Winging It Travel Podcast

Voyascape:Travel Podcasts
Voyascape:Travel Podcasts
  • 4.9 (27)
  • Places & Travel
  • Updated Weekly

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!

  1. 2d ago

    How Celiac Disease Changed the Way We Travel | My Appearance on The Gluten Free Advocate Podcast

    A year ago, my partner Emma was diagnosed with celiac disease, completely changing the way we think about travel. In this special episode, I'm sharing my conversation with Leigh Francis from The Gluten Free Advocate Podcast about what it's really like adapting to gluten-free travel while still chasing adventure. We discuss the emotional side of a diagnosis, how our travel style has evolved from spontaneous backpacking to careful planning, and why destinations like Victoria, BC and parts of Europe have given us confidence that incredible travel is still possible. We also dive into my recent adventures through El Salvador, Guatemala, Mexico and Bhutan, my future plans for French Polynesia, Central Asia and Africa, and how this experience is changing the content I create on both the Winging It Travel Podcast and YouTube. Whether you have celiac disease yourself, travel with someone who does, or simply love hearing honest travel conversations, this episode offers practical advice, encouragement and plenty of wanderlust. In this episode you'll hear: Emma's unexpected celiac diagnosis and how it changed our livesWhy travelling with celiac disease requires a completely different mindsetThe challenges of avoiding cross-contamination while travellingThe best gluten-free destinations we've experienced so farPlanning our upcoming trip to French PolynesiaHow this journey is changing my podcast and YouTube contentBucket list destinations still waiting to be exploredWhy travel is still absolutely worth it—even with dietary restrictions If you want to be able to listen to our conversation from Season 1 - check out this episode: https://www.youtube.com/watch?v=ynv84AuSkek If you have any questions or fun stories to share, feel free to reach out at ⁠⁠hieatexplorelove@gmail.com⁠⁠. Substack: https://substack.com/@theglutenfreeadvocate Tik Tok: @theglutenfreeadvocate Facebook:⁠ The Gluten Free Advocate Instagram: @theglutenfreeadvocate This episode is produced by Leigh Francis Productions. Support Winging It Travel PodcastIf you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app☕ Support the show at buymeacoffee.com/wingingit🌍 Explore more episodes at wingingittravelpodcast.com✈️ Check out more great travel podcasts at https://voyascape.com📺 Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps00:00 Introduction and why I'm sharing this interview 05:45 Catching up since our last conversation 07:45 Emma's celiac diagnosis and what happened 10:45 Life changes after going gluten-free 13:10 Supporting someone with celiac disease 15:45 How travel planning has completely changed 18:40 Future destinations and travelling with confidence 21:40 How celiac disease is changing my travel content 25:30 Podcast updates, YouTube and future plans 27:45 Bucket list destinations around the world 33:40 Rapid-fire travel questions 42:20 Final thoughts and where to find my work -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James. Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of Voyascape, a podcast network that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsored content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    How Celiac Disease Changed the Way We Travel | My Appearance on The Gluten Free Advocate Podcast

  2. Jul 20

    10 Travel Memories That Still Make Me Smile

    Some travel memories fade over time, but others stay with you forever. In this solo episode of the Winging It Travel Podcast, I'm sharing ten very specific travel moments from the past 15 years that instantly take me back whenever I think about them. These aren't just favourite countries or famous landmarks—they're the unexpected moments of peace, achievement, freedom and awe that remind me exactly why I love travelling. From watching the sunrise over the Himalayas after hiking to Poon Hill in Nepal, to discovering paradise in the Cook Islands, exploring Thailand and Myanmar by scooter, reflecting after completing the Inca Trail, standing alone at Petra before the crowds arrived, watching hot air balloons drift over Cappadocia, experiencing the Canadian Rockies at sunrise, and witnessing Volcán Fuego erupt in Guatemala, these are the memories that continue to inspire me to keep exploring. I'd love to hear your own unforgettable travel memories after listening to this episode. In this episode you'll hear: Why a tiny tea house in Nepal became one of my favourite travel memoriesThe beach that still defines paradise for meHow riding scooters changed the way I travelWhy finishing challenging hikes creates unforgettable momentsMy favourite sunrise experiences around the worldThe travel experiences that put me into a true "flow state"Why it's often the small moments—not the famous attractions—that stay with us longest Support Winging It Travel PodcastIf you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app☕ Support the show at buymeacoffee.com/wingingit🌍 Explore more episodes at wingingittravelpodcast.com✈️ Check out more great travel podcasts at https://voyascape.com📺 Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps00:00 Introduction 02:38 Nepal – Poon Hill, hidden tea house and falling in love with the Himalayas 05:20 Cook Islands – Paradise found on Rarotonga and Aitutaki 07:25 Koh Lanta, Thailand – The freedom of exploring by scooter 09:45 Bagan, Myanmar – Temples, sunsets and unforgettable landscapes 11:40 Peru – Reflecting after completing the Inca Trail 14:15 Petra, Jordan – Experiencing the Treasury before the crowds 16:00 Margaret River, Australia – Seasonal work, friendships and beach days 17:45 Cappadocia, Türkiye – Sunrise hot air balloon adventure 19:15 Lake Louise & Moraine Lake – Canada's most breathtaking scenery 20:55 Acatenango & Volcán Fuego – Watching an active volcano erupt in Guatemala 22:05 Final reflections and listener question -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James. Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of Voyascape, a podcast network that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsored content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    10 Travel Memories That Still Make Me Smile

