In this episode of The Wayward Home podcast, host Kristin Hanes interviews Eddie from the Vanabond Tales blog about his experience transitioning from van life to sailboat life.

Eddie and his wife Kelly started out in van life, traveling through South America in a van they purchased, then building out their own van to continue adventures in Mexico. When Covid hit, they got stuck in Australia and decided to check sailboat living off their bucket list.

They ended up falling in love with sail life, purchasing a 29-foot boat in Croatia. Eddie shares the learning curve of sailing as beginners, having to dock repeatedly for 10 days straight to get the hang of maneuvering their new boat.

Kristin and Eddie compare notes on the differences between van life and sail life - the sense of space, costs, finding community, and facing the elements. They agree both lifestyles have their pros and cons, and complement each other well.

Eddie has continued doing some van trips between sailing seasons. He offers advice for van lifers considering switching to sailboats - overcoming fears around storms, seasickness, and learning to sail.

Kristin and Eddie remark on how rewarding it is to be self-sufficient and explore beautiful, remote areas by wind power. Listen in and be inspired to explore the world, whether on the roads or on the waves.

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The Vanabond Tales' Complete Van Life Guide

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Feeling connected while living a nomadic lifestyle can be challenging. In this episode, solo female van lifer Courtney Stevenson shares her best tips for combating loneliness and finding community on the road.

Courtney talks about how she leveraged social media connections to find and befriend fellow nomads online when she first started out. She then eventually met some of these internet friends in person while traveling. Courtney explains how attending van life gatherings and events is one of the best ways to meet fellow wanderers. She discusses some popular events like Descend on Bend and the Rubber Tramp Rendezvous.

We also chat about the pros and cons of seasonal travel and how winter brings more interactions by nature while summer allows for more exploration and independence. Courtney weighs in on the need to find balance between community and solitude, even as an extrovert. She also talks about dealing with loneliness amidst the highs and lows of van life.

Whether you’re a solo traveler looking to make road friends or a couple hoping to connect with other nomadic pairs, this episode covers actionable tips for combating isolation. Tune in to hear Courtney’s hard-won advice after 3+ years living in her van.

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Running a business on the road as a digital nomad can be incredibly rewarding, but also confusing when it comes tax time. Our guest today, Heather Ryan aka The Tax Queen, breaks down key tax tips for nomadic entrepreneurs.

Heather discusses making the leap from full-time RVer to international traveler, all while running her own business. She explains crucial mistakes that nomadic business owners often make when first getting started, like not tracking expenses properly or failing to open a separate business bank account.

Heather shares surprising write-offs she’s seen clients attempt, clarifies rules around deducting travel expenses for content creators, and offers advice on business entity structures. She also provides suggestions for affordable bookkeeping software to use.

Whether you’re a blogger, freelancer, or solopreneur, this episode sheds light on handling finances and taxes for your nomadic enterprise. Tune in to pick up Heather’s best tips!

Links mentioned in this episode:
Nomad Business Academy

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