Students celebrating during the Queima das Fitas Cortejo in Coimbra

About Atypical Vagabond

Travel Deeper, Reject the Ordinary

A Portugal-based travel channel uncovering overlooked places, meaningful journeys, and the honest experiences that happen beyond the usual tourist checklist.

Atypical Vagabond is an independent travel channel for adventurers and travelers who want more than recycled lists of famous attractions.

Through practical guides, firsthand stories, travel videos, and photography, I explore Portugal, walk historic pilgrimage routes, uncover overlooked destinations, and document what travel actually feels like when the itinerary stops behaving.

Behind the channel, camera, questionable navigation decisions, and increasingly personal arguments with steep hills is me—Carter, an American travel blogger living in Portugal.

I built and sold a technology business, traded the conventional American script for life abroad, established residency in Portugal, walked the Camino Francés, and began documenting what happens when travel becomes more than an occasional escape.

To understand Atypical Vagabond, you need to understand three questions that continue to shape my journey:

And perhaps most importantly:

  • How might that help you on your own journey?

Atypical Vagabond is where I share honest Portugal travel guides, overlooked destinations, Camino stories, digital nomad lessons, travel videos, and the occasional wrong turn that becomes a better story than the original plan.

This is not a website about racing through destinations or collecting countries like arcade tokens.

It is about traveling deeper, staying curious, and finding meaning in the places between the famous landmarks.

How I Became a Travel Blogger in Portugal

Carter overlooking Lisbon while planning Portugal travel itineraries
Exploring Lisbon while creating travel stories and practical Portugal guides for Atypical Vagabond.

I grew up near the farmland surrounding Kansas City, but I never became particularly good at staying put.

My path eventually carried me through different parts of the United States, across multiple continents, and into the world of business and technology. I founded and operated technology companies, worked remotely, and learned that building a successful life does not necessarily mean following the standard blueprint.

Travel kept pulling at that blueprint.

What began as an interest in seeing unfamiliar places gradually became something deeper. Travel challenged my assumptions, forced me to become more adaptable, and made the world feel both larger and more connected.

Portugal eventually became more than another destination.

It became home.


Today, I live in Coimbra in Central Portugal. I study European Portuguese, navigate the mysteries of Portuguese bureaucracy, explore the country by train, car, and stubborn determination, and continue learning what daily life here actually looks like beyond the vacation photographs.

Fast Facts About Carter


Living in Portugal gives me a different perspective from someone visiting for a few days. I experience the ordinary rhythms alongside the remarkable ones: neighborhood cafés, delayed trains, local festivals, residency appointments, regional foods, historic streets, and conversations that occasionally outrun my Portuguese vocabulary.

That lived experience shapes every Portugal guide I publish.

My Story

Who Was I?

I grew up in Kansas City believing much of what society teaches us.

Work hard.
Build a career.
Buy the things you’re supposed to buy.
Follow the path you’re expected to follow.


Like many people, I spent years chasing success through work and achievement. My academic background is in biology, bioinformatics, and chemistry. Later I built and operated a technology business. From the outside, everything looked successful.

entrance to coimbra university in portugal
Carter eating ice cream in praca de comercio

But life has a way of teaching lessons that don’t appear on rĂ©sumĂ©s.

  • I battled addiction.
  • I experienced failures.
  • I learned that money solves some problems but doesn’t necessarily create fulfillment.

Most importantly, I discovered that the most meaningful moments in life rarely come from things. They come from experiences. That realization changed everything.


  • I became a digital nomad.
  • An expat.
  • A slow traveler.
  • A pilgrim.
  • A creator.
  • A student of the world.

Today my wife Sage and I call Coimbra, Portugal home while continuing to explore what life abroad can teach us.

Carter, the travel blogger and filmmaker behind Atypical Vagabond

My Story

Who Have I Become?

The answer to that question is still evolving. But travel played a major role in the transformation. After selling my business, I chose a different path.

Instead of accumulating more possessions, I began collecting experiences. Instead of asking how much I could earn, I started asking how deeply I could live.

Travel took me across continents and introduced me to people, cultures, languages, and ideas that challenged many of my assumptions.

Why Portugal Became Home

Portugal first drew me in with its history, landscapes, architecture, and slower rhythm of daily life. What persuaded me to stay was something harder to capture in a postcard.

It was the feeling of possibility.

From the tiled streets of Lisbon and the riverfront neighborhoods of Porto to the medieval lanes of Coimbra, the villages of Central Portugal, and the open landscapes of the Alentejo, the country continually rewards curiosity.