  3. Jul 14

    REVISITED - Episode 25 - 10 Things I Would Advise A New Traveller

    Five years ago, I recorded one of the earliest solo episodes of Winging It, sharing ten pieces of travel advice that I wished someone had told me before I set off exploring the world. Since then, I've visited many more countries, built a travel podcast, launched a YouTube channel, started a podcast production business and experienced everything from hiking to Tiger's Nest in Bhutan to travelling through Guatemala, Mexico and El Salvador. So I decided to revisit that episode and ask a simple question: Would I still give the same advice today? In this episode, I react to each of my original ten travel tips, discussing what's changed, what I've learned over another five years of travelling and whether my opinions still hold true. From embracing flexibility and getting outside your comfort zone to documenting your travels, packing efficiently and making the most of working holiday visas, this is an honest look at how both travel—and I—have evolved. Whether you're planning your very first backpacking trip or you've already caught the travel bug, I hope these updated reflections help you travel smarter, more confidently and make the most of every adventure. If you've got your own travel advice that you'd give to a first-time traveller, I'd love to hear it. Get in touch on social media or leave a comment on YouTube. Support Winging It Travel PodcastIf you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app☕ Support the show at buymeacoffee.com/wingingit🌍 Explore more episodes at wingingittravelpodcast.com✈️ Check out more great travel podcasts at https://voyascape.com📺 Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps00:00 – Introduction 02:30 – Why I'm revisiting one of my earliest podcast episodes 03:00 – 1. Be flexible when planning 09:00 – 2. Get out of your comfort zone 15:15 – 3. Make the most of work visas 25:45 – 4. Document everything 31:40 – 5. Take your time travelling 37:45 – Support the podcast 38:30 – 6. Invest in noise-cancelling headphones 42:45 – 7. Don't rely solely on guidebooks 45:55 – 8. Be sociable and friendly 48:30 – 9. Save more money than you think you'll need 51:15 – 10. Pack efficiently 54:45 – Final reflections on five years of travel -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James. Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of Voyascape, a podcast network that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsored content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    REVISITED - Episode 25 - 10 Things I Would Advise A New Traveller

  4. Jul 8

    Why the World Cup Proves Travel Brings People Together | My Updated 2026 Travel Plans & Recovering From Kidney Stones

