The WHY Matters

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In this episode of The WHY Matters Podcast, Jessica and Will Serro open up about the untold realities of 10 years of full-time travel as a family, and what happens when the road doesn’t magically fix what’s going on inside. In a raw and insightful conversation originally aired on the Zero to Travel podcast with host Jason Moore, they explore how travel can both unravel and rebuild you.

From mental health breakdowns to parenting teens across continents, from redefining “home” to finding healing through radical self-care, this episode dives into the deeper truths of long-term travel that Instagram won’t show you. If you’ve ever dreamed of a nomadic lifestyle or felt like your problems might disappear if you just hit the road, this episode is your invitation to think deeper, go slower, and heal smarter.

@00:58 A Decade on the Road – Why they’re still traveling after 10 years
 @02:00 Romanticizing Travel – How it exposes (not fixes) what’s really going on
 @06:17 Kids, College & Change – What it’s like launching a child while living nomadically
 @10:16 Mental Health on the Move – Therapy, trauma, and what nearly broke them
 @17:04 The Hoffman Process – How a weeklong intensive changed their life
 @25:27 Working While Wandering – The challenges of building a business on the road
 @33:39 Together 24/7 – What they’ve learned from parenting, partnering, and producing as a team
 @40:48 Advice for Long-Term Travelers – What they wish they’d done sooner

This episode is a love letter to doing the work, both inner and outer, and choosing a life that aligns, even when it’s messy. Whether you're a seasoned traveler or just curious what’s beyond the highlight reel, hit play. There’s wisdom here worth carrying.

Want more stories like this? Check out Zero to Travel for deep dives into nomadic living and purposeful exploration.

Leave us a voice message! Share your thoughts or questions at [email protected] or call 424-442-9295.

PATREON

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If you would like to support us in a greater capacity where you can snag some cool swag, plus join us for monthly LIVE chats, and get huge discounts on future group trips. Thank you!

GROUP TRIPS

https://worldtowningvoyages.com/

Come travel with us! Our company is owned (and 100% guided) by a family of four full-time travelers. Our passion is building bridges between cultures, fueling personal development, and expanding hearts and minds alongside a community of like-hearted individuals.

COACHING

https://worldtowning.com/learn-2/

Are you looking for guidance to accomplish that big goal supporting your why? We are the couple for you. Let’s set up a chat to get you started on your dream life, whether it is full-time travel or something else.

NEWSLETTER

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10 years full-time travel with 2 world schooled kids, currently on a sailboat, writing about a travel lifestyle, education, equality & what it’s like to live an unconventional life.

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In this episode of The WHY Matters Podcast, we unpack the beautifully chaotic life of full-time travelers and what it really means to "sell it all and go." From ditching suburban routines to chasing connection across continents, WorldTowning founders Jessica and Will dive deep into the emotional, financial, and relational side of radically redefining home.

Through honest stories, hard-won lessons, and powerful reframes, we explore how choosing an unconventional life can lead to greater alignment, tighter family bonds, and a new definition of freedom. Whether you're a digital nomad, travel dreamer, or just rethinking what stability looks like, this episode invites you to challenge the script and make intentional choices — even when they’re scary.

@01:54 Leaving Suburbia – The “aha” moment that sparked their world travels
 @06:27 Fitting Into Boxes – Why society’s version of success wasn’t cutting it
 @10:16 Financial Reality – What selling everything really bought them
@16:43 Raising Kids on the Road – The ups, downs, and surprising benefits
@23:05 Conflict & Growth – What travel taught them about relationships
@29:48 Unexpected Anchors – When freedom needs a little structure
@36:21 Home Is a Feeling – Letting go of the white-picket-fence myth
@42:33 Advice for the Hesitant – What they wish they’d known before leaping

Ready to redefine what “normal” looks like? Press play.

Want more stories like this? Check out Zero to Travel for deep dives into nomadic living and purposeful exploration.

Leave us a voice message! Share your thoughts or questions at [email protected] or call 424-442-9295.

PATREON

https://www.patreon.com/worldtowning

If you would like to support us in a greater capacity where you can snag some cool swag, plus join us for monthly LIVE chats, and get huge discounts on future group trips. Thank you!

