True Travel Talk

True Travel Talk

A podcast that shares real stories and helpful tips from multigenerational travel (ages 10 to 80) — the kind of trips that aren't always easy, but are always worth it. Jill hosts with humor, warmth, and honesty. The show is as much for dreamers as it is for doers: people who want to travel but hesitate, and others who just love a good story.

Episodes

January 6, 2026 31 mins

In Part Two, Jill and Deanna continue their conversation, reflecting on a festive trip through Germany’s Christmas Markets with lessons learned, favorite moments, and practical tips.

From Augsburg and Ulm to Würzburg and Frankfurt, this two-part conversation focuses on the feel of winter travel: navigating cold weather, moving at a multigenerational pace, and leaning into the magic (and mishaps) that come with traveling together. 

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There’s something special about winter travel – especially when it’s shared across generations. In Part One of this two-part episode, Jill is joined by her longtime friend Deanna Vogelsong to reflect on a festive trip through Germany’s Christmas Markets with husbands, a “third grandmother,” and a 19-year-old son in tow.

From Augsburg and Ulm to Würzburg and Frankfurt, this conversation focuses on the feel of winter travel: navigati...

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Connecting with people from different cultures is one of the best things about traveling. That cultural connection played a starring role in our recent trip to Tanzania. Join Jill and her guest, Josie Russell (a high school senior at the time of the trip), to reflect on their life-changing philanthropic journey to Tanzania. In this heartfelt conversation, they share stories from visiting Maasai villages, playing soccer with local s...

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Looking to escape the big city? Head to Cusco, Peru. In this episode, Jill and her friend and neighbor, Amy, share another chapter of their Peru adventure – from a tipsy train arrival to an almost-disastrous departure. 

They cover Cusco’s hidden gems and lessons learned, including the Santo Domingo Convent, the iconic 12-Angle Stone, and the vibrant San Pedro Market, along with their honest take on where to stay. Plus, hear about t...

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Sometimes the best trips aren’t planned around big landmarks – they unfold through shared stories, good meals, and the people you travel with. In this episode, Jill joins California winemaker and friend Bill Williamson for a three-day road trip through France’s Loire Valley, filled with unforgettable winery visits, river views, perfect meals, and plenty of laughter.

From a goat-filled gas station to tastings with local winemakers a...

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In this Unpacked episode, Jill sits down with family friend Donna, fondly named the third grandmother, to explore how travel evolves through every stage of life – from raising kids to retiring, from traveling as a couple to adventuring with grandkids in tow. From paragliding in Austria to a luxury ranch stay in Montana, Donna shares honest reflections on slowing down, staying curious, navigating limitations, and finding joy in lett...

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Sometimes the best way to experience New York is to slow down, wander, and follow your curiosity. In this episode, Jill and friend/colleague Jen sneak in a cozy fall escape before a work trip – exploring Greenwich Village, the artists’ haven, and home to some of the best pizza slices on Earth. From a 30-year Times Square hotel tradition to cappuccinos at a 1927 Village institution, a private tour with a local writer, and a full da...

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Sometimes the best trips aren’t perfectly planned – they just flow. In this episode, Jill recounts with husband Paul about their escape with friends to California’s Wine Country for three unforgettable days of vineyards, great meals, and good company. From the family legacy of Sonoma’s Sangiacomo Vineyards to the artistic design of Three Sticks and the rebellious spirit of Tank Garage in Napa, this trip was a toast to friendship, f...

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Ever have a parenting moment where you think, “Should we?” – and then you say yes anyway?

In this episode, Jill takes you along on a totally last-minute trip to Mackinac Island – just her, her mom, and her little guy, Graeme. One unexpected day off school turned into three, and suddenly they were on a ferry north, chasing one more perfect slice of summer.

From iconic fudge to horse-drawn carriage rides, sweeping porch views at The ...

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In this Unpacked episode, Jill sits down with her 18-year-old son, Ian — a student at High Point University — to explore what travel looks like through the eyes of a young explorer. From trying sea urchin in Versailles to cheering for Liverpool FC, Ian shares how travel has shaped his independence, curiosity, and confidence. He also reflects on planning his first trip with friends on a budget (with a little mom mentorship along the...

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Join Jill and her friend (and travel instigator!) Kelly as they journey to one of the world’s most awe-inspiring destinations: Machu Picchu. From the bustling town of Aguas Calientes to the breathtaking hike up Machu Picchu Mountain, this episode captures the wonder, exhaustion, and pure joy of exploring the Lost City of the Incas.

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Join Jill and friend Amy (plus their travel mascot, Panda!) for their girls’ trip to Lima, Peru—full of flavor, color, and culture. From sipping Pisco Sours overlooking the Pacific to exploring local markets, tasting chocolate, and dining at one of the world’s best restaurants, this episode is a feast for the senses.

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Travel to the Bavarian Alps with Jill and family as they explore the charming mountain town of Garmisch-Partenkirchen, Germany. From fairy-tale castles and alpine adventures to cozy inns and lively beer halls, this episode is filled with stories, tips, and laughter from their unforgettable trip.

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