    Why the World Cup Proves Travel Brings People Together | My Updated 2026 Travel Plans & Recovering From Kidney Stones This week I'm sharing a more personal update as I recover from kidney stones, reflect on the incredible atmosphere surrounding the FIFA World Cup, and look ahead to an exciting second half of the year packed with travel. After a slower start to 2026, I'm finally getting ready to hit the road again with trips to Toronto, Estonia, Finland, Paris and French Polynesia. I also share how this period away from travelling has helped me rethink my content, my business and what I want the future of Winging It to look like. I also explain why I believe the World Cup is one of the greatest examples of how travel brings people together. From the incredible hospitality shown by Mexican fans to England supporters, to thousands of people from different cultures celebrating side by side, it's a reminder that travel creates understanding, respect and unforgettable memories. Finally, I open up about dealing with kidney stones over the past couple of weeks, what it's taught me about appreciating everyday life, and why I'm looking forward to getting back out into the world once I'm fully recovered. If you've been thinking about booking your next adventure, hopefully this episode gives you the inspiration to finally go for it. In this episode: • Why the World Cup is about far more than football. • The incredible hospitality between travelling fans. • My upcoming trips to Canada, Estonia, Finland, France and French Polynesia. • How I've been rethinking my travel content and podcast plans. • Recovering from kidney stones and what the experience has taught me. • A look ahead to what's coming next on Winging It Travel Podcast. Support Winging It Travel PodcastIf you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app☕ Support the show at buymeacoffee.com/wingingit🌍 Explore more episodes at wingingittravelpodcast.com✈️ Check out more great travel podcasts at https://voyascape.com📺 Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps01:38 Why the release schedule has changed 02:30 What the World Cup teaches us about travel 05:10 England, Mexico and the power of football to unite people 07:45 Why travel creates cultural understanding 09:25 My upcoming trips: Toronto, Estonia, Finland and Paris 12:15 French Polynesia, future travel plans and new podcast ideas 13:45 Recovering from kidney stones and appreciating normal life 15:10 Podcast updates, reviews and supporting the show -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James. Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of Voyascape, a podcast network that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsored content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    Why the World Cup Proves Travel Brings People Together | My Updated 2026 Travel Plans & Recovering From Kidney Stones

  5. Jul 2

    15 Reasons Why You Should Travel From 15 Previous Guests

    This week is a little different. I went back through the Winging It archives and handpicked 15 previous guests, asking each of them the same quick-fire question: "What would you say to someone who's nervous about travelling and why they should go?" Their answers are honest, inspiring, funny and thought-provoking. Whether you're dreaming about your first solo trip, planning a career break, or simply need a reminder of why we explore, these 15 reasons might be exactly what you need. Featuring adventurers, authors, broadcasters, travel creators and industry experts, this episode is the perfect way to kick off the summer. Guests featured: • Rachel Rudwall – https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000728978309 • Kate Wills – https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000567094905 • Nick Cohen – https://open.spotify.com/episode/4MXukvaUPLCQywmXKjSeBD?si=QyZiKYp_Qta1R5XQeArpjQ • Matt & Nat – https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000723386799 • Jonny Bealby – https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000561519170 • Mark Wolters – https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000709892870 • Alun from Tripology – https://voyascape.com/podcast/winging-it/episode/episode-111-travelling-with-alun-from-tripology-the-traveller-s-podcast-69f74f • Matt Dennis – https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000726849183 • John Stucky – https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000731536141 • Emma Thomson – https://voyascape.com/podcast/winging-it/episode/episode-56-travelling-with-emma-thomson-in-sri-lanka-pakistan-iran-zimbabwe-and-bhutan-d486c6 • Melissa Rodway – https://open.spotify.com/episode/0YupR9qd58VoDoqBRbSdOQ?si=v4GVIR2CSYu4VdMNsxDmrA • Pauline Frommer – https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000733638498 • Aaron Millar – https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000716235402 • Dave Seminara – https://podcasts.apple.com/ca/podcast/winging-it-podcast/id1559489384?i=1000665923550 • Matty Dyas – https://voyascape.com/podcast/winging-it/episode/episode-51-travelling-with-matty-dyas-in-haiti-spain-bangkok-slovakia-moldova-fdc080 Which answer resonated with you the most? Let me know on Instagram @wingingittravelpodcast or send an email to james@wingingitproductions.com If this episode inspires you to finally book that trip, I'd love to hear where you're heading. Support Winging It Travel PodcastIf you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app☕ Support the show at buymeacoffee.com/wingingit🌍 Explore more episodes at wingingittravelpodcast.com✈️ Check out more great travel podcasts at https://voyascape.com📺 Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps00:00 Welcome & why I created this episode 02:30 The first reasons to travel 05:55 Stepping outside your comfort zone 09:25 Building confidence through travel 12:00 How travel changes your perspective 13:00 Life is short—book the trip 14:18 Final thoughts -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James. Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of Voyascape, a podcast network that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsored content on any of our shows you can find out more at the link below. a...