GROUP TRIPS

https://worldtowningvoyages.com/

Come travel with us! Our company is owned (and 100% guided) by a family of four full-time travelers. Our passion is building bridges between cultures, fueling personal development, and expanding hearts and minds alongside a community of like-hearted individuals.

COACHING

https://worldtowning.com/learn-2/

Are you looking for guidance to accomplish that big goal supporting your why? We are the couple for you. Let’s set up a chat to get you started on your dream life, whether it is full-time travel or something else.

NEWSLETTER

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10 years full-time travel with 2 world schooled kids, currently on a sailboat, writing about a travel lifestyle, education, equality & what it’s like to live an unconventional life.

MERCHANDISE

Yes - We have Merch! - https://worldtowningvoyages.com/elements/merch/

OUR SOCIALS

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In this episode of The WHY Matters Podcast, we tackle the hidden value of university education - beyond the paycheck. From hiking the Appalachian Trail of intellectual growth to cramming into the tiny dorm room of modern skepticism, we explore why higher education is about more than just degrees and job prospects.

Through personal stories and eye-opening stats, we break down how university reshapes worldviews, sparks unexpected passions, and builds resilience - even when student loans loom large. Whether you're a parent debating tuition, a student questioning the system, or just someone curious about the fight for intellectual freedom, this episode reveals why education is worth defending (and how to make it work for you).

@02:18 Small-Town to Syracuse – How university exploded our worldviews

@08:45 The Plumber vs. The Accountant – Debunking the "college isn't worth it" myth

@14:22 Harvard vs. The Government – Why politicians fear educated minds

@19:37 Dry Spells of the Mind – What happens when we stop learning?

@25:51 Creative Alternatives – Online degrees, trade hybrids, and lifelong learning

@31:06 Raising Critical Thinkers – Why we didn’t force our kids into college

@36:44 Small Wins – How one class can change everything

@42:15 Your Challenge – Enroll in something unexpected this week

Ready to rethink education? Press play.

Leave us a voice message! Share your thoughts or questions at [email protected] or call 424-442-9295.

PATREON

https://www.patreon.com/worldtowning

If you would like to support us in a greater capacity where you can snag some cool swag, plus join us for monthly LIVE chats, and get huge discounts on future group trips. Thank you!

GROUP TRIPS

https://worldtowningvoyages.com/

Come travel with us! Our company is owned (and 100% guided) by a family of four full-time travelers. Our passion is building bridges between cultures, fueling personal development, and expanding hearts and minds alongside a community of like-hearted individuals.

COACHING

https://worldtowning.com/learn-2/

Are you looking for guidance to accomplish that big goal supporting your why? We are the couple for you. Let’s set up a chat to get you started on your dream life, whether it is full-time travel or something else.

NEWSLETTER

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10 years full-time travel with 2 world schooled kids, currently on a sailboat, writing about a travel lifestyle, education, equality & what it’s like to live an unconventional life.

MERCHANDISE

Yes - We have Merch! - https://worldtowningvoyages.com/elements/merch/

OUR SOCIALS

Instagram: https://www.instagram.com/worldtowning/

YouTube: https://www.youtube.com/worldtowning

Facebook: https://www.facebook.com/worldtowning
Tik-Tok: 

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In this episode of The WHY Matters Podcast, we tackle the growing distrust of education and expertise in today’s world. Through personal stories and hard facts, we break down what anti-intellectualism really means - and why it matters more than ever. From our son’s chaotic Spirit Airlines nightmare to our daughter’s life-changing college experience, we explore how real learning happens when curiosity meets opportunity.

Drawing from our 11 years of full-time travel and unconventional education, we challenge the myth that “book smarts” don’t matter in the real world. Whether you’re a college grad, self-taught expert, or just someone who values truth, this episode will make you think twice about what we lose when we stop valuing knowledge.

@02:18 Spirit Airlines Fiasco – When unreliable flights teach life lessons

@08:45 Defining Intellectualism – It’s not what you think (and yes, you count)

@14:22 Education vs. Learning – Why college isn’t just about degrees

@19:37 Our Big Realization – How travel changed our view of education

@25:51 Avalon’s College Breakthrough – What travel couldn’t teach our daughter

@31:06 The YouTube University Myth – Why fact-checking matters

@36:44 Anti-Intellectualism Red Flags – From book bans to flat earthers

@42:15 Your Challenge – Question one assumption this week

Leave us a voice message! Share your thoughts or questions at [email protected] or call 424-442-9295.