Some of Portugal’s most memorable experiences are not its headline attractions. They are the overlooked viewpoints, neighborhood cafés, ruined castles, Roman roads, village festivals, and unexpected conversations encountered between them.

That is the Portugal I want Atypical Vagabond to help travelers discover.

My guides combine personal experience with practical information so you can build a trip around your own interests instead of blindly following another recycled bucket list.

What You Will Find on Atypical Vagabond

Discover hidden gems, local experiences, practical advice, and destination guides from my adopted home.

white and blue suv on brown field under gray clouds

Resources, strategies, and honest discussions about location-independent living.

yellow Volkswagen van on road

A different approach to seeing the world that prioritizes connection over consumption.

How to become and Expat?

The realities of moving abroad, navigating bureaucracy, building community, and creating a life in another country.

Atypical Vagabond is built for travelers and adventurers who want more than a list of famous attractions.

Here you will find:

  • Practical Portugal travel guides
  • Central Portugal and Coimbra expertise
  • Portugal itineraries and transportation advice
  • Hidden gems and overlooked destinations
  • Camino de Santiago planning resources
  • Camino FrancĂ©s stories and daily experiences
  • Digital nomad and remote-work guidance
  • Honest accounts of living abroad
  • Travel videos, photography, and firsthand stories
  • Tools such as Atypical Voyage that help you plan a more personal trip

My goal is simple: help you travel with greater confidence while leaving enough room for places to surprise you.

Travel Videos and Photography


Writing helps me explain a place. Video helps me bring you into it.

On the Atypical Vagabond YouTube channel, I document Portugal, the Camino de Santiago, life abroad, and the unpredictable moments that happen after the itinerary stops behaving.

My videos are not designed to pretend every journey is flawless. You will see beautiful landscapes and historic places, but you may also encounter aching feet, missed turns, questionable weather, and my increasingly personal disputes with steep hills.

slow travel

Walking the Camino de Santiago

Pilgrimage routes, trail guides, reflections, and lessons from walking across Spain and Portugal.

Carter finally reaching Santiago de Compestela.

The Camino de Santiago became one of the most important chapters in my travel story.

My wife, Sage, and I walked the Camino Francés across northern Spain, covering roughly 500 miles before reaching Santiago de Compostela. We crossed mountains, farmland, medieval villages, crowded pilgrim routes, empty trails, and more than a few descents that made our knees question every decision leading up to them.

The Camino was not merely a long hike.

It was an extended lesson in patience, discomfort, community, vulnerability, and the surprising amount of emotional significance a person can attach to a dry pair of socks.

Carter traveling to St Jean Pied de Port preparing for the camino.
Mustard flowers on the Camino Frances.

Walking day after day changes how you notice the world. The rush to arrive slowly gives way to attention: footsteps on gravel, conversations with strangers, weather moving across the landscape, and the quiet realization that progress does not always need to be fast.

I share practical Camino guides alongside the honest stories—the difficult days, absurd moments, physical setbacks, unexpected friendships, and lessons that only seem to arrive after several hundred kilometers.

Why I Share My Journey Publicly

People often ask why I spend so much time creating videos, writing blog posts, and documenting my travels.

The answer is simple.

When I was considering a life abroad, I needed someone who was willing to share the truth.

Digital Nomad Life Without the Fantasy Brochure

Before settling in Portugal, technology and remote work gave me the ability to build a life less tied to one location.

That freedom was valuable, but digital nomad life is more complicated than a laptop balanced beside an infinity pool. It involves income, visas, taxes, insurance, accommodation, routines, loneliness, reliable internet, and the delicate art of looking professional while construction rattles the wall behind you.

My background in technology, business ownership, remote work, international relocation, and Portuguese residency allows me to discuss those realities from experience.

The digital nomad content on Atypical Vagabond is designed to help people make informed decisions—not sell them a permanent vacation that does not exist.

 Latest Stories from the Road

From Atypical Vagabond to Atypical Voyage

Years of traveling, writing destination guides, and searching for overlooked places revealed a recurring problem: travelers are surrounded by information, but finding experiences that genuinely fit them can still be frustrating.

That idea led me to create Atypical Voyage, a travel discovery and trip-planning app designed to help travelers move beyond the obvious attractions.

Atypical Voyage helps you uncover hidden gems, save interesting places, and plan a journey that reflects how you actually like to travel. It extends the philosophy behind Atypical Vagabond into something travelers can carry with them on the road.

The goal is not to replace curiosity with an algorithm.

It is to point curiosity in a more interesting direction.

