLS has with tunneling over TCP (SSL/TLS are TCP-based, and tunneling TCP over TCP can lead to big delays and connection aborts[10]).
* Microsoft Point-to-Point Encryption (MPPE) works with the Point-to-Point Tunneling Protocol and in several compatible implementations on other platforms.
* Microsoft Secure Socket Tunneling Protocol (SSTP) tunnels Point-to-Point Protocol (PPP) or Layer 2 Tunneling Protocol traffic through an SSL/TLS channel (SSTP was introduced in Windows Server 2008 and in Windows Vista Service Pack 1).
* Multi Path Virtual Private Network (MPVPN). Ragula Systems Development Company owns the registered trademark "MPVPN".[relevant? - discuss][11]
* Secure Shell (SSH) VPN – OpenSSH offers VPN tunneling (distinct from port forwarding) to secure[ambiguous] remote connections to a network, inter-network links, and remote systems. OpenSSH server provides a limited number of concurrent tunnels. The VPN feature itself does not support personal authentication.[12] SSH is more often used to remotely connect to machines or networks instead of a site to site VPN connection.
* WireGuard is a protocol. In 2020, WireGuard support was added to both the Linux[13] and Android[14] kernels, opening it up to adoption by VPN providers. By default, WireGuard utilizes the Curve25519 protocol for key exchange and ChaCha20-Poly1305 for encryption and message authentication, but also includes the ability to pre-share a symmetric key between the client and server.[15]
* Internet Key Exchange version 2 was created by Microsoft and Cisco and is used in conjunction with IPSec for encryption and authentication. Its primary use is in mobile devices, whether on 3G or 4G LTE networks, since it automatically reconnects when a connection is lost.
* OpenVPN is a free and open-source VPN protocol based on the TLS protocol. It supports perfect forward-secrecy, and most modern secure cipher suites, like AES, Serpent, TwoFish, etc. It is currentlyTemplate:Current event inline being developed and updated by OpenVPN Inc., a non-profit providing secure VPN technologies.
* Crypto IP Encapsulation (CIPE) is a free and open-source VPN implementation for tunneling IPv4 packets over UDP via encapsulation.[16] CIPE was developed for Linux operating systems by Olaf Titz, with a Windows port implemented by Damion K. Wilson.[17] Development for CIPE ended in 2002.[18]

### Authentication

Tunnel endpoints must be authenticated before secure VPN tunnels can be established.[citation needed] User-created remote-access VPNs may use passwords, biometrics, two-factor authentication, or other cryptographic methods. Network-to-network tunnels often use passwords or digital certificates. Depending on the VPN protocol, they may store the key to allow the VPN tunnel to establish automatically, without intervention from the administrator. Data packets are secured by tamper proofing via a message authentication code (MAC), which prevents the message from being altered or tampered without being rejected due to the MAC not matching with the altered data packet.

## Routing

Tunneling protocols can operate in a point-to-point network topology however, this would theoretically not be considered a VPN because a VPN by definition is expected to support arbitrary and changing sets of network nodes. But since most router implementations support a virtual, software-defined tunnel interface, customer-provisioned VPNs often are simply[ambiguous] defined tunnels running conventional routing protocols.

### Provider-provisioned VPN building blocks

Site-to-site VPN terminology

Depending on whether a provider-provisioned VPN (PPVPN) operates in Layer 2 (L2) or Layer 3 (L3), the building blocks described below may be L2 only, L3 only, or a combination of both. Multiprotocol Label Switching (MPLS) functionality blurs the L2–L3 identity.[19][original research?]

RFC 4026 generalized the following terms to cover L2 MPLS VPNs and L3 (BGP) VPNs, but they were introduced in RFC 2547.[20][21]

Customer (C) devices

A device that is within a customer's network and not directly connected to the service provider's network. C devices are not aware of the VPN.

Customer edge device (CE)

A device at the edge of the customer's network which provides access to the PPVPN. Sometimes it is just a demarcation point between provider and customer responsibility. Other providers allow customers to configure it.

Provider edge device (PE)

A device, or set of devices, at the edge of the provider network that connects to customer networks through CE devices and presents the provider's view of the customer site. PEs are aware of the VPNs that connect through them, and maintain VPN state.

