Winging It Travel Podcast

IMMERSIVE – Bhutan Series w/ Breathe Bhutan – Hiking to Tiger’s Nest Monastery (Paro Taktsang) EPIC In this immersive, audio-only episode of the Winging It Travel Podcast , I take you with me as I hike to Tiger’s Nest Monastery (Paro Taktsang) in Bhutan — one of the most iconic and spiritual hikes in the world. This episode starts early in the morning in Paro, with pre-hike nerves, breakfast, and...

Bhutan Series w/ Breathe Bhutan - A Conversation with Ugyen Rinzin - Bhutan's History, Buddhism Basics + Modern Bhutanese Culture In this opening episode of my Bhutan Series , I sit down for a deep, thoughtful conversation with Ugyen Rinzin , a Bhutanese local from Paro, to explore the heart and soul of one of the world’s most fascinating countries. Recorded in Thimphu, Bhutan , this episode is a...

My 2025 Review of My Travels, Winging It, Personal Goals + What Is To Come in 2026. In this bonus New Year’s Day episode of  Winging It , I’m taking a deep dive into  my 2025 travel year , the evolution of the podcast, and what’s coming next in  2026 . I break down the  numbers behind my travels  — 22 flights, 90,000km flown, nine countries, three new destinations — but mo...

Ep 192 w/ Melissa Rodway (Fly Travel Radio) - The People You Meet While Travelling: Melissa on Stories, Meaning & Modern Travel In this episode of the  Winging It Travel Podcast , I’m joined by fellow traveller, podcaster, and author  Melissa Rodway for a deep, honest, and refreshingly real conversation about travel, purpose, and why simply “wandering” isn’t always enough anymore. Me...

15 Best Travel Podcasts 2026: Top Shows for Backpackers, Digital Nomads & Responsible Travellers Welcome to the Winging It Travel Podcast's list of top travel podcasts in 2026. Every year the travel podcast world explodes with new voices, but which ones are actually worth your time? In this episode, I'm sharing my handpicked list of the 15 best travel podcasts to follow in 2026—shows that cons...

Ep 191 w/ Mark Phipps (Lost In Paradise Travel) – Off-Grid Mongolia & Southwest Africa: Reindeer Tribes, Wild Roads & Namibia Safaris In this week's episode, I'm rejoined by Mark Phipps—author, avid traveller and owner of Lost in Paradise Travel—who returns with stories from two incredible journeys: a solo winter adventure to Mongolia and an epic three-week road trip through Namibia, Botsw...

Exploring Queensland, Australia: Brisbane Highlights, Hiking In The Glass House Mountains & Noosa Paradise In this episode, I take you through my eight-day adventure across Queensland after flying in from Vancouver—so expect heat, humidity, stories, and plenty of tips. I start off in Brisbane, where I break down how I navigated the city, the unbelievable 50-cent public transport system, the pl...

Ep 190 w/ Dave Seminara - Inside South Africa, Lesotho & Eswatini: Dave’s Ultimate African Adventure Guide In this week’s episode, I sit down once again with writer, journalist, YouTuber and seasoned traveller Dave Seminara, who has just returned from an epic journey across South Africa, Eswatini and Lesotho. This conversation dives deep into one of the most fascinating regions on the planet,...

REVISITED in 2025 - Episode 5 - To Travel Solo Or Not? In this episode, I go back to one of the earliest recordings I ever released on the Winging It Travel Podcast. My original episode,  To Travel Solo or Not , captured a moment when I was still finding my voice, building the show from my bedroom, and trying to make sense of my own travel experiences. Now, years later, I’m revisiting those s...

🎙️ Ep 189 w/ Marie Walker - A Digital Nomad Reality Check: Marie’s Honest Story of Travel, Work & Burnout In this week’s episode, I sit down with my longtime podcasting friend and returning guest, Marie Walker, to pull back the curtain on what digital nomad life actually looks like. This is not a highlight reel. This is the real, messy, energising and exhausting truth of building a remote busi...

IMMERSIVE - Hornby Island, British Columbia - A White Sand + Warm Clear Water Paradise 🌴 Episode Summary In this immersive travel episode, join me,  James Hammond , as I take you on a journey to  Hornby Island , one of British Columbia’s most enchanting destinations — often called the  “Hawaii of BC.” Getting here isn’t easy — it takes  three ferries, early mornings, and plent...

Three Big Announcements: Travel With Me + Intrepid To El Salvador, Winging It Productions & Upcoming Adventures 🌋  Announcement #1 – My First Guided Group Tour: El Salvador 2026 That’s right — I’m officially leading my  first-ever guided group tour , and we’re heading to  El Salvador  from  November 19 to 29, 2026 ! This 10-night, 11-day adventure blends  culture...