    15 Reasons Why You Should Travel From 15 Previous Guests

  6. Jun 22

    Why You Should Stop Waiting for the “Right Time” to Take a Career Break (Taking A Career Break with Katrina Crossover)

    Why You Should Stop Waiting for the “Right Time” to Take a Career Break (Taking A Career Break with Katrina Crossover)This week on Winging It, I'm sharing a special crossover episode from my other podcast, Taking A Career Break with Katrina McGhee. I really feel our two audiences do crossover, so I am sharing one of our most popular episodes with you. Please check out the rest of the catalogue for everything relating to a career break. Episode 67 - Why You Should Stop Waiting for the “Right Time” to Take a Career Break Shownotes If you've ever dreamed of taking a career break, travelling the world, changing direction, or simply pressing pause on the life you've built, you've probably told yourself the same thing many of us do: "I'll do it when the timing is right." The truth is, there may never be a perfect time. In this episode, Katrina and I dive into one of the biggest reasons people never take a career break: waiting for the mythical "right time." We explore why life will always present obstacles, why fear often disguises itself as practicality, and how delaying your dreams can lead to years of wondering "what if?" Is there ever a right time to take a career break—or are you just waiting forever? From economic uncertainty and job market fears to internal pressure and workplace guilt, they unpack why it always feels like the wrong time—and why that thinking is keeping you stuck. Katrina introduces the concept of PHOBO (Fear of Becoming Obsolete) and explains how this fear shows up both before and during a career break—often preventing people from fully committing to the change they need. You’ll learn why the “perfect moment” doesn’t exist, how your brain is wired to keep you in survival mode, and what it actually takes to create a good enough time to step away and reset your life. If you’ve been telling yourself “maybe next year” or “once things settle down,” this episode will challenge that narrative—and help you take your first real step toward a career break. Taking A Career Break with Katrina McGhee Apple Podcasts - https://podcasts.apple.com/ca/podcast/taking-a-career-break-with-katrina-mcghee/id1772602758 Spotify - https://open.spotify.com/show/1lRPigXIghYUw82Eqak0mF?si=b956d5b826df4cf1 YouTube - https://www.youtube.com/@TakingaCareerBreakwithKatrina Ready to stop "running on empty" and start running toward a life you actually love? 📞Schedule a call with Katrina - ⁠⁠⁠⁠⁠⁠⁠https://kmcgheecoaching.as.me/freeconsult⁠⁠⁠⁠⁠⁠⁠ 🫶🏼Join the BreakSpace community - ⁠⁠⁠⁠⁠⁠⁠www.gobreakspace.com⁠⁠⁠⁠⁠⁠⁠ 🎁Order Katrina's book (w/ special bonus!) - ⁠⁠⁠⁠⁠⁠⁠https://www.kmcgheecoaching.com/book⁠⁠⁠⁠⁠⁠⁠ Support Winging It Travel PodcastIf you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app☕ Support the show at buymeacoffee.com/wingingit🌍 Explore more episodes at wingingittravelpodcast.com✈️ Check out more great travel podcasts at https://voyascape.com📺 Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps00:00 Introduction – Why this career break episode matters for travellers 02:08 Winging It Travel Podcast intro 03:47 Welcome to Taking A Career Break with Katrina McGhee 04:39 Why do we keep waiting for the "right time"? 06:34 The fear of becoming obsolete and falling behind 08:13 Is there ever a good economic time to take a break? 10:59 Why hard times don't mean you can't make a career break happen 13:00 James shares his own fears about timing and entrepreneurship 15:27 The "worst time fallacy" explained 17:13 Why guilt keeps people stuck in jobs 18:52 Break Space: Support for your own career break journey 19:28 The target keeps moving – there will always be another excuse 22:58 When has life ever truly felt certain? 24:39 Planning versus endlessly postponing your dreams 26:23 Why the perfect moment doesn't exist 27:15 How fear of falling behind keeps you in survival mode 29:32 Building the bridge before taking the leap 31:05 Stop waiting and start making your career break happen 32:17 Final thoughts and outro -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James. Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of Voyascape, a podcast network that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsored content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    Why You Should Stop Waiting for the “Right Time” to Take a Career Break (Taking A Career Break with Katrina Crossover)

  7. Jun 15

    Why Travel Changes Everything - A Deep Dive with James Hammond on the Island Vacation Travel Podcast

