Finding Confidence Through Solo Travel: What I Wish I Knew Earlier
- Tiffany Twofoot
- Oct 18
- 6 min read
When I first started traveling alone, I thought confidence was something I had to find first—like a passport or a pair of good walking shoes. I believed it was something you either had or didn’t have, something that belonged to those bold, fearless adventurers who never second-guessed themselves.
But I was wrong.

Confidence, as it turns out, isn’t a suitcase you pack before you leave. It’s something you build along the way—piece by piece, choice by choice, moment by moment. It’s not about never feeling afraid; it’s about learning to move forward anyway.
Solo travel didn’t just show me the world. It showed me myself—and taught me that confidence is a conversation, not a destination.
The Myth of “Being Ready”
Before my first solo trip, I spent months waiting for a moment that never came. I thought I’d wake up one day and feel ready—ready to navigate airports alone, eat dinner at a table for one, explore without a hand to hold.
But readiness is an illusion. There’s no perfect alignment of courage, timing, and airfare that suddenly makes everything feel easy. I kept postponing trips, thinking I needed to be braver, more outgoing, more… something.
What I didn’t realize was that the act of going is what makes you ready.
Confidence doesn’t show up before you board the plane. It appears in the tiny, ordinary acts of doing something new—checking in at the airport, finding your hotel, ordering food in another language, taking the wrong train and surviving it.
Every decision, no matter how small, becomes proof that you can trust yourself. And that proof is the foundation of real confidence.
Starting Small
Looking back, I wish I’d known I didn’t have to start with a grand adventure. You don’t need to fly across the world or climb a mountain to prove your independence. Confidence grows in gentle increments.
My first “solo trip” wasn’t a two-week vacation—it was an afternoon drive to a nearby town. I wandered through local shops, had lunch by myself, and came home realizing I’d spent an entire day in my own company—and enjoyed it.
That small step opened a door. The next time, it was an overnight stay. Then a weekend trip. Then a cruise. Each journey expanded the edges of what I believed I could do.
If you’re standing at the edge of your first solo adventure, unsure whether to leap, know this: you don’t need to have it all figured out. You just need to take one small, brave step. The rest unfolds as you go.

Confidence Comes in Moments, Not Milestones
We often think confidence looks like boldness—standing on mountaintops or navigating foreign cities with ease. But in truth, it shows up in quiet, ordinary moments.
It’s the calm you find when you realize you made it through the airport by yourself. It’s the decision to take a detour and trust your instincts. It’s asking a stranger for directions, even when your voice trembles a little.
Confidence isn’t a grand arrival; it’s a series of whispers that say, “You can handle this.”
Here are some of the moments that built mine:
Sitting alone at a café in London, sipping coffee while writing in my journal. I felt a flicker of peace in my solitude.
Boarding a cruise where I knew no one, and discovering that connection finds you when you least expect it.
Walking through a small town in Jamaica, realizing I no longer needed constant reassurance—I had learned to trust my own pace.
Those weren’t headline-worthy accomplishments, but they changed me more than any big adventure could have. Each small act became a stepping stone toward a version of myself that was calmer, braver, and more at home in her own skin.
When Fear Travels With You
Let’s be honest—solo travel isn’t always effortless or glamorous. Sometimes, fear comes along for the ride.
There were nights I felt lonely, sitting in a hotel room wishing I could share the moment with someone. There were moments of anxiety, too—getting lost, making mistakes, wondering if I’d made the right decision.
But here’s what I learned: fear doesn’t mean you’re doing it wrong. It means you’re growing.
Courage isn’t the absence of fear; it’s the choice to keep going anyway. Every time I did something that scared me—navigating a new city, talking to strangers, showing up alone—it loosened fear’s grip a little more.
Confidence and fear can coexist. They often do. One doesn’t erase the other—it balances it. With time, the fear gets quieter, and the confidence grows louder.

The Unexpected Lessons of Traveling Alone
Solo travel doesn’t just teach you how to navigate airports or itineraries—it teaches you how to navigate yourself.
I wish I’d known that confidence wasn’t about control. It was about trust—trusting my instincts, trusting the journey, trusting that I could handle whatever unfolded.
I learned that plans will fall apart, but sometimes that’s where the magic happens. A missed train can lead to a hidden café, a wrong turn to a breathtaking view.
I learned that people are kinder than you think. Strangers offered directions, shared stories, and reminded me that the world is full of gentle souls.
And I learned that being alone doesn’t mean being lonely. Solitude can be sacred space—a time to reconnect with who you are beneath the noise.
Each lesson peeled away a layer of doubt and replaced it with something stronger: quiet, grounded self-assurance.
What I Wish I Knew Earlier
There are a few truths I wish someone had whispered to me before that first solo trip. Maybe they’ll help you, too.
You will surprise yourself.
The version of you that boards the plane isn’t the same one who comes home. You’ll notice it in small ways—how easily you navigate a crowd, how calmly you face challenges, how proud you feel afterward.
You don’t need permission to take up space.
Traveling alone can feel intimidating at first, especially in cultures where being alone draws attention. But you belong wherever you are simply because you’re there. You don’t need a companion to validate your place in the world.
Getting lost isn’t failure.
It’s part of the story. Some of my favorite discoveries happened when I missed a turn or misunderstood a map. Detours often lead to connection—and confidence.
Confidence doesn’t mean perfection.
You’ll make mistakes. You’ll mispronounce words, miss flights, and maybe cry in an airport bathroom. It’s okay. You’re human. And the best travelers are the ones who let themselves learn out loud.
You are enough, exactly as you are.
You don’t have to become a different person to be confident. You simply have to trust that who you are is already capable, worthy, and strong.
Traveling Through Grief, Finding Yourself Again
For me, solo travel wasn’t just an act of courage—it was an act of healing.
After losing my husband, I felt like I’d lost my compass. Travel became my way of remembering that life could still expand—that even in loss, there were new places to see, new versions of myself to meet.
Grief can make you feel fragile, unsure, and disconnected. But moving—physically and emotionally—creates space for growth. The more I traveled, the more I realized I wasn’t running away from grief; I was learning how to carry it differently.
Confidence came not from escaping pain, but from proving to myself that I could still choose joy, curiosity, and wonder.
Every solo journey became a love letter to the woman I was becoming—the one who could walk into the world again, not as someone broken, but as someone rebuilding.
Coming Home Changed
The most surprising part of solo travel isn’t who you meet or where you go—it’s who you become when you return.
You come home seeing yourself differently. You start to notice the subtle strength that grew between moments of uncertainty. You realize you’re capable of more than you ever imagined.
Confidence isn’t loud or showy—it’s steady. It’s the quiet knowing that you can trust yourself to figure things out, no matter where life takes you.
Solo travel gave me that. It showed me that courage doesn’t always roar. Sometimes, it simply whispers, “Go anyway.”
Final Reflections
If you’re standing at the edge of a dream—nervous, curious, uncertain—let me offer this reminder: You don’t have to wait until you feel brave to begin.
Book the trip. Take the walk. Sit at the café table for one. Let the world meet you exactly as you are, and watch how it reflects back a version of you that’s more confident, more open, and more alive.
Because the truth is, confidence isn’t something you find before you go. It’s something you find along the way.