PATREON

https://www.patreon.com/worldtowning

If you would like to support us in a greater capacity where you can snag some cool swag, plus join us for monthly LIVE chats, and get huge discounts on future group trips. Thank you!

GROUP TRIPS

https://worldtowningvoyages.com/

Come travel with us! Our company is owned (and 100% guided) by a family of four full-time travelers. Our passion is building bridges between cultures, fueling personal development, and expanding hearts and minds alongside a community of like-hearted individuals.

COACHING

https://worldtowning.com/learn-2/

Are you looking for guidance to accomplish that big goal supporting your why? We are the couple for you. Let’s set up a chat to get you started on your dream life, whether it is full-time travel or something else.

NEWSLETTER

https://worldtowning.us14.list-manage.com/subscribe?u=32de323857a58dc5ab35b897f&id=b0760c6efa

10 years full-time travel with 2 world schooled kids, currently on a sailboat, writing about a travel lifestyle, education, equality & what it’s like to live an unconventional life.

MERCHANDISE

Yes - We have Merch! - https://worldtowningvoyages.com/elements/merch/

OUR SOCIALS

Instagram: https://www.instagram.com/worldtowning/

YouTube: https://www.youtube.com/worldtowning

Facebook: https://www.facebook.com/worldtowning
Tik-Tok:  https://www.tiktok.com/@worldtowning 

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In this  episode of The WHY Matters Podcast, we unpack the unplanned year-long dry spell that reshaped our relationship - from hiking the Appalachian Trail in separate states to sharing a one-room hotel with our teenage son. Through candid stories and hard-won insights, we explore how intimacy evolves (or collapses) under extreme circumstances, and why physical connection is about far more than sex.

Drawing from our decade of full-time travel and unconventional living, we dissect the language of desire, the silent impacts of deprivation, and the creative ways we kept our bond alive - even when traditional romance felt impossible. Whether you’re navigating a dry spell, long-distance love, or just the daily chaos of family life, this episode offers a lifeline for staying connected when life gets in the way.

@02:18 Trail Separation – How distance changed our intimacy

@08:45 Tiny Space Reality – Sex life in one shared room with family 

@14:22 Normalizing Dry Spells – No such thing as a perfect couple

@19:37 Sex & Science – How deprivation affects relationships

@25:51 Creative Solutions – Bathrooms, bread runs, and more

@31:06 Kids & Desire – Why we're open with our son

@36:44 Small Gestures – How we stayed connected (cheese > roses)

@42:15 Your Challenge – Break one intimacy barrier this week

Leave us a voice message! Share your thoughts or questions at [email protected] or call 424-442-9295.

PATREON

https://www.patreon.com/worldtowning

If you would like to support us in a greater capacity where you can snag some cool swag, plus join us for monthly LIVE chats, and get huge discounts on future group trips. Thank you!

GROUP TRIPS

https://worldtowningvoyages.com/

Come travel with us! Our company is owned (and 100% guided) by a family of four full-time travelers. Our passion is building bridges between cultures, fueling personal development, and expanding hearts and minds alongside a community of like-hearted individuals.

COACHING

https://worldtowning.com/learn-2/

Are you looking for guidance to accomplish that big goal supporting your why? We are the couple for you. Let’s set up a chat to get you started on your dream life, whether it is full-time travel or something else.

NEWSLETTER

https://worldtowning.us14.list-manage.com/subscribe?u=32de323857a58dc5ab35b897f&id=b0760c6efa

10 years full-time travel with 2 world schooled kids, currently on a sailboat, writing about a travel lifestyle, education, equality & what it’s like to live an unconventional life.

MERCHANDISE

Yes - We have Merch! - https://worldtowningvoyages.com/elements/merch/

OUR SOCIALS

Instagram: https://www.instagram.com/worldtowning/

YouTube: https://www.youtube.com/worldtowning

Facebook: https://www.facebook.com/worldtowning
Tik-Tok:  https://www.tiktok.com/@worldt

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In this episode of The WHY Matters podcast, we dive into the language we use with our children by exploring how common phrases, often passed down through generations, can unintentionally shape their self-esteem, emotional intelligence, and sense of identity. Drawing from a decade of parenting and full-time travel, we share personal stories, research-backed insights, and practical alternatives to foster a healthier, more supportive family dynamic.