    Why Travel Changes Everything - A Deep Dive with James Hammond on the Island Vacation Travel Podcast Hello guys! Another guest appearance on another travel podcast today, and this time it is the Island Vacation Travel Podcast with Al Philogene, as we take a deep dive into the impact of travel on our daily lives, as a lifestyle choice and the impact on me personally too. You can watch this episode on YouTube here (please subscribe to Winging It) - https://youtu.be/XWfXoSQ5r7c I loved speaking with Al on his podcast, so please check it out below, too. Enjoy! Spotify - https://open.spotify.com/show/6IKCiUg5sZstUia5vOpK62?si=d9c56d650b754e28 Apple Podcasts - https://podcasts.apple.com/ca/podcast/island-vacation-travel-podcast/id1579773196 Website - https://islandvacationpodcast.com/# Island Vacation's Shownotes below. James Hammond shares his unforgettable travel experiences in Bhutan, Japan, and Bolivia, highlighting the importance of practical budgeting and lifestyle centered around exploration. He emphasizes the significance of people, culture, and food in each destination, and provides valuable insights on planning a six-month backpack trip to South America, including budgeting, route planning, and avoiding common travel mistakes. The conversation covers topics related to visa rules and immigration, the difference between hidden gems and tourist-heavy spots, the choice between travel and a traditional career path, financial trade-offs and the balance between freedom and stability, and the impact of COVID-19 on travel. The conversation covers the impact of COVID on travel, the rise in travel costs, the experience of over-tourism, and the financial considerations of long-term travel. It also delves into the importance of cultural familiarity when starting to travel and the need to adapt to changing travel costs and conditions. Takeaways • Unforgettable travel experiences in Bhutan, Japan, and Bolivia • Practical budgeting and lifestyle centered around exploration Visa rules and immigration are important considerations for travelers, and it's essential to research and understand the rules of each country. • Choosing hidden gems over tourist-heavy spots can lead to a more unique and less crowded travel experience. • The decision to prioritize travel over a traditional career path involves a trade-off between stability and freedom, and the pursuit of experiences over material possessions. • The impact of COVID-19 on travel has led to increased costs and a surge in travel to popular destinations, highlighting the importance of exploring hidden gems and off-peak travel periods. COVID has impacted travel costs and led to a rise in expenses. • Cultural familiarity is important when starting to travel, and it's advisable to start small and gradually explore different cultures. • Adapting to changing travel costs and conditions is crucial for long-term travel. Support Winging It Travel PodcastIf you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app☕ Support the show at buymeacoffee.com/wingingit🌍 Explore more episodes at wingingittravelpodcast.com✈️ Check out more great travel podcasts at https://voyascape.com📺 Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps00:00 - Introduction & Welcome 02:02 - Meet James Hammond: Building a Travel Lifestyle 02:56 - Top 3 Countries: Bhutan, Japan & Bolivia 05:32 - Memorable Travel Experiences from Around the World 08:14 - Why People Matter More Than Food or Culture 09:12 - Why Everyone Should Travel at Least Once 10:39 - Planning a 6-Month Backpacking Trip 13:41 - Essential Gear Every Long-Term Traveller Needs 15:14 - Travel Budgets: How Much Money Do You Really Need? 17:33 - Route Planning Across South America 19:21 - Biggest Travel Mistakes to Avoid 22:31 - Hidden Gems vs Tourist Hotspots 25:46 - Why I Chose Travel Over a Traditional Career 30:07 - Freedom vs Financial Stability 37:42 - Upcoming Trips: Finland, Estonia & French Polynesia 38:51 - Travel After COVID: What's Changed? 43:21 - My Least Favourite Destination (And Why) 46:55 - Countries Still on My Travel Bucket List 49:19 - How Much Money Do You Need to Travel the World? 54:07 - Advice for First-Time Travellers 58:00 - Where to Find Winging It Travel Podcast & Roaming with Hammo 59:43 - Final Thoughts & Outro -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James. Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of Voyascape, a podcast network that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsored content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    Why Travel Changes Everything - A Deep Dive with James Hammond on the Island Vacation Travel Podcast

