The Highwaymen is a nationwide confederation of marauders, made up of loosely-co-operating Chapters, including one based in Hope County. The Highwaymen are ruthless, callous opportunists who care nothing for civilians and see them as target practice or resources. They are an extremely violent group who play loud music that can be heard in the distance, and entertain themselves with death races and gladiatorial fights.
Most of their ranks are highly-armed and have a large arsenal of weaponry and heavily customised vehicles, similar to the Project at Eden's Gate.
None of the other chapters are known by name. They are referred to offhandedly as "The Other Chapters" or "The Eastern Chapters". The Hope County Chapter is led by the Twins, Mickey and Lou, during the events of Far Cry New Dawn.
The Highwaymen are a gang of marauders that came to prominence after the nuclear holocaust and also pillage, enslave, or kill anyone and anything in their path. They were founded and led by the Twins' father, Vince, until they killed him after he became a "problem", usurping his position. Each twin took up a role, Mickey as the brains and Lou as the muscle. The Twins have proven to be successful leaders, despite their differences. Ever since the twins took over, the Highwaymen became one of the most dominant gangs in America. The Highwaymen have chapters all across America, including Louisana, California, and the Grand Canyon. Each chapter of the Highwaymen seems to compete with one another to try to become the most powerful. Each chapter also seems to function individually with their leadership, though the leaders of each chapter still answer to The Twins.
After the death of Lou and the death/resignation of Mickey, the loss of their leadership and the raid on their headquarters by the combined forces of Prosperity's people and New Eden, the Highwaymen in Hope County are severely crippled but still active as they cannot let go of their marauding way. This causes Prosperity's people and The Security Captain to continue fighting them for a long time.
They are also known for having Levels ranging from I to III which impacts their combat ability like Hitpoints. For example, Level Is are vulnerable to headshots, killing them instantaneously. Level IIs have ballistic face-masks that need to be destroyed before headshots become anteriorly-effective; however, they are immediately vulnerable to headshots from the posterior. Level IIIs have a full-face helmet that fully protects them from headshots. Not only from the hitpoints bar you can also see differences visibly from their armour. They all have red-painted Level I Rusty Weapons.
The Assault unit are the standardised Highwaymen, typically charged with transporting prisoners and supplies along the roads of Hope County. They are typically found in their spare time spectating events or enjoying downtime.
Scavengers are scouts and looters, in charge of looting corpses and supply drops. They prefer fleeing to fighting, but will defend themselves when necessary.
Brawlers use shields and baseball bats in combat. Brawlers are delusional and unyielding personalities who take sadistic pleasure in their work. Many fight in the Bonecrusher Pit, or spend their spare time working out.
Berserkers use shotguns and are deadly at close range, but much less at a distance. They fight for fun and want to die doing what they love.
Snipers are ruthless, discrete and lethal. Despite this, they panic in close combat and will flee when their enemies get too close. They train daily and keep a scoreboard of kills, assigning points on difficulty.
Attack dogs are vicious dogs kept by the highwaymen as pets. They are extremely aggressive and not to be understimated.
Highwaymen flamers are arrogant and ruthless, and despise using cover. Flamers have a short life expectancy, and want to take out everyone in their way.
Gunners are armed with LMGs and try to overwhelm their enemies with persistent fire. Away from the fight, they are responsible for keeping order inside Highwaymen strongholds.
RPGs are reckless and unreliable individuals who use RPGs in combat. Many are trained in ambush tactics, however it's not uncommon for their spare warheads to explode without warning.
Enforcers are the Highwaymen Elite, tasked with securing objectives key to the Highwaymen stranglehold on Hope county. They are heavily armed and armoured.
- Mickey - Highwaymen co-leader (killed by The Security Captain, or is spared and leaves Hope County in search of her mother, effectively resigning as a leader of the Highwaymen).
- Lou - Highwaymen co-leader (killed by the Security Captain).
- Vince - Former Highwaymen leader and founder (murdered and usurped by the Twins).
- Gina Guerra - Former Highwayman.
- Irwin Smalls - Fighting manager and self-proclaimed right-hand man of the Twins who fell into their debt and wants them dead to solve it.
- Frank - Prison Warden in the former Hope County Jail.
The Highwaymen's symbol is the crude drawing of an eye surrounded with outward lines. It can be found abundantly painted, sprayed or drawn in graffiti in whatever locations they reside.
The reason for this choice remains unknown.
The symbology regarding the eye is ancient. In the Highwaymen's case, two instances could have inspired its rendition:
- The Eye of Providence, also known as the All-Seeing Eye, features a centred eye, with surrounding "glory", or outward rays. However, it usually features a triangle that is lacking in the Highwaymen's case. An image in Christian iconography, it represents Divine Providence (the intervention of God on Earth).
- A Hamsa amulet often features an eye at the centre of its palm, and sometimes the eye is surrounded by outward lines. One of its most popular uses is the warding off of the evil eye. If this is the case, the Highwaymen's choice reveals a pervading superstition, grounded in a symbol that predates the fall of the bombs.
Some units in the RTS game Warcraft 3 have the True Sight ability; its symbol resembles the said eye.
They also have graffiti design in black and white, featuring not only the eye design but also some other random symbolism. The graffiti design is also featured in exclusive official wallpapers.
- Unlike Pirates, the Royal Army, and other enemy factions in the Far Cry series, taking over all Highwaymen strongholds doesn't decrease their spawn rate throughout the map.
- Their clothing has Kōsokudōro コーソクドーロ letters, they mean highway in Japanese. However, it does not mean highwayman and how they get their own brand of clothing in the post-apocalyptic world is unclear.