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Jacob Lemanski - Cycling the World: A 999-Day Adventure Across 38,000 Miles
What does it take to spend nearly three years cycling across the world? In this episode, Jacob Lemanski takes us on an epic journey through 38,000 miles, crossing deserts, mountains, and countless borders. With nothing but a bike and the will to keep going, Jacob shares how he navigated extreme climates, overcame physical and mental challenges, and embraced the kindness of strangers along the way.
From sleeping under the stars in Mongolia to pushing his limits in the Andes, Jacob’s adventure wasn’t just about miles—it was a life-changing exploration of resilience and purpose. Tune in to hear about the highs, the lows, and the lessons learned from one of the most extraordinary cycling trips ever attempted. Whether you’re dreaming of your own adventure or looking for inspiration, this conversation will remind you of the limitless potential of the human spirit.
What You’ll Learn in This Episode:
Timestamps:
01:15 Jacob introduces himself and how he prepared for a 999-day journey.
09:00 The spark that ignited Jacob’s dream to bike around the world.
18:00 Surviving in the Gobi Desert: Navigating without maps and the challenge of remote landscapes.
27:30 Memorable encounters with locals: Acts of kindness in Central America and beyond.
33:00 Facing fears: The realities of camping in the wild and dealing with bears in Alaska.
45:00 The emotional toll of isolation and how Jacob found inspiration to keep going.
55:00 The decision to stop and reflections on what 999 days taught him about life, adventure, and resilience.
01:03:00 Jacob’s transition back to "normal life" and how he transformed his experiences into a podcast.
01:08:00 Top travel tips: Jacob’s favorite countries, best routes for biking, and advice for aspiring adventurers.
Resources Mentioned in the Episode:
Connect with Jacob:
Support the Show:
If you enjoyed this episode, please leave a review on your favourite podcast platform! Want to support the show? Check out our affiliate links for travel resources in the show notes.
--------------------------------------------------------------
Voyascape: Travel Podcast Network - https://voyascape.com/
Winging It Travel Podcast - Website
Please leave a review and rating wherever you get your podcasts!
--------------------------------------------------------------
Winging It Travel Podcast Credits
Host/Producer/Creator/Composer/Editor - James Hammond
Contact me - [email protected]
Social Media - follow me on:
TikTok
--------------------------------------------------------------
Support My Podcast - Memberships
Patreon - Here
Buy Me A Coffee - Here
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 Your E-Sim With GigSky - 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
Buy my Digital Travel Planner - Here
--------------------------------------------------------------
Thanks for supporting me and the podcast!
Cheers, James.
4.9
2323 ratings
Jacob Lemanski - Cycling the World: A 999-Day Adventure Across 38,000 Miles
What does it take to spend nearly three years cycling across the world? In this episode, Jacob Lemanski takes us on an epic journey through 38,000 miles, crossing deserts, mountains, and countless borders. With nothing but a bike and the will to keep going, Jacob shares how he navigated extreme climates, overcame physical and mental challenges, and embraced the kindness of strangers along the way.
From sleeping under the stars in Mongolia to pushing his limits in the Andes, Jacob’s adventure wasn’t just about miles—it was a life-changing exploration of resilience and purpose. Tune in to hear about the highs, the lows, and the lessons learned from one of the most extraordinary cycling trips ever attempted. Whether you’re dreaming of your own adventure or looking for inspiration, this conversation will remind you of the limitless potential of the human spirit.
What You’ll Learn in This Episode:
Timestamps:
01:15 Jacob introduces himself and how he prepared for a 999-day journey.
09:00 The spark that ignited Jacob’s dream to bike around the world.
18:00 Surviving in the Gobi Desert: Navigating without maps and the challenge of remote landscapes.
27:30 Memorable encounters with locals: Acts of kindness in Central America and beyond.
33:00 Facing fears: The realities of camping in the wild and dealing with bears in Alaska.
45:00 The emotional toll of isolation and how Jacob found inspiration to keep going.
55:00 The decision to stop and reflections on what 999 days taught him about life, adventure, and resilience.
01:03:00 Jacob’s transition back to "normal life" and how he transformed his experiences into a podcast.
01:08:00 Top travel tips: Jacob’s favorite countries, best routes for biking, and advice for aspiring adventurers.
Resources Mentioned in the Episode:
Connect with Jacob:
Support the Show:
If you enjoyed this episode, please leave a review on your favourite podcast platform! Want to support the show? Check out our affiliate links for travel resources in the show notes.
--------------------------------------------------------------
Voyascape: Travel Podcast Network - https://voyascape.com/
Winging It Travel Podcast - Website
Please leave a review and rating wherever you get your podcasts!
--------------------------------------------------------------
Winging It Travel Podcast Credits
Host/Producer/Creator/Composer/Editor - James Hammond
Contact me - [email protected]
Social Media - follow me on:
TikTok
--------------------------------------------------------------
Support My Podcast - Memberships
Patreon - Here
Buy Me A Coffee - Here
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 Your E-Sim With GigSky - 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
Buy my Digital Travel Planner - Here
--------------------------------------------------------------
Thanks for supporting me and the podcast!
Cheers, James.
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