  8. Jun 8

    Wellington Travel Guide: Why I Spent a Year Living in New Zealand's Capital

    Wellington Travel Guide: Why I Spent a Year Living in New Zealand's Capital Wellington is one of my favourite cities in the world, and in this episode I'm sharing exactly why. I first visited New Zealand's capital in 2013 on the Kiwi Experience and instantly connected with the city. In 2017, when Emma and I arrived in New Zealand on a working holiday visa, we spent weeks road-tripping around both islands before deciding where to settle. I already had my sights set on Wellington, and thankfully Emma fell in love with it too. We ended up spending nearly a year living there, giving us the chance to experience the city far beyond the typical tourist highlights. In this Wellington travel guide, I share the places, experiences and local tips that made the city so special to us. From riding the iconic Wellington Cable Car and exploring Te Papa Museum to walking the waterfront, climbing Mount Victoria and discovering all parts of the city, I cover the attractions that I think every visitor should experience. Of course, no episode about Wellington would be complete without talking about coffee and brunch. This is the city where my love of coffee began, and over the course of 11 months I worked my way through more cafés than I can count. I share my favourite spots for brunch, great coffee, waterfront views and local atmosphere, including some long-time Wellington institutions that I still think about today. I also dive into the practical side of visiting and living in Wellington, including where to stay, the best neighbourhoods to base yourself, transport options, day trips, travelling between the North and South Islands, and what it was like finding work while on a New Zealand working holiday visa. If you're considering moving to Wellington or spending time there as a backpacker, digital nomad or working holiday traveller, there's plenty here for you. Along the way, I share some personal stories from our time living in the city, including working in government ministries, surviving a late-night earthquake, becoming known as the office "serial monster", buying a $1,000 road-trip car and somehow making a profit when it was written off. Whether you're planning your first visit to Wellington, preparing for a New Zealand working holiday, or simply looking for inspiration for your next trip, this episode will give you an honest look at one of the most creative, quirky and liveable cities I've ever experienced. In this episode: • Why Wellington became our home for nearly a year • The best things to do in Wellington • My favourite cafés, brunch spots and coffee roasters • Where to stay and the best neighbourhoods to explore • Working holiday and job-hunting advice • Transport tips and South Island connections • Road-trip recommendations and day trips • Stories from everyday life in New Zealand's capital Support Winging It Travel PodcastIf you enjoyed this episode: ⭐ Leave a 5-star rating or review on your podcast app☕ Support the show at buymeacoffee.com/wingingit🌍 Explore more episodes at wingingittravelpodcast.com✈️ Check out more great travel podcasts at https://voyascape.com📺 Now also on YouTube - https://www.youtube.com/@wingingittravelpodcast ⏱️ Timestamps00:00 Why Wellington became my favourite city 02:30 Wellington explained: location, culture and first impressions 03:20 The "Serial Monster" work story 05:50 Working holiday jobs and finding work in Wellington 08:10 Best things to do in Wellington 10:50 Waterfront walks, Mount Victoria and local neighbourhoods 12:05 Day trips, sporting events and road trips 13:30 Where to stay in Wellington 15:55 Support the podcast 16:40 Earthquake experiences in Wellington 17:50 Best cafés, brunch spots and coffee in Wellington 22:15 Food markets and eating on a budget 23:15 Wellington travel and transport tips 25:40 Kiwi Experience and travelling New Zealand 26:40 Buying a car and road-tripping New Zealand 28:05 Why Wellington is still one of my favourite cities -------------------------------------------------------------- Produced by Winging It Productions - ⁠https://www.wingingitproductions.com⁠ Voyascape: Travel Podcast Network - https://voyascape.com/ Winging It Travel Podcast - Website -------------------------------------------------------------- Winging It Travel Podcast Credits Host/Producer/Creator/Composer/Editor - James Hammond Contact me - jameshammondtravel@gmail.com or james@wingingitproductions.com Social Media - follow me on: Instagram TikTok Facebook -------------------------------------------------------------- Affiliate Links If you click one of the below to book something, I get a tiny commission, which helps the podcast. Book Flights with Skyscanner - Here Use Revolut Travel Card - Here Book Hostels With Hostelworld - Here Booking.com - Here Book Experiences With Viator - Here Discovery Car Hire - Here Book Buses With Busbud - Here Book Trains With Trainline - Here Travel Insurance with SafetyWing - Here Book Flights With Expedia Canada - Here -------------------------------------------------------------- Thanks for supporting me and the podcast! Cheers James. Mentioned in this episode: Check out all of our other travel podcasts from around the world This podcast is part of Voyascape, a podcast network that brings together the world's best travel podcasts. You can find all of our podcasts from around the world at Voyascape.com. If you are interested in advertising or sponsored content on any of our shows you can find out more at the link below. Voyascape Podcast Network

    Wellington Travel Guide: Why I Spent a Year Living in New Zealand's Capital
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About

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!

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