Winging It Travel Podcast
The Winging It Travel Podcast is your weekly ticket to the world—dropping every Monday and hosted by me, James Hammond, proudly part of the Voyascape Network. This is more than just a travel podcast—it's a cinematic audio experience that takes you deep into the heart of each journey. Through rich immersive soundscapes, on-the-ground reactions, and authentic storytelling, I bring you right alongside me—whether I’m hiking up volcanoes in Guatemala, navigating the chaos of a city market in India, or camping under the stars in British Columbia. With over fifteen years of travel behind me, I've met incredible people, seen breathtaking places, and collected unforgettable stories—and now I get to share them with you. Expect a mix of: 🎧 Immersive-Audio episodes that let you hear the world as I experience it 🎙️ Raw, reflective solo episodes filled with insights, tips, and honest travel tales 🌍 Guest conversations with some of the most diverse and well-travelled people I've encountered on the road Every episode blends anecdotes, practical advice, cultural insight, and moments of pure adventure. This podcast is for travellers, dreamers, backpackers, and anyone who’s ever thought, what if I just went for it? So, if you're looking for stories to tell, tips to share, and experiences to inspire, you're in the right place. There’s so much travel content coming your way, it just might spark that trip you’ve been dreaming about for years. Welcome to a world of travel! Thank you for listening in. Please get in touch with us below. Produced by Winging It Productions - https://www.wingingitproductions.com Finally, please rate the podcast five stars on your podcast app and give a positive written review. This helps the podcast grow, for free. Website - https://www.wingingittravelpodcast.com Buy Winging It a coffee - buymeacoffee.com/wingingit Voyascape - https://voyascape.com Linktree - https://linktr.ee/jameshammondtravel Email - jameshammondtravel@gmail.com Roaming with Hammo YouTube channel - https://www.youtube.com/@roamingwithhammo Happy Winging It!
Episodes
🎙️ 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 business while bouncing betwee...
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 plenty of patience — but what waits at the e...
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, hiking, beaches, fo...
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 Europe on $5 a Day to her own role in red...
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/podcast/wingin-it-ft-james-hammond/i...
🎙️ 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, and adventure.
John shares how his passion f...
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 with my recent trip to Prague, one of Euro...
Ep 186 w/ Rachel Rudwall - From STA Travel to 80 Countries: Rachel's Journey as a Global Storyteller
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 three countries, and journeyed through ove...
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 destinations I’d return to tomorrow if I ha...
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 The Empowered Traveller, has been featured ...
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 — insights that can help you make your adventur...
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 on building an authentic travel brand ...
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 adventures across the USA to discovering Greec...
🎙 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 original thoughts to see if I still...
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 charming historic cities.
Erin’s deep personal c...
🎙️ 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 underrated treks.
Before the higher elevations a...
🎙️ Episode Title: 15 Best Airbnb Alternatives in 2025 for Ethical, Eco & Unique Stays
Are you tired of overpriced Airbnbs, endless cleaning fees, and cookie-cutter apartments? In this episode, I explore 15 of the best Airbnb alternatives in 2025 — from eco-friendly guesthouses to house swaps, digital nomad coliving spaces, and pet-sitting opportunities that let you stay for free.
These pla...
This week, I’m joined once again by travel writer, YouTuber, and author Dave Seminara to explore a country rarely found on bucket lists — Suriname. Tucked between Guyana and French Guiana on South America's northern coast, this former Dutch colony is bursting with untouched jungle, rich multicultural heritage, and wildly underrated adventure experiences.
Dave recently spent eight days solo travelling across Suriname, ...
🎙️ My Journey to Dual Citizenship (Canada + UK) But Australia Is Still My First Love
In this solo episode, I’m sharing a big personal milestone—I’ve officially become a Canadian citizen! After years of navigating immigration paperwork, PR applications, and ceremony dates, I finally hold dual citizenship with the UK and Canada. I walk you through the entire journey—what it really takes, how much it costs, and wha...
In this Part 2 conversation, I’m back with Aaron Millar, award-winning travel writer and host of The Armchair Explorer podcast. If you haven’t heard Part 1 yet — jump back and catch up — because in this episode, we go deeper into the world of adventure travel, travel writing, storytelling, and podcasting with purpose.
Aaron shares epic stories from his adventures — from descending into a volcano in Icel...
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