There's something we love about a road trip. It's not just a way to explore the vastness of a place, it's a way to sink into time with someone you love.

That is why, in this episode of Wayfinder, Daniel follows entrepreneur and world traveler Carlo Schneider on a father-daughter road trip through the country of Georgia, beginning in the capital city of Tbilisi. From winding streets and wooden balconies to vineyards, cave cities, and the shores of the Black Sea, Carlo shares how Georgia’s dramatic shifts in architecture and landscape mirror the country's layered identity.

For Carlo and his daughter Lara, what begins as a simple adventure becomes something quietly transformative: a journey through history, culture, and the beauty of being present with one another. Sometimes the best destination is the connection you build along the way.

Follow Carlo Schneider on Instagram & TikTok: @travel.renaissance.man and listen to his new podcast "Ask Carlo - Private Equity simplified."

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In-person experiences are becoming a rare commodity, and making them happen requires smart planning, great companionship, and a bit of creative system-hacking.

Daniel chats with writer, performer, and musical theater artist Cheeyang Ng, who has made it a mission to travel the world luxuriously through travel hacking while learning more about themself as a global citizen. After years of solo travel, Cheeyang met their parents in Italy and spent a transformative few days together in the city of Florence.

As Cheeyang takes us through the city’s complex history, iconic art, creative meals, and a hands-on pasta-making class in the Tuscan hills, they reflect on travel as a tool for perspective, access, and deeper connection. Through this timeless experience with their parents, Cheeyang is reminded that, in the modern era, human connection may be the rarest luxury we have.

Follow Cheeyang Ng on Instagram & YouTube @cheeyangmusic

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Nourishing rest, much-needed reconnection, and a message in a rainbow… sometimes we have to follow the unexpected to arrive exactly where we’re meant to be. For travel creator and swimwear founder Becca Ingle, a babymoon in Cabo San Lucas became a long-overdue reset. Traveling without their children for the first time in a decade, Becca and her husband traded packed family schedules for warm air, quiet mornings, indulgent wellness rituals, and the kind of presence that’s hard to access at home. While reliving the the trip, Becca reflects on marriage, motherhood, and the importance of making space in our busy lives. And when a familiar rainbow appears at just the right moment, the trip takes on deeper meaning, reminding her that sometimes stepping away is exactly how we find our way forward.

Follow Becca Ingle on Instagram & TikTok @beccaingle and check out her swimwear line, LainSnow.

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