Bikepacking with a Surfboard and Snowboard

The Journey Inwards: Embracing Mindfulness, Farms, & Silent Retreats

Meet Casey. A primary care physician who’s taking a different kind of journey—one rooted in intention, patience, and curiosity. From connecting with food through farming to turning inward on a 10-day silent retreat, Casey shares stories and insights on traveling with purpose.

Tim The Wizard of Long-Form Travel

Meet Tim – a long-distance hiker and cyclist who uses playfulness to transform challenge and discomfort into joy. His love for long-form travel has taken him across the Appalachian Trail, Pacific Crest Trail, the Tour Divide, and beyond. Along the way, he shares what life on the trail—both alone and with others—can teach us about embracing the unknown and finding delight in unexpected places.

From Dough to Deckhands: Rafi’s Wild Rise to Hilltown Hot Pies

Meet Rafi — pizzaiolo, dough whisperer, and mastermind behind The Berkshire’s own Hilltown Hot Pies. In classic Italian pizzaiolo fashion, Rafi spins us a tale that stretches from his family’s sauce-splattered culinary history to his wanderings through U.S. and European food scenes — with an unexpected detour onto an Alaskan fishing boat. It’s all part of the winding path that eventually led to the birth of Hilltown Hot Pies. Expect carbs, chaos, sea spray, and a whole lot of heart.

The Last Frontier

Meet Kathleen, an enthusiast for finding adventure right outside your back door. In this episode, we explore how food can connect people to place, how Kathleen has found both adventure and misadventure in Alaska, and a very memorable lesson in how not to handle bear spray.

Bikepacking with a Surfboard and Snowboard

Meet Henna. A lifelong athlete who’s traded structured competition for the free-flowing adventure of cycling with a surfboard and skis in tow. In this episode, we dig into what it’s like to transition out of college athletics, embrace being a beginner again, and why asking for help can actually make your travels better.