From Backpacking the World to Sharing Its Stories: James Hammond of the Winging It Travel Podcast cover art

From Backpacking the World to Sharing Its Stories: James Hammond of the Winging It Travel Podcast

From Backpacking the World to Sharing Its Stories: James Hammond of the Winging It Travel Podcast

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About this listen

Travel Storytelling · Cultural Connection · Backpacking

Travel is often inspired by a desire for adventure. But over time, it can become something deeper: a way to build connection, expand empathy, and better understand ourselves and others.

In this episode of Conversations for Curious Travelers, I’m joined by James Hammond, creator and host of the Winging It Travel Podcast, the Roaming with Hammo YouTube channel, and a member of the Voyascape Network. Drawing from his experiences traveling through 70+ countries, James reflects on how his journey has evolved — from adventure-driven travel toward a more connection-centered approach.

Together, we explore what it means to slow down, stay open, and travel without rigid expectations. James shares powerful stories from his time trekking in Nepal, moments of awe and humility, and how staying curious has helped him form meaningful connections across cultures. We also discuss storytelling, content creation, and why presence and flexibility often lead to the most memorable travel experiences.

This conversation offers inspiration, perspective, and practical ideas for anyone who wants to enhance their travels.

Episode Highlights

  • Lessons learned from visiting over 70 countries
  • The shift from adventure-based travel to traveling for connection
  • A moving story from trekking in Nepal
  • How curiosity and flexibility open the door to deeper cultural connection
  • Tips for traveling more thoughtfully, including walking tours and overland travel
  • What storytelling has taught James about reflection and presence

Next Step

Plan a weekend trip to a place a few hours from home that you have never visited before.

Reflection

James shared an inspiring quote by Mark Twain:

Twenty years from now you will be more disappointed by the things you didn't do than by the ones you did.

Connect with James

Winging It Website

Listen on Apple

Listen on Spotify

Instagram

Roaming With Hammo YouTube Channel

Resources Shared in the Show

Voyascape Network

Curious Tourism

The Mad Traveler

Life in Three Dimensions: How Curiosity, Exploration, and Experience Make a Fuller, Better Life by Shigehiro Oishi

Thanks for joining me on Conversations for Curious Travelers, a Trip Scholars podcast. I'm so glad you are here!

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