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Traveler • Storyteller • Punk Rocker
I’m Carter, an American traveler living in Portugal and the creator of Atypical Vagabond. After selling my technology business, I traded the conventional path for slow travel, life abroad, and a slightly unreasonable number of long walks across Europe. I share honest Portugal guides, Camino stories, digital nomad advice, and practical lessons to help you explore the world with greater confidence and purpose.

Week of July 29, 2026 This week, I learned that…
When most people think about Portugal, places like Lisbon, Porto,…
Portugal does not end when you leave Lisbon, and it…
To view this content, you must be a member of James’s Patreon at $1 or more Unlock with PatreonAlready a…

I’m walking the Camino Francés starting April 15 — Saint-Jean-Pied-de-Port into Spain, across to Santiago. Day -35 Today’s prep is…

If you think you’ve “done” Portugal because you visited Lisbon, Porto, and the Algarve… I have news for you. You’ve…

Hidden Gems of Portugal: Seeing a Familiar Country from a Different Perspective Portugal is often sold in fragments. A tram…

Portugal has a way of sneaking up on you. You arrive thinking you’ll tick off a few highlights — a…

The remote work revolution has fundamentally transformed how and where professionals can earn a living. With over 50 million people…

When I first dipped my toes into travel blogging, I honestly didn’t see it as a business. I thought of…

Welcome, adventurers. Whether you’re just starting to dream about remote work or already booking your one-way ticket, this guide brings…

Smart travel isn’t just about booking flights and packing a bag—it’s about approaching every trip with curiosity, preparation, and an…

Planning a trip to Portugal this summer? Whether you’re a digital nomad, backpacker, or just looking for unique adventures off…

Week of July 29, 2026 This week, I learned that building a travel website is not terribly different from maintaining…
When most people think about Portugal, places like Lisbon, Porto, or the Algarve usually come to mind first. Madeira often…
Portugal does not end when you leave Lisbon, and it certainly does not become less interesting. Head east or south…

Wondering what to eat in Portugal? This Portuguese food guide covers traditional dishes, regional specialties, desserts, coffee, and practical restaurant…

SEO Title: Getting Around Portugal: Trains, Buses, Cars & More Getting around Portugal can appear wonderfully simple when you first…

Does travel change who we are, or does who we are determine whether we travel? After moving to Portugal and…

I’m rebuilding Atypical Vagabond around the Camino, living in Portugal, digital nomad life, and more honest stories from the road.

People ask me all the time: “Should I visit Coimbra?” My answer? Only if you like medieval streets, ridiculously good…

A proper Camino training plan is not about becoming an Olympic athlete, buying neon spandex, or turning your life into…

Traveler • Storyteller • Punk Rocker
I’m Carter, an American traveler living in Portugal and the creator of Atypical Vagabond. After selling my technology business, I traded the conventional path for slow travel, life abroad, and a slightly unreasonable number of long walks across Europe. I share honest Portugal guides, Camino stories, digital nomad advice, and practical lessons to help you explore the world with greater confidence and purpose.

Week of July 29, 2026 This week, I learned that…
When most people think about Portugal, places like Lisbon, Porto,…
Portugal does not end when you leave Lisbon, and it…

Week of July 29, 2026 This week, I learned that building a travel website is not terribly different from maintaining…
When most people think about Portugal, places like Lisbon, Porto, or the Algarve usually come to mind first. Madeira often…
Portugal does not end when you leave Lisbon, and it certainly does not become less interesting. Head east or south…

Wondering what to eat in Portugal? This Portuguese food guide covers traditional dishes, regional specialties, desserts, coffee, and practical restaurant…

SEO Title: Getting Around Portugal: Trains, Buses, Cars & More Getting around Portugal can appear wonderfully simple when you first…

Does travel change who we are, or does who we are determine whether we travel? After moving to Portugal and…

I’m rebuilding Atypical Vagabond around the Camino, living in Portugal, digital nomad life, and more honest stories from the road.

People ask me all the time: “Should I visit Coimbra?” My answer? Only if you like medieval streets, ridiculously good…

A proper Camino training plan is not about becoming an Olympic athlete, buying neon spandex, or turning your life into…

Traveler • Storyteller • Punk Rocker
I’m Carter, an American traveler living in Portugal and the creator of Atypical Vagabond. After selling my technology business, I traded the conventional path for slow travel, life abroad, and a slightly unreasonable number of long walks across Europe. I share honest Portugal guides, Camino stories, digital nomad advice, and practical lessons to help you explore the world with greater confidence and purpose.

Week of July 29, 2026 This week, I learned that…
When most people think about Portugal, places like Lisbon, Porto,…
Portugal does not end when you leave Lisbon, and it…