Provider device (P)

A device that operates inside the provider's core network and does not directly interface to any customer endpoint. It might, for example, provide routing for many provider-operated tunnels that belong to different customers' PPVPNs. While the P device is a key part of implementing PPVPNs, it is not itself VPN-aware and does not maintain VPN state. Its principal role is allowing the service provider to scale its PPVPN offerings, for example, by acting as an aggregation point for multiple PEs. P-to-P connections, in such a role, often are high-capacity optical links between major locations of providers.

## User-visible PPVPN services

### OSI Layer 2 services

#### VLAN

VLAN is a Layer 2 technique that allows for the coexistence of multiple local area network (LAN) broadcast domains interconnected via trunks using the IEEE 802.1Q trunking protocol. Other trunking protocols have been used but have become obsolete, including Inter-Switch Link (ISL), IEEE 802.10 (originally a security protocol but a subset was introduced for trunking), and ATM LAN Emulation (LANE).

#### Virtual Private LAN Service (VPLS)

Developed by Institute of Electrical and Electronics Engineers, VLANs allow multiple tagged LANs to share common trunking. VLANs frequently comprise only customer-owned facilities. Whereas VPLS as described in the above section (OSI Layer 1 services) supports emulation of both point-to-point and point-to-multipoint topologies, the method discussed here extends Layer 2 technologies such as 802.1d and 802.1q LAN trunking to run over transports such as metro Ethernet.

As used in this context, a VPLS is a Layer 2 PPVPN, emulating the full functionality of a traditional LAN. From a user standpoint, a VPLS makes it possible to interconnect several LAN segments in a way that is transparent to the user, making the separate LAN segments behave as one single LAN.[22]

In a VPLS, the provider network emulates a learning bridge, which may include VLAN service optionally.

#### Pseudo-wire (PW)

PW is similar to VPLS but can provide different L2 protocols at both ends. Typically, its interface is a WAN protocol such as Asynchronous Transfer Mode or Frame Relay. In contrast, when aiming to provide the appearance of a LAN contiguous between two or more locations, the Virtual Private LAN service or IPLS would be appropriate.

#### Ethernet-over-IP tunneling

EtherIP (RFC 3378)[23] is an Ethernet-over-IP tunneling protocol specification. EtherIP has only a packet encapsulation mechanism. It has no confidentiality or message integrity protection. EtherIP was introduced in the FreeBSD network stack[24] and the SoftEther VPN[25] server program.

#### IP-only LAN-like service (IPLS)

A subset of VPLS, the CE devices must have Layer 3 capabilities; the IPLS presents packets rather than frames. It may support IPv4 or IPv6.

#### Ethernet virtual private network (EVPN)

Ethernet VPN (EVPN) is an advanced solution for providing Ethernet services over IP-MPLS networks. In contrast to the VPLS architectures, EVPN enables control-plane-based MAC (and MAC,IP) learning in the network. PEs participating in the EVPN instances learn the customer's MAC (MAC,IP) routes in control-plane using MP-BGP protocol. Control-plane MAC learning brings a number of benefits that allow EVPN to address the VPLS shortcomings, including support for multi-homing with per-flow load balancing and avoidance of unnecessary flooding over the MPLS core network to multiple PEs participating in the P2MP/MP2MP L2VPN (in the occurrence, for instance, of ARP query). It is defined RFC 7432.

### OSI Layer 3 PPVPN architectures

This section discusses the main architectures for PPVPNs, one where the PE disambiguates duplicate addresses in a single routing instance, and the other, virtual router, in which the PE contains a virtual router instance per VPN. The former approach, and its variants, have gained the most attention.

One of the challenges of PPVPNs involves different customers using the same address space, especially the IPv4 private address space.[26] The provider must be able to disambiguate overlapping addresses in the multiple customers' PPVPNs.