From gendered labels like "princess" to well-meaning but harmful comments like "You’re just like your mother," we break down why these words stick—and how to replace them with empowering language. Plus, we tackle financial phrasing ("We can’t afford that"), emotional validation ("I’m disappointed in you"), and the power of letting kids trust their own instincts.

@203:51 The Power of Language – How words shape a child’s inner voice.

@13:52 Gender Stereotypes – Why "princess" and "boys don’t cry" need to go.

@18:16 Appearance Comments – The harm in "You’ve gained weight" and "Smile for the camera."

@23:32 Emotional Intelligence – Alternatives to "I’m disappointed in you."

@31:03 Financial Phrases – Reframing "We can’t afford that" to empower choice.

@32:13 Generational Patterns – Breaking cycles of shame ("Because I said so").

@37:48 Practical Alternatives – Phrases like "You’re enough" and "Trust yourself."

@43:25 Family Challenge – Listen to this episode with your kids and discuss!

Leave us a voice message! Share your thoughts or questions at [email protected] or call 424-442-9295.

PATREON

https://www.patreon.com/worldtowning

If you would like to support us in a greater capacity where you can snag some cool swag, plus join us for monthly LIVE chats, and get huge discounts on future group trips. Thank you!

GROUP TRIPS

https://worldtowningvoyages.com/

Come travel with us! Our company is owned (and 100% guided) by a family of four full-time travelers. Our passion is building bridges between cultures, fueling personal development, and expanding hearts and minds alongside a community of like-hearted individuals.

COACHING

https://worldtowning.com/learn-2/

Are you looking for guidance to accomplish that big goal supporting your why? We are the couple for you. Let’s set up a chat to get you started on your dream life, whether it is full-time travel or something else.

NEWSLETTER

https://worldtowning.us14.list-manage.com/subscribe?u=32de323857a58dc5ab35b897f&id=b0760c6efa

10 years full-time travel with 2 world schooled kids, currently on a sailboat, writing about a travel lifestyle, education, equality & what it’s like to live an unconventional life.

MERCHANDISE

Yes - We have Merch! - https://worldtowningvoyages.com/elements/merch/

OUR SOCIALS

Instagram: https://www.instagram.com/worldtowning/

YouTube: https://www.youtube.com/worldtowning

Facebook: https://www.facebook.com/worldtowning
Tik-Tok:  https://www.tiktok.com/@worldtowning

Support the show

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In this episode we dive into our kealth kick—a commitment to thriving, not just surviving, as they age. Drawing from a decade of full-time travel, we share hard-won insights on exercise, diet (goodbye caffeine, alcohol, and sugar!), meditation, and sleep hygiene. We reveal the apps (MyFitnessPal, Apple Health) and mindset shifts powering our progress, plus the real challenges of sustaining this lifestyle on the road. From BMI debates to screen-time boundaries, they explore how small changes create lasting wellness - and how you can start your own HealthKick.

Leave us a voice message and send it over to us at [email protected]

You can call us and leave us a voicemail at 424 442 9295.

03:51 Commitment to Health and Fitness

13:52 The Importance of Sleep

18:16 Exercise Routines and Challenges

23:32 Diet and Nutrition Insights

31:03 Anti-Soda Stance

31:43 Smoking and Drugs

32:13 Caffeine and Soda Addiction

34:43 Juice and Sugar Intake

37:48 BMI and Weight Discussion

43:25 Meditation and Mental Health

45:33 Screen Time Management

56:52 Final Thoughts and Challenges

PATREON

https://www.patreon.com/worldtowning

If you would like to support us in a greater capacity where you can snag some cool swag, plus join us for monthly LIVE chats, and get huge discounts on future group trips. Thank you!

GROUP TRIPS

https://worldtowningvoyages.com/

Come travel with us! Our company is owned (and 100% guided) by a family of four full-time travelers. Our passion is building bridges between cultures, fueling personal development, and expanding hearts and minds alongside a community of like-hearted individuals.

