Episode 52: Solo Traveler Tell All! Airstreaming Across America with Travel Blogger Deborah Dennis
142 shares Ever dreamt of selling everything and hitting the open road? Digital nomad and travel blogger Deborah Dennis did just that. This fearless world…

Ever dreamt of selling everything and hitting the open road? Digital nomad and travel blogger Deborah Dennis did just that. This fearless world traveler decided it was time to explore her home country so she packed up her life, her two dogs, and her Airstream travel trailer, and started a journey across the country.
Our conversation with Deborah is a deep dive into the realities of solo travel. Deborah candidly discusses everything from the fear of towing a trailer to the joys and challenges of traveling with dogs. She also breaks down her preferred places to camp as a solo traveler, how to find the best boondocking spots, state and county campgrounds, and Harvest Hosts, a membership that provides free stays at charming farms, wineries, and breweries.
But Deborah’s journey doesn’t stop at travel. She ventured into the online world, started a travel blog, enrolled herself in classes to expand her knowledge, and explored varied opportunities in the digital sphere. From full-time travel to intermittent travel, from online side hustles to full-time endeavors, Deborah’s story is truly inspiring. Whether you’re a seasoned traveler, a digital nomad, or just someone with a dream, this conversation with Deborah is sure to get your wheels turning.
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TravelswithWally.com
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What We Discuss in Episode 52 of The Wayward Home Podcast:
- Deborah talks about why she decided on an Airstream to explore the United States in 2-3 month trips in between stays at her tiny house in the Bay Area.
- We hear all the details about what it’s like to live in a trailer as a solo traveler – the challenges of learning how to tow and park the Airstream, what it’s like to boondock and stay in RV parks, and making travel plans tailored to your rig, including how to research the best places to camp and explore.
- Deborah talks about why she loves to camp at state and county parks, and Harvest Hosts – a great way to support small businesses like farms, wineries, breweries and find safe places to park.
- Deborah opens up about loneliness and how she’s been able to make connections while traveling solo.
- We also hear about the joys and challenges of traveling with dogs – and how important it is to be aware of the weather.
- Lastly, we hear about how Deborah makes money on the road as a freelance digital consultant and travel blogger.
About Deborah Dennis:

Deborah Dennis has always been an adventurer; from tracking black rhinos in Zimbabwe, bareboat sailing in Tonga, photographing lions in the Okavango Delta, rafting down the Zambezi River, hiking Machu Picchu, scuba diving the great white wall in Fiji, sea kayaking in Baja to name a few.
In 2021, after a lifetime of journeys worldwide, she followed another dream and embraced slow travel, bought an Airstream travel trailer and drove 15,000 miles across America with her dogs. She works as a freelance digital consultant while she’s on the road. On her blog, Travelswithwally.com, she inspires solo women on their nomadic lifestyles and shows them ways to make money anywhere.
Deb lives in a 425-square-foot cottage in Northern California when she’s not traveling with her dogs.
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