Know any good pilgrim/guru/vagabond/hobo/walk-the-earth-like-Caine-in-"Kung Fu" literature?

A classic is Siddhartha by Herman Hesse.

The Aeneid, Iliad, and the Odyssey…

The “Satan 666” manga

On the Road is an excellent book.

You should take a look at the life and the poetry of Taneda Santoka who spent the last years of his life walking through Japan, begging for food and writing haiku.

You should look into Hermann Hesse, then, of the ones I’ve read, they’re all very profound and spiritual.

Travels With Charley by John Steinbeck was one of my first “adult” reads as a teenager. I loved that book. (He named his pickup truck Rocinante, after the name given to Don Quixote’s horse. Don Quixote himself was another “on the road” kinda guy.) Many of Steinbeck’s works involve travelers, including Of Mice and Men (hobos), Grapes of Wrath (migrant farm workers, displaced from Oklahoma during the Dust Bowl / Depression years) and Cannery Row, which isn’t really about “travel in the world”, but more of a metaphysical travelogue.

Blue Highways by William Least Heat Moon (I never read the book, but I could never forget that author’s name) has been on my list for decades. It got good reviews, as I recall, and I may read it myself one of these days.

Of course, the whole King Arthur legend was built around the questing adventures of the various knights.

The Gunslinger by Stephen King

Wow, I was going to say Siddhartha, but someone beat me to it. That’s a good one.

Also The Alchemist by Paulo Coelho.

Or the Tao te Ching.

You can find a list of books by J. Krishnamurti on this website.
http://www.jkrishnamurti.org/
I think he had a lot of wisdom to share.