Considering an overland travel adventure or have another dream you want to achieve, whether in work or travel? Eric Highland, his wife Brittany, and son Caspian are driving around the world in a Jeep. They have been traveling full-time since 2014, and their son, born in 2016, has lived his entire life on the road.
Eric shares his insights and recommendations ... Show More
Jun 25
Y We Travel Podcast: To Meet The Neighbours (Bonus Episode!)
This week, I'm sharing a bonus episode from a brand new podcast called Y We Travel, co-hosted by my friend Eric Weiner, who has joined me on the show a few times over the years. Eric is a New York Times bestselling author and former foreign correspondent, and his co-host Erica Ve ... Show More
40m 55s
Jun 23
7 Travel Tech Trends Worth Knowing in 2026 + 3 Emerging Hot Spots to Spend Quality Time with Matt Gray
Matt Gray is the founder and CEO of Pangea, a free social travel app built to help people coordinate travel plans, share recommendations, and connect with their network around the world. After a decade in product development and corporate M&A at a global fintech company, he left ... Show More
1h 18m
Jul 2025
3665: Travel, Tourism, and Living Abroad by Jacob Lund Fisker of Early Retirement Extreme on Personal Growth
Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 3665: Jacob Lund Fisker challenges conventional wisdom on travel by questioning its true value beyond consumerism and socia ... Show More
11m 40s
Nov 2024
Life as a Travel Filmmaker with Ryan Tu: Creativity, Travel, Gratitude and The Art of Authentic Storytelling
Ep 199: This week, Ceara has on filmmaker and photographer Ryan Tu, a travel videographer who works and lives remote all over the world. Ryan and Ceara are currently traveling together for a video shoot in Lake Como Italy, and they discuss their experiences working in this indust ... Show More
50m 8s
Jun 2021
Travel Like Us: Tips, Tricks, and Ideas for Your Next Adventure
Allison and Ceara have definitely both had their fair share of traveling. With Allison having visited over 25+ countries, and Ceara being a professional trip planner, these two could talk on this topic for hours. But today they decided to stick with the basics. They talk about ho ... Show More
1h 2m
Sep 2024
2305: Why You Should Consider an Adventure Honeymoon by Ali Cornish of Everthrive on Wedding Planning Advice
Discover all of the podcasts in our network, search for specific episodes, get the Optimal Living Daily workbook, and learn more at: OLDPodcast.com. Episode 2305: Ali Cornish shares the story of her unconventional honeymoon, where she and her husband chose to camp around Iceland ... Show More
9m 52s
Sep 2023
I Lost My Job and Moved to Colombia: Solo vs. Group Travel, Being Authentic on the Internet and Ayahuasca Adventures with Kaylen of @KaylenDoesStuff
In this episode, we have on entrepreneur, storyteller, and travel content creator Kaylen of @KaylenDoesStuff. In this whirlwind episode, Kaylen details what it was like working remotely in Colombia, getting laid off, her path to becoming a travel content creator, starting her gro ... Show More
59m 59s
Sep 2025
328. How to travel well in your 20s ft. Dr. Henry Ting
Travel is something many of us in our 20s aspire to do well and to do more of. Whether it’s the quintessential Europe summer, road trips to the next city or town over, or exploring forgotten trails and paths, travel impacts us deeply and of course, psychologically. But it can als ... Show More
53m 38s
Dec 2024
Journey vs Destination: How to Optimise For The Right Things In Life
Why do we get off track, and how do we get back on track? Humans love goals, but where do our goals come from? How much do we choose them vs. have them chosen for us... We learn how to stop working towards destinations that look good to others. Instead, we dissect what makes a go ... Show More
14m 55s