BGP/MPLS PPVPN

In the method defined by RFC 2547, BGP extensions advertise routes in the IPv4 VPN address family, which are in the form of 12-byte strings, beginning with an 8-byte route distinguisher (RD) and ending with a 4-byte IPv4 address. RDs disambiguate otherwise duplicate addresses in the same PE.[citation needed]

PEs understand the topology of each VPN, which is interconnected with MPLS tunnels directly or via P routers. In MPLS terminology, the P routers are label switch routers without awareness of VPNs.[citation needed]

Virtual router PPVPN

The virtual router architecture,[27][28] as opposed to BGP/MPLS techniques, requires no modification to existing routing protocols such as BGP. By the provisioning of logically independent routing domains, the customer operating a VPN is completely responsible for the address space. In the various MPLS tunnels, the different PPVPNs are disambiguated by their label but do not need routing distinguishers.[citation needed]

### Unencrypted tunnels

Some virtual networks use tunneling protocols without encryption to protect the privacy of data. While VPNs often provide security, an unencrypted overlay network does not fit within the secure or trusted categorization.[29] For example, a tunnel set up between two hosts with Generic Routing Encapsulation (GRE) is a virtual private network but is neither secure nor trusted.[30][31]

Native plaintext tunneling protocols include Layer 2 Tunneling Protocol (L2TP) when it is set up without IPsec and Point-to-Point Tunneling Protocol (PPTP) or Microsoft Point-to-Point Encryption (MPPE).[32]

## Trusted delivery networks

Trusted VPNs do not use cryptographic tunneling; instead, they rely on the security of a single provider's network to protect the traffic.[33]

* Multiprotocol Label Switching (MPLS) often overlays VPNs, often with quality-of-service control over a trusted delivery network.
* L2TP[34] which is a standards-based replacement, and a compromise taking the good features from each, for two proprietary VPN protocols: Cisco's Layer 2 Forwarding (L2F)[35] (obsolete (As of 2009 )) and Microsoft's Point-to-Point Tunneling Protocol (PPTP).[36]

From a security standpoint, a VPN must either trust the underlying delivery network or enforce security with a mechanism in the VPN itself. Unless the trusted delivery network runs among physically secure sites only, both trusted and secure models need an authentication mechanism for users to gain access to the VPN.[citation needed]

## VPNs in mobile environments

Mobile virtual private networks are used in settings where an endpoint of the VPN is not fixed to a single IP address, but instead roams across various networks such as data networks from cellular carriers or between multiple Wi-Fi access points without dropping the secure VPN session or losing application sessions.[37] Mobile VPNs are widely used in public safety where they give law-enforcement officers access to applications such as computer-assisted dispatch and criminal databases,[38] and in other organizations with similar requirements such as field service management and healthcare.[39][need quotation to verify]

## Networking limitations

A limitation of traditional VPNs is that they are point-to-point connections and do not tend to support broadcast domains; therefore, communication, software, and networking, which are based on layer 2 and broadcast packets, such as NetBIOS used in Windows networking, may not be fully supported as on a local area network. Variants on VPN such as Virtual Private LAN Service (VPLS) and layer 2 tunneling protocols are designed to overcome this limitation.[40]

## See also

* Anonymizer
* Dynamic Multipoint Virtual Private Network
* Ethernet VPN
* Internet privacy
* Mediated VPN
* Opportunistic encryption
* Split tunneling
* Virtual private server
* VPN service