Why Trust My Advice?

My destination guides are grounded in places I have personally visited and experiences I have had firsthand. I combine those observations with careful research so travelers receive both honest perspective and practical information.

aerial view of Coimbra Portugal

Technology Entrepreneur

Built and sold a successful technology business.

Independent Travel Perspective

Creates firsthand guides shaped by independent travel, careful research, and life in Portugal.

Portugal Resident

Relocated internationally and established residency in Portugal.

Global Explorer

Traveled across five continents and explored 19 countries.

Camino Pilgrim

Walked multiple Camino de Santiago pilgrimage routes.

Expat Experience

Navigated visas, bureaucracy, and life abroad firsthand.

Travel Creator

Created hundreds of travel videos, guides, and destination resources.

Still Exploring

Continuing to discover Portugal, Europe, pilgrimage routes, and overlooked places.

My Approach to Travel

I believe travel is most valuable when it encourages us to pay attention.

That means learning something about the history beneath our feet, respecting the people who call a destination home, supporting local businesses, and occasionally putting away the checklist long enough to notice what is happening around us.

I am not interested in pretending every destination is perfect.

Honest travel writing should include the inconveniences, mistakes, disappointments, cultural adjustments, and strange little moments that make a journey real.

Travel has repeatedly shown me that there is no single correct route through a country—or through life.

Sometimes the atypical path is where the good stuff is hiding.


My goal isn’t to present a picture-perfect version of travel. It’s to share the reality—the good, the bad, and the occasionally ridiculous.

Because that’s where the best stories come from.

Not just the highlights. The paperwork. The mistakes. The fears. The lessons. The reality.

If sharing my experiences helps someone take their first trip, move abroad, walk the Camino, or finally pursue a dream they’ve been postponing for years, then every article and video is worth it.

Atypical Vagabond exists because information changes lives. Travel changes lives. Stories change lives.

How This Might Help You

You don’t need to move to Portugal. You don’t need to become a digital nomad. You don’t need to walk 800 kilometers across Spain.
But you might be asking some of the same questions I once asked.

Is there more to life than my current routine?
Could I live abroad?
What would happen if I took a chance on myself?
Can travel become more than a vacation?
How do I create a life that feels meaningful?

Those are the questions I explore here.

The channel is built around helping others discover what is possible when they choose curiosity over fear and experiences over comfort.

Not because I have all the answers. But because I’m willing to share what I’ve learned while searching for them.

Helping You Plan a More Meaningful Journey

Atypical Vagabond provides firsthand Portugal guides, Camino resources, honest travel stories, and practical planning tools for travelers who want to look beyond the obvious route.

Have a question, collaboration idea, or just want to say hello?

I’d love to hear from you.

Feel free to reach out through the contact page or connect with me on social media.

See you somewhere on the road.

Work With Atypical Vagabond

I am interested in collaborations that genuinely benefit travelers and align with the values of Atypical Vagabond.

Potential partnerships include:

  • Portugal tourism and destination campaigns
  • Travel technology and trip-planning tools
  • Outdoor and Camino equipment
  • Hotels and locally rooted accommodations
  • Cultural, historical, and culinary experiences
  • Travel video and photography projects
  • Interviews, podcasts, and media appearances
  • Responsible brand partnerships

I do not promote something merely because a company offers to pay for it. Trust is far more difficult to replace than a pair of worn-out walking shoes.

Featured In

Interviews & Media

Expats Everywhere Interview

A conversation about life in Portugal, digital nomadism, building a new life abroad, and what happens when you choose an unconventional path.

Community Involvement

Frequently Asked Questions

Atypical Last Thoughts

Carter overlooking the Alentejo landscape from Monsaraz, Portugal

Atypical Vagabond began with a question: What does it mean to search for home?

Travel did not provide one neat answer.

Instead, it led me across unfamiliar countries, into a new life in Portugal, along the Camino de Santiago, behind a camera, and eventually toward building tools that help other travelers create their own journeys.

I am still searching, exploring, filming, writing, and getting Portuguese words slightly wrong.

That is part of the adventure.

If you prefer independent travel, honest stories, overlooked places, and routes that do not feel manufactured by a tourism committee, you are in the right place.

Welcome to Atypical Vagabond.

Follow the Journey

Travel doesn’t stop when a blog post ends.

You can follow along across the web:

Now let’s reject the ordinary and find out where the less obvious road goes.

stone stairs leading down to bottom of the devils cauldron
landscape of the llanquihue lake and the osorno volcano in chile
man in blue shirt inside a local store