The best books about going on the road

Although published long ago, it is remarkable how easy it is to become involved in this book and be charmed by its main character, Tom.

Orphans abound in 18th and 19th-century fiction. What happens to him in an upper-class environment is inevitably unfair and hypocritical, so when he gets on the road—whether as a result of desire or force—the fun truly begins.

Tom says at the beginning that his tale has the purpose of understanding “human nature”, and after spending time with him on his adventures, from the estate where he grows up to his romp in London, we have a sense of the good nature of human nature. Tom’s sense of life infuses his life on the road, offering a character to celebrate despite his flaws.

Sometimes called the female version of Tom Jones, Moll loses her mother (who is a convict) and eventually suffers the complications of being female when she falls in love and becomes pregnant by someone who can’t marry. Things go from bad to worse when she marries someone she doesn’t love, and faces instability all over again when she becomes a widow.

Thus begins her adventuring to find a husband who will give her the security she needs to survive. She burns through a bevvy of men who disappoint her on many accounts and has—and abandons—children at a remarkable rate as she learns the tricks of a con artist’s ways.

This book would be interesting to read in tandem with Tom Jones to consider why Moll is a less enamouring character than Tom.

Becky Sharpe is a character impossible to forget.

Through all the twists and turns of this plot, Becky shows herself to be both conniving and resilient in her quest to use those around her for her own gain. While not an attractive rendition of human nature, she forever has a wolf at her door and does what she thinks she must to stay one step ahead.

One gets whiplash from sympathizing with her one minute and being appalled by her lack of scruples the next, but, like all the characters she hoodwinks, we are captivated by her as someone who is never boring. She hops from one doomed circumstance to the next, and we are along for the ride.

Mark Twain’s wit somehow manages to transcend time as he infuses this iconic character with the freshness of an innocent who is anything but.

The “road” in this story is the Mississippi River, and the method of transportation is a raft. The journey takes Huck on a transformational journey as he unlearns everything his society has taught him about good and bad and right and wrong. This uneducated boy begins to think for himself.

Once the plot resolves, Huck wants to escape being “sivilized” because he has learned it is anything but. He wants to “light out for the territory”, a metaphorical place that, although impossible as a realistic solution to his problems, still seems a place of freedom worth seeking out.

This story has a Huck Finn flavour to it, recast on a 1950s road trip by bus.

Orphan Donal goes from the frying pan into the fire when his grandmother, his guardian, gets sick, and he is farmed out to a nasty-tempered relative he has never met.

After all the talk of Donal having no family, his salvation comes first from Herman, a non-relative who helps him escape back onto the bus that brought him there. The two light out for the West and cobble together what will feel like family in a ragtag bunch of misfits.