## References

1. ↑ "virtual private network". https://csrc.nist.gov/glossary/term/virtual_private_network.
2. ↑ "What Is a VPN? - Virtual Private Network" (in en). https://www.cisco.com/c/en/us/products/security/vpn-endpoint-security-clients/what-is-vpn.html.
3. ↑ Mason, Andrew G. (2002). Cisco Secure Virtual Private Network. Cisco Press. p. 7. ISBN 9781587050336. https://archive.org/details/ciscosecurevirtu00andr.
4. ↑ "Virtual Private Networking: An Overview". 2001-09-04. https://docs.microsoft.com/en-us/previous-versions/windows/it-pro/windows-2000-server/bb742566(v=technet.10).
5. ↑ Davies, Joseph (July 2007). "IPv6 Traffic over VPN Connections". TechNet Magazine. https://docs.microsoft.com/en-us/previous-versions/technet-magazine/cc138002(v=msdn.10). Retrieved 2021-11-07.
6. ↑ RFC 3809 - Generic Requirements for Provider Provisioned Virtual Private Networks, sec. 1.1, doi:10.17487/RFC3809, RFC 3809, https://tools.ietf.org/html/rfc3809#section-1.1
7. ↑ RFC 6434, "IPv6 Node Requirements", E. Jankiewicz, J. Loughney, T. Narten (December 2011)
8. ↑ "1. Ultimate Powerful VPN Connectivity". SoftEther VPN Project. https://www.softether.org/1-features/1._Ultimate_Powerful_VPN_Connectivity#SoftEther_VPN's_Solution:_Using_HTTPS_Protocol_to_Establish_VPN_Tunnels.
9. ↑ "OpenConnect". https://www.infradead.org/openconnect/index.html. "OpenConnect is a client for Cisco's AnyConnect SSL VPN [...] OpenConnect is not officially supported by, or associated in any way with, Cisco Systems. It just happens to interoperate with their equipment."
10. ↑ "Why TCP Over TCP Is A Bad Idea". http://sites.inka.de/~W1011/devel/tcp-tcp.html.
11. ↑ "Trademark Status & Document Retrieval". https://tarr.uspto.gov/servlet/tarr?regser=serial&entry=78063238&action=Request+Status.
12. ↑ "ssh(1) – OpenBSD manual pages". https://man.openbsd.org/ssh.1#SSH-BASED_VIRTUAL_PRIVATE_NETWORKS.
* Barschel, Colin. "Unix Toolbox". http://cb.vu/unixtoolbox.xhtml#vpn.
* "SSH_VPN – Community Help Wiki". https://help.ubuntu.com/community/SSH_VPN.
13. ↑ Salter, Jim (2020-03-30). "WireGuard VPN makes it to 1.0.0—and into the next Linux kernel" (in en-us). https://arstechnica.com/gadgets/2020/03/wireguard-vpn-makes-it-to-1-0-0-and-into-the-next-linux-kernel/.
14. ↑ "Diff - 99761f1eac33d14a4b1613ae4b7076f41cb2df94^! - kernel/common - Git at Google". https://android.googlesource.com/kernel/common/+/99761f1eac33d14a4b1613ae4b7076f41cb2df94^!.
15. ↑ Younglove, R. (December 2000). "Virtual private networks - how they work". Computing & Control Engineering Journal 11 (6): 260–262. doi:10.1049/cce:20000602. ISSN 0956-3385. https://ieeexplore.ieee.org/document/892887.
* Benjamin Dowling, and Kenneth G. Paterson (12 June 2018). "A cryptographic analysis of the WireGuard protocol". International Conference on Applied Cryptography and Network Security. ISBN 978-3-319-93386-3.
16. ↑ Fuller, Johnray; Ha, John (2002). Red Hat Linux 9: Red Hat Linux Security Guide. United States: Red Hat, Inc.. pp. 48–53. https://archive.download.redhat.com/pub/redhat/linux/9/en/doc/RH-DOCS/pdf-en/rhl-sg-en.pdf. Retrieved 8 September 2022.
