A guild of planar travellers a few hundred years ago came together to form a guild called the Warfarers, known to keep a hoard of tuning forks that are attuned to all manner of planes, cities and demiplanes all across the multiverse, both known and unknown. Outsiders may be able to buy or hire them...though only for a great cost. 

As frequent travellers to the outer spoke city of Sigil, a Wayfarer is often found in service to a ruler or council, keeping them informed of any goings on in the other planes that may affect their patrons, including the use of their ability to spy through the Ethereal Plane. 

Many Wayfarers come from races not generally accepted in common Material Plane societies, which includes: Half breeds such as half elves and half orcs, Changelings, neutrally aligned Yuan-ti, Kalashtar, Shifters, Warforged, Gith, Simic and Vedalken. By definition all fully fledged Wayfarer guild members must be of a true neutral alignment if they wish to traverse both upper and lower realms in comfort. 

Entrance to this guild is always via apprenticeship, generally lasting for a minimum of 5 years in Material Plane time, often lasting longer in order to ensure that the knowledge of how to integrate seamlessly with every society of the many planes is imparted.

Not all Wayfarers are magic users, through the aid of magical items imparted by the guild they travel the planes for many purposes, befitting almost any class. 

If choosing this background you can choose to be either a fully fledged guild member or a drop out apprentice which will provide different levels of proficiencies as stated below. 

Skill Proficiencies: For apprentice: Insight, Perception

For guild member: History, Persuasion

Languages: For apprentice: any two standard languages

For guild members: any two standard languages, plus one exotic language

Equipment: A symbol of rank and guild membership (apprentice or higher), a notebook filled with descriptions of various planar customs, an Amulet of the Planes, a set of common clothes, and a pouch containing 15 gp.

Suggested Characteristics

Wayfarers are often people seeking some form of escape, or running from something known or unknown, often there will be something dark in a Wayfarers part or a permeating feeling of 'not belonging'. They may also be driven in the pursuit of more knowledge, and a silver tongue that translated across the planes. Your ideals, bonds and flaws will reflect this motivation. 

d8	Personality Trait
1	I suffer from brief bout of amnesia after traveling planes.
2	I feel restless staying in any one plane for too long, I can't settle down.
3	I have an unhealthy obsession with the denizens of a particular plane.
4	I travel to learn and experience all there is that exists.
5	I see the flaws in any society that I spend time in.
6	I can find a warm bed in any city I visit.
7	Some have said I have a wife in every port.
8	I will tell anyone that listens about my most recent trip to an exotic plane.

d8	Ideal
1	I come from a long line of wayfarers, I will outshine them all!
2	I will be a hero to all the downtrodden and will change perceptions of my race.
3	I hope to one day travel every plane that exists.
4	Every society, even those of the Lower Planes, have their meaning and value in the great tapestry.
5	I wish to help everyone I find in need of it, no matter their alignment.
6	Society and law is a playground, I will find my way to the top no matter where that is.
7	There is no one I can't win over with my silver tongue.
8	The way of Wayfarers must be kept secret and hidden, I am mistrustful of anyone that pries too deep.

d8	Bond
1	I'm being hunted by someone who killed my master/teacher.
2	I am searching for a hidden library of Wayfarer stories.
3	I once travelled to a plane that I desire to go back to, but have been unable to.
4	I will fulfil my masters dying wish.
5	I see lost souls trapped between planes, I work to return them.
6	There's someone in every city who owes me a favour, and I intend to collect.
7	My master has gone missing and I intend to be the one to find them.
8	My apprentice has gone missing/died and I intend to find/avenge them.

d8	Flaw
1	I will believe anything said by a denizen of a particular plane.
2	I often get languages mixed up, which often offends.
3	I am biased against the race/s which rejected me in my home plane.
4	I joined the Wayfarer guild to escape a great crime committed on a plane I can never return to.
5	I will blindly trust any member of the Wayfarers.
6	I never tell the whole truth, collecting secrets is my power.
7	I owe a lot of favours to a lot of people in a lot of cities.
8	I view my party members as my apprentices.