COACHING

https://worldtowning.com/learn-2/

Are you looking for guidance to accomplish that big goal supporting your why? We are the couple for you. Let’s set up a chat to get you started on your dream life, whether it is full-time travel or something else.

NEWSLETTER

https://worldtowning.us14.list-manage.com/subscribe?u=32de323857a58dc5ab35b897f&id=b0760c6efa

10 years full-time travel with 2 world schooled kids, currently on a sailboat, writing about a travel lifestyle, education, equality & what it’s like to live an unconventional life.

MERCHANDISE

Yes - We have Merch! - https://worldtowningvoyages.com/elements/merch/

OUR SOCIALS

Instagram: https://www.instagram.com/worldtowning/

YouTube: https://www.youtube.com/worldtowning

Facebook: https://www.facebook.com/worldtowning
Tik-Tok:  https://www.tiktok.com/@worldtowning

Support the show

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In this episode we interview our close friend Doug, an experienced meditation practitioner and teacher. We delve into the profound benefits of meditation, sharing personal stories and insights on how meditation has helped us handle stress, improve interpersonal relationships, and discover our authentic selves. Doug discusses his journey from curiosity to becoming a certified meditation instructor, his experiences with silent retreats, and his daily meditation practice. We also offer practical advice for beginners and emphasize the importance of exploring meditation without expectations. This episode provides a comprehensive look into the deep and lasting impact meditation can have on one’s life.

Leave us a voice message and send it over to us at [email protected]

You can call us and leave us a voicemail at 424 442 9295.

Doug’s Udemy Course: https://www.udemy.com/course/mantra-meditation/?referralCode=C292FCAF98C545866D17

01:15 Introducing Our Special Guest: Doug

08:14 Doug's Journey into Meditation

11:52 Understanding Meditation and Its Benefits

16:30 Doug's Meditation Training and Teaching

22:18 The Challenges and Realities of Meditation

26:38 The Power of Meditation During COVID

28:14 Experiencing a Silent Retreat

37:07 Daily Meditation Practices

41:48 Starting Your Meditation Journey

47:43 Final Thoughts and Reflections

PATREON

https://www.patreon.com/worldtowning

If you would like to support us in a greater capacity where you can snag some cool swag, plus join us for monthly LIVE chats, and get huge discounts on future group trips. Thank you!

GROUP TRIPS

https://worldtowningvoyages.com/

Come travel with us! Our company is owned (and 100% guided) by a family of four full-time travelers. Our passion is building bridges between cultures, fueling personal development, and expanding hearts and minds alongside a community of like-hearted individuals.

COACHING

https://worldtowning.com/learn-2/

Are you looking for guidance to accomplish that big goal supporting your why? We are the couple for you. Let’s set up a chat to get you started on your dream life, whether it is full-time travel or something else.

NEWSLETTER

https://worldtowning.us14.list-manage.com/subscribe?u=32de323857a58dc5ab35b897f&id=b0760c6efa

10 years full-time travel with 2 world schooled kids, currently on a sailboat, writing about a travel lifestyle, education, equality & what it’s like to live an unconventional life.

MERCHANDISE

Yes - We have Merch! - https://worldtowningvoyages.com/elements/merch/

OUR SOCIALS

Instagram: https://www.instagram.com/worldtowning/

YouTube: https://www.youtube.com/worldtowning

Facebook: https://www.facebook.com/worldtowning
Tik-Tok:  https://www.tiktok.com/@worldtowning

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In this episode of the Why Matters podcast, we) delve into the differences and unique experiences of hiking the Appalachian Trail (AT) compared to the Camino Francés. We cover a wide range of topics, including preparation, gear, cultural experiences, and the physical and emotional challenges of each trail. Jessica shares personal anecdotes and insights from her own hikes, and we discuss the profound impact these long-distance treks can have on one’s life. We also touch on logistical aspects like budget, safety, and time commitment, offering a comprehensive comparison to help our listeners decide which path might be best for them.

Leave us a voice message and send it over to us at [email protected]

You can call us and leave us a voicemail at 424 442 9295.