* Petersen, Richard (2004). "Chapter 17: Internet Protocol Security: IPsec, Crypto IP Encapsulation for Virtual Private Networks". Red Hat - The Complete Reference Enterprise Linux & Fedora Edition. United States: McGraw-Hill/Osborne. ISBN 0-07-223075-4. http://litux.nl/Reference/index.html?page=books/7213/ddu0125.html. Retrieved 17 January 2023.
17. ↑ Titz, Olaf (2011-12-20). "CIPE - Crypto IP Encapsulation". http://sites.inka.de/sites/bigred/devel/cipe.html.
18. ↑ Titz, Olaf (2013-04-02). "CIPE - encrypted IP in UDP tunneling". https://sourceforge.net/projects/cipe-linux/.
* Wilson, Damion (2002-10-19). "CIPE-Win32 - Crypto IP Encapsulation for Windows NT/2000". https://cipe-win32.sourceforge.net/.
19. ↑ "Configuring PFC3BXL and PFC3B Mode Multiprotocol Label Switching". https://www.cisco.com/c/en/us/td/docs/switches/lan/catalyst6500/ios/12-2SXF/native/configuration/guide/swcg/pfc3mpls.pdf.
20. ↑ E. Rosen & Y. Rekhter (March 1999). "BGP/MPLS VPNs". Internet Engineering Task Force (IETF). https://www.ietf.org/rfc/rfc2547.txt.
21. ↑ Lewis, Mark (2006). Comparing, designing, and deploying VPNs (1st print. ed.). Indianapolis, Ind.: Cisco Press. pp. 5–6. ISBN 1587051796.
22. ↑ Ethernet Bridging (OpenVPN), https://openvpn.net/vpn-server-resources/how-to-setup-layer-2-ethernet-bridging/, retrieved 8 October 2022
23. ↑ Hollenbeck, Scott; Housley, Russell. "EtherIP: Tunneling Ethernet Frames in IP Datagrams". https://datatracker.ietf.org/doc/rfc3378/.
24. ↑ Glyn M Burton: RFC 3378 EtherIP with FreeBSD , 3 February 2011
25. ↑ net-security.org news: Multi-protocol SoftEther VPN becomes open source , January 2014
26. ↑ Address Allocation for Private Internets , RFC 1918, Y. Rekhter et al., February 1996
27. ↑ RFC 2917, A Core MPLS IP VPN Architecture
28. ↑ RFC 2918, E. Chen (September 2000)
29. ↑ Yang, Yanyan (2006). "IPsec/VPN security policy correctness and assurance". Journal of High Speed Networks 15: 275–289.
30. ↑ "Overview of Provider Provisioned Virtual Private Networks (PPVPN)". Secure Thoughts. https://securethoughts.com/overview-provider-provisioned-virtual-private-networks-ppvpn/.
31. ↑ RFC 1702: Generic Routing Encapsulation over IPv4 networks. October 1994.
32. ↑ IETF (1999), RFC 2661, Layer Two Tunneling Protocol "L2TP"
33. ↑ Cisco Systems, Inc. (2004). Internetworking Technologies Handbook. Networking Technology Series (4 ed.). Cisco Press. p. 233. ISBN 9781587051197. https://books.google.com/books?id=3Dn9KlIVM_EC. Retrieved 2013-02-15. "[...] VPNs using dedicated circuits, such as Frame Relay [...] are sometimes called trusted VPNs, because customers trust that the network facilities operated by the service providers will not be compromised."
34. ↑ Layer Two Tunneling Protocol "L2TP" , RFC 2661, W. Townsley et al., August 1999
35. ↑ IP Based Virtual Private Networks , RFC 2341, A. Valencia et al., May 1998
36. ↑ Point-to-Point Tunneling Protocol (PPTP) , RFC 2637, K. Hamzeh et al., July 1999
37. ↑ Phifer, Lisa. "Mobile VPN: Closing the Gap" , SearchMobileComputing.com, 16 July 2006.
38. ↑ Willett, Andy. "Solving the Computing Challenges of Mobile Officers" , www.officer.com, May, 2006.
39. ↑ Cheng, Roger. "Lost Connections" , The Wall Street Journal, 11 December 2007.
40. ↑ Sowells, Julia (2017-08-07). "Virtual Private Network (VPN) : What VPN Is And How It Works". https://hackercombat.com/virtual-private-network/.