Ep 188 w/ Pauline Frommer (Frommer's Travel Guides) - From $5 a Day to the Digital Age: Why Travel Still Matters In this week’s episode, I sit down with  Pauline Frommer , the editorial director and the voice behind the legendary  Frommer’s Travel Guides  — a brand that has shaped how millions of people explore the world. From her father  Arthur Frommer’s  iconic  Eur...

Welcome to this week's episode, where I share an episode where I was a guest on the Up In The Clowds Podcast with Adrian Ussling. Adrian's new podcast is a fantastic travel podcast sharing travel stories, tips, information, fun and much more. I loved being a guest, and hopefully, it provides you with some wanderlust. Check out Adrian's podcast below. Apple Podcasts - https://podcasts.apple.com/ca/...

🎙️  Episode Title:  Ep 187 w/ John Stuckey at Bear Hug Campers - Building the Perfect Campervan | Vanlife Design & Road Trip Freedom In this week’s episode of  The Winging It Travel Podcast , I chat with  John Stuckey , the founder of  Bear Hug Campers , a UK-based company known for crafting  custom-built campervans  that perfectly blend design, functionality...

Magical Prague at Sunrise, My Cringe Oktoberfest Stories and Travel Fitness In this week’s episode of  Winging It Travel Podcast , I’m taking you through three very different parts of my travel life — the peaceful beauty of  Prague at sunrise , the chaotic hilarity of my  cringe Oktoberfest stories , and my personal reflections on something I call  “travel fitness.” I start wit...

Ep 186 w/ Rachel Rudwall - From STA Travel to 80 Countries: Rachel's Journey as a Global Storyteller In this episode of the  Winging It Travel Podcast , I sit down with  Rachel Rudwall , who is also known as Rachel Roams. Rachel is an Emmy-nominated on-camera Host, Producer, Camera Operator, Writer, and Award-Winning Photographer. Rachel has travelled to all seven continents, lived in th...

My Top 15 Travel Destinations I’d Return to Tomorrow in a Heartbeat (And Why They’re Unforgettable) What makes a destination unforgettable? Is it the people, the food, the culture, or simply the feeling you get when you arrive? In this episode of the  Winging It Travel Podcast , I take you through 15 of the most incredible places I’ve visited that continue to pull me back. These are the desti...

Ep 185 w/ Matt Dennis On Travelling With A Disability: Breaking Barriers, Accessible Travel + Mindset In this episode of the  Winging It Travel Podcast , I’m joined by  Matt Dennis — a travel writer, journalist, and accessibility advocate — to discuss his inspiring journey of travelling with a disability and how mindset can transform the way we see the world. Matt, also known as  Th...

The Top Things I Have Learnt On My Travels From The Last 15 Years...So Far After 15 years on the road and over 75 countries explored, I’ve had my fair share of missed buses, border mishaps, budget wins, breathtaking hikes, and unforgettable friendships. In this solo episode of the  Winging It Travel Podcast , I share the  top 10 lessons I’ve learned from traveling the world  — insig...

Ep 184 w/ Adventures Matt and Nat Part 2 - Building A Community, Amassing 126k YouTube Subscribers + Authenticity In  Episode 184, Part 2 of the Winging It Travel Podcast, I sit down with Matt and Nat from Adventures of Matt and Nat to explore the creative side of their journey. With over  126,000 YouTube subscribers  and a thriving Patreon community, these two have cracked the code...

Ep 184 w/ Adventures of Matt + Nat (Part 1) – Travel Partners for Life, A Passion for Travel & A Thousand Places To See Before You Die In this episode of the  Winging It Travel Podcast , I sit down with my good friends  Matt and Nat , the adventurous duo behind  Adventures of Matt and Nat . In Part 1 of our conversation, we dive into their love story with travel, from early adve...

🎙 Why I Travel and Why You Should! – Revisited in 2025 In this special episode of the  Winging It Travel Podcast,  I go back to where it all started—Episode One, recorded in early 2021. Back then, I shared my reasons for travelling, my biggest lessons on the road, and my advice for anyone thinking about packing a bag and exploring the world. Four years later, I’m revisiting those origina...

Erin Hynes - Gouda Cheese Market, Den Bosch Canals & Dreamy Delft – Exploring the Netherlands with Pina Travels In this episode of the  Winging It Travel Podcast , I’m joined by Erin Hynes from  Pina Travels and the Curious Tourism Podcast  for a rich, wide-ranging journey through the Netherlands — from bustling cheese markets to hidden medieval canals, national parks to charmin...

🎙️  IMMERSIVE - Trekking Langtang Valley in Nepal: Stunning Mountain Views, Himalayan Sounds & Struggles on the Trail Step into the heart of the Himalayas in this immersive episode of the Winging It Travel Podcast. Join me as I take you deep into Nepal’s Langtang Valley , sharing the  raw, honest and unpredictable  moments of one of the country’s most rewarding yet underrat...