03:08 Comparing the Appalachian Trail and Camino Francés

04:21 Background on Camino Francés

07:47 Background on the Appalachian Trail

08:57 Comparing Hiking Experiences

10:43 Location and Weather Differences

12:54 Gear and Hygiene Considerations

18:25 Fitness and Skill Level Requirements

22:47 Safety and Wilderness Skills

26:14 Balancing Work and Hiking

26:44 Daily Hiking Distances and Challenges

27:27 Food and Meal Planning

29:20 Accommodation Differences

30:23 Packing and Gear Considerations

32:28 Safety and Risk Factors

33:16 Social Aspects and Community

36:14 Cultural Experiences

41:35 Religious Influences

44:13 Final Thoughts and Recommendations

PATREON

https://www.patreon.com/worldtowning

If you would like to support us in a greater capacity where you can snag some cool swag, plus join us for monthly LIVE chats, and get huge discounts on future group trips. Thank you!

GROUP TRIPS

https://worldtowningvoyages.com/

Come travel with us! Our company is owned (and 100% guided) by a family of four full-time travelers. Our passion is building bridges between cultures, fueling personal development, and expanding hearts and minds alongside a community of like-hearted individuals.

COACHING

https://worldtowning.com/learn-2/

Are you looking for guidance to accomplish that big goal supporting your why? We are the couple for you. Let’s set up a chat to get you started on your dream life, whether it is full-time travel or something else.

NEWSLETTER

https://worldtowning.us14.list-manage.com/subscribe?u=32de323857a58dc5ab35b897f&id=b0760c6efa

10 years full-time travel with 2 world schooled kids, currently on a sailboat, writing about a travel lifestyle, education, equality & what it’s like to live an unconventional life.

MERCHANDISE

Yes - We have Merch! - https://worldtowningvoyages.com/elements/merch/

OUR SOCIALS

Instagram: https://www.instagram.com/worldtowning/

YouTube: https://www.youtube.com/worldtowni

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In this episode, we discuss the financial challenges of living in the United States after a decade of full-time travel. We share various strategies and hacks they employ to manage expenses, focusing on accommodation, food, transportation, and entertainment. Highlights include using Black Friday deals for long-term hotel stays, leveraging the Too Good To Go app for discounted meals, maximizing credit card points, and taking advantage of reimbursed gym memberships. We remind you of the importance of being resourceful and adaptable to maintain a budget while living a nomadic lifestyle.

Leave us a voice message and send it over to us at [email protected]

You can call us and leave us a voicemail at 424 442 9295.

@04:30 Living in the Expensive USA

@11:09 Hotel Life Hacks

@19:55 The Ultimate Food Hack: Too Good To Go

@25:22 Panera SIP Club: Unlimited Drinks for a Bargain

@27:55 Transportation and Remote Work Hacks

@29:21 Gym Membership Savings

@30:13 Thrifty Clothing Solutions

@31:45 Entertainment on a Budget

@34:05 Conclusion

PATREON

https://www.patreon.com/worldtowning

If you would like to support us in a greater capacity where you can snag some cool swag, plus join us for monthly LIVE chats, and get huge discounts on future group trips. Thank you!

GROUP TRIPS

https://worldtowningvoyages.com/

Come travel with us! Our company is owned (and 100% guided) by a family of four full-time travelers. Our passion is building bridges between cultures, fueling personal development, and expanding hearts and minds alongside a community of like-hearted individuals.

COACHING

https://worldtowning.com/learn-2/

Are you looking for guidance to accomplish that big goal supporting your why? We are the couple for you. Let’s set up a chat to get you started on your dream life, whether it is full-time travel or something else.

NEWSLETTER

https://worldtowning.us14.list-manage.com/subscribe?u=32de323857a58dc5ab35b897f&id=b0760c6efa

10 years full-time travel with 2 world schooled kids, currently on a sailboat, writing about a travel lifestyle, education, equality & what it’s like to live an unconventional life.

MERCHANDISE

Yes - We have Merch! - https://worldtowningvoyages.com/elements/merch/

OUR SOCIALS

Instagram: https://www.instagram.com/worldtowning/

YouTube: https://www.youtube.com/worldtowning

Facebook: https://www.facebook.com/worldtowning
Tik-Tok:  https://www.tiktok.com/@worldtowning

Support the show