## Further reading

* Kelly, Sean (August 2001). "Necessity is the mother of VPN invention". Communication News: 26–28. ISSN 0010-3632. http://www.comnews.com/cgi-bin/arttop.asp?Page=c0801necessity.htm.

* v
* t
* e

Virtual private networking

Communications protocol|

* SSTP
* IPsec
* L2TP
* L2TPv3
* PPTP
* Split tunneling
* SSL/TLS
* (Opportunistic: tcpcrypt)

Free software|

* Cloudvpn
* FreeLAN
* FreeS/WAN
* Libreswan
* n2n
* OpenConnect
* OpenIKED
* Openswan
* OpenVPN
* Social VPN
* SoftEther VPN
* strongSwan
* tcpcrypt
* tinc
* VTun
* WireGuard
* Shadowsocks

Vendor-driven protocols|

* Layer 2 Forwarding Protocol
* DirectAccess

Proprietary software|

* Avast SecureLine VPN
* Check Point VPN-1
* Cisco Systems VPN Client
* LogMeIn Hamachi
* Microsoft Forefront Unified Access Gateway
* Hola
* Tunnelbear
* NordVPN
* SaferVPN
* ExpressVPN
* ProtonVPN
* PureVPN
* VPN.ht
* Private Internet Access

Risk vectors|

* Content-control software
* Deep content inspection
* Deep packet inspection
* IP address blocking
* Network enumeration
* Stateful firewall
* TCP reset attack
* VPN blocking

* v
* t
* e

Cryptographic software

Email clients|

* Apple Mail
* Autocrypt
* Claws Mail
* Enigmail
* GPG (Gpg4win)
* Kontact
* Outlook
* p≡p
* PGP
* Sylpheed
* Thunderbird

Secure
communication|

| OTR|

* Adium
* BitlBee
* Centericq
* ChatSecure
* climm
* Jitsi
* Kopete
* MCabber
* Profanity

|

SSH|

* Dropbear
* lsh
* OpenSSH
* PuTTY
* SecureCRT
* WinSCP
* wolfSSH

TLS & SSL|

* Bouncy Castle
* BoringSSL
* Botan
* cryptlib
* GnuTLS
* JSSE
* LibreSSL
* MatrixSSL
* NSS
* OpenSSL
* mbed TLS
* RSA BSAFE
* SChannel
* SSLeay
* stunnel
* wolfSSL

VPN|

* Check Point VPN-1
* Hamachi
* Openswan
* OpenVPN
* SoftEther VPN
* strongSwan
* Tinc
* WireGuard

ZRTP|

* CSipSimple
* Jitsi
* Linphone
* Jami
* Zfone

P2P|

* Bitmessage
* RetroShare
* Tox

DRA|

* Matrix
* OMEMO
* Conversations
* Cryptocat
* ChatSecure
* Proteus
* Signal Protocol
* Google Allo
* Facebook Messenger
* Signal
* TextSecure
* WhatsApp

Disk encryption
(Comparison)|

* BestCrypt
* BitLocker
* CrossCrypt
* Cryptoloop
* DiskCryptor
* dm-crypt
* DriveSentry
* E4M
* eCryptfs
* FileVault
* FreeOTFE
* GBDE
* geli
* LUKS
* PGPDisk
* Private Disk
* Scramdisk
* Sentry 2020
* TrueCrypt
* History
* VeraCrypt

Anonymity|

* GNUnet
* I2P
* Java Anon Proxy
* Tor
* Vidalia
* RetroShare
* Ricochet
* Wickr

File systems (List)|

* EncFS
* EFS
* eCryptfs
* LUKS
* PEFS
* Rubberhose
* StegFS
* Tahoe-LAFS

Service providers|

* Freenet
* Tresorit
* Wuala

Educational|

* CrypTool

Related topics|

* Outline of cryptography
* Timeline of cryptography
* Hash functions
* Cryptographic hash function
* List of hash functions
* S/MIME

* Category
* Commons

* v
* t
* e

Internet censorship circumvention technologies

Background|

* Internet censorship
* Internet censorship in China
* National intranet
* Censorship and blocking technologies
* IP address blocking
* DNS cache poisoning
* Wordfilter
* Great Firewall of China
* Blocks on specific websites
* Wikipedia
* Facebook
* Twitter

Principles|

| With a proxy server|

* P2P
* Web proxies
* SSH
* VPN
* PAC

|

Without a proxy server|

* HTTPS
* IPv6 transition mechanism
* hosts
* DNSCrypt
* Domain fronting

Anti-censorship software|

| Free software|

* Lantern
* Psiphon
* Shadowsocks
* Outline VPN
* ~~GoAgent~~

|

Proprietary software|

* Freegate
* Ultrasurf
* Hotspot Shield
* ~~fqrouter~~
* ~~Xiaoyaoyou~~
* ~~Huofenghuang~~
* ~~Garden Networks~~
* ~~Telex~~
* FreeBrowser
* CGIProxy
* Proxify

Browser extensions|

* Hongxing
* ~~uProxy~~

Anonymity|

| Anonymous software|

* Tor
* JAP
* Flash proxy
* Mixmaster

|

Anonymous P2P network|

* I2P
* ZeroNet
* Freenet
* StealthNet

Relevant organizations|

* GreatFire
* FreeWeibo
* Turkey Blocks

Reference|

* Program Think Blog
* Great Cannon

~~Strike through~~ = the custodians have stopped maintenance

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