Planning ahead for Italy this April has got me thinking about the last time I travelled solo, now almost a decade ago.

When I was eighteen years old, my mother gave me a copy of Laurie Lee’s As I Walked Out One Midsummer Morning and a map of northern Spain. I joined the dots and bought myself a one way flight to Santander, planning to walk south as he did, until I reached the Mediterranean Sea.

It didn’t exactly pan out like that, but it was and is to this day one of the toughest and most formative adventures I’ve ever made in my life.

Travelling solo is not for everyone. You’ve got to be comfortable with your own company for long periods of time. You have to be able to think on your feet and adapt to whatever happens around you, because nobody is going to look out for you but yourself. Most importantly of all, you need to be brave. You’ll hear plenty of stories about the kindness of strangers, but nine times out of ten, it’s a case of shy bairns get nowt; if you aren’t prepared to talk to people, the loneliness birds will start to circle.

That’s what happened to me, all those years ago. My Spanish was good – more than good enough to hold my own in a conversation – but my courage was lacking. The bottomless charisma that comes almost by osmosis from working in a private school hadn’t sunk in yet, and I would have rather bitten my own tongue than enter into a conversation with a stranger. Consequently, I spent the greater part of those four and a half weeks in what can only be described as a state of monastic silence.

As a rule, I’ve tried to find a travel partner on every adventure since, as there are few things more reassuring than good company on the road. Back then, halfway through my gap year, I was cut off like never before: everybody I knew was either at university, at work or halfway across the globe on gap years of their own. So I didn’t have much choice.

I was young, inexperienced, and woefully naïve about how much I ought to be spending daily on food. Little wonder, then, that when I came home I was dangerously underweight. That first encounter with solo travel taught me a lot, but most of all it taught me never to skimp on food. Ever.

Looking back, it’s so easy to focus on the negatives, largely because of how didactic they all were. One stands clear above the others like a lonely mountain. Sleeping rough in the mountains above Madrid with nothing but a sleeping bag and a rucksack for a pillow. That endless night will be with me forever. Let me paint it for you.

Picture it. A patch of relatively stable ground in the heart of a dark pine forest, on the lower slopes of the mountains. At least two hours’ walk from the nearest settlement. Pine needles where the grass doesn’t grow, and the roots of the trees poking out of the ground here and there like toes in the sand. The light fading as dusk sets in, no sunset, just a gradual darkening of the grey light between the trees as the world before your eyes starts to fuzz and crackle like static on an old television. From somewhere far off, a raven croaks, and once or twice, an owl.

You put your head on your rucksack and try to shut your eyes, but sleep doesn’t come. Maybe it’s because it’s still light out there. Minutes feel like hours. You turn on your iPod and ration a few songs to pass the time. Maybe fatigue will get you in the end. But it doesn’t.

Night falls, but there’s no moon. The ground under your sleeping bag is cold. Wet. It sinks through the lining and into your skin. Your teeth are chattering. You put on all the clothing you’ve brought; three layers of socks, two sweaters and a makeshift scarf. It doesn’t stop the chattering. Then there’s the gentle sound of rain as the clouds roll across the mountainside, scattering water through the trees.

You check your watch. It’s only been twenty minutes. It’s still only just after nine o’clock. Most Spaniards aren’t even in bed at this time. You ration some more music.

The darkness is almost absolute. You can only just make out the silvery light of the trunks of the nearest trees, lit by the ghost of the moon, buried deep in the clouded night. The patter of rain echoes through the whole forest.

Suddenly, a harsh bark breaks the silence. It shouldn’t scare you out of your wits, but it does. You freeze, listening, half expecting – wait! There it is again. It’s a roe deer, you know that. You’re sure of it. You’ve heard that barking cry so many times before back home. It’s just a deer. Harmless. But what good is that knowledge when you’re wrapped up in a sleeping bag, alone, and nobody knows you’re up there? And what if you’re not so sure? What if it’s something… else?

It’s funny how the mind plays tricks on you in the darkness. How quickly you can unravel. For a time I am certain I had managed to convince myself it was not deer but wolves I was hearing – that ancient terror of the deep forest that all of us carry, buried deep inside.

The barking goes on for hours. Or maybe minutes. The minutes feel like hours. The hours feel like days. Time seems to have slowed to a crawl. The night is endless. No moon, no stars, no light from the distant towns. Just the static darkness that creeps through the trees, and the rain, the endless, endless rain.

You count the barks. You count sheep. You call home, consider bailing there and then. You talk to yourself, argue with yourself. You turn to God, perhaps for the first time. You swear. You laugh. You cry. You drain the iPod to zero to keep your spirits up, trying not to picture the prowling things between the trees that your eyes are so keen to paint.

Sleep is fleeting: a minute or two of semi-consciousness here and there, leaving you more and more tired, and yet less able to find that rest you now desire above all things.

And when the dawn comes, that first blessed grey light between the trees, you don’t even care anymore how little you’ve slept. You hardly notice the gnawing aches in your legs, or the numbness in your teeth from all the chattering. You’re just overjoyed to see the light once again – because there’s a magic in the dawn that is timeless. The darkness is on the run, and there’s a new day on the way. Dawn was ever the hope of men.

Looking back now, there’s so much I didn’t do that I know I should have done. I didn’t tell anybody where I was going. I didn’t pack enough food. And any of you with even a little camping experience will have spotted one glaring absence: never mind the obvious lack of a tent, I didn’t even bring a roll mat. No wonder I spent the night shivering.

One thing’s for certain: there’ll be no repeats of that night in the Guadarrama, not in Italy, not ever. I’ve had some long and painful nights in my life, but that one stands head and shoulders above the others. I don’t think I’ve ever felt more alone. But that makes it all the more powerful a memory. It’s a lightning-rod for my fears. Whenever I’m feeling down for whatever reason, I think of that night in the mountains. I was miserable, I was lonely, I was terrified – but I survived.

In the old Star Wars stories, Master Yoda went into exile on the swamp world of Dagobah, a planet with a strong connection to the dark side of the Force. Hubris had laid his order low and taken everything from him; only by humbling himself in isolation and communing with the dark was he able to understand it – and, in so doing, learn to rise above it all.

At some point in our lives, we all need to be brought to our knees, if only to understand who we really are when it all falls apart. I wouldn’t say I look back on that night with pride – the whole enterprise was nothing short of madness to begin with – but it did settle once and for all what I believed.

Darkness is not something to run from. It cannot be escaped. There’s darkness in all of us, as sure as shadows lengthen in the light. But, like a shadow, it must be faced head on if you would not be afraid. We have to confront our fears if we wish to understand them – and to understand how we react it to them. And to face your demons, whatever and wherever they may be, you need your starlight. I call that starlight Hope.

Hope and despair. The light and the dark. All that I am today is built on that bedrock. Hope is my raison d’etre, my polestar, my core value if you will, and it was forged in that endless night on Guadarrama.

Travelling alone can be tough – especially if you’re inclined to sadistic escapades like sleeping rough in the mountains like I was – but I can think of few better ways to find the meaning of life.

And if you’re wondering why I put myself through that ordeal, there’s a perfectly logical answer: there’s a chapter in my book where my protagonist is abandoned in the wild, and my English teacher once told me to “write only about what you know”! The things we do for art…

I don’t expect anything nearly as dramatic in Italy. Heck, I’m mainly going to fill some pages in my journal. But I am going with a hopeful heart once again, to feel that brush with the world beyond.

And to find a better Margherita pizza than the ones they make at Lirios. Maybe. BB x