The Roads Less Traveled Podcast
Follow host Craig Della Penna every two weeks, as he shares stories and expert advice in conversations with guests who know the ins and outs of real estate, rail-to-trail living, bike tourism and how to operate a bed & breakfast.
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Get ready to explore a unique slice of real estate and adventure.
Let's hit the trail!
The Roads Less Traveled podcast explores four key topics:
Rail Trails
Discover the unique appeal of homes nestled near rail trails! We explore the diversity of people drawn to these scenic pathways, from outdoor enthusiasts seeking adventure to families looking for a vibrant community. Join us as we delve into making life near rail trails a desirable choice, and how it influences the real estate market.
Real Estate
On our podcast, we delve into the world of real estate, having conversations that can help you navigate this ever-evolving industry. Whether you're a seasoned investor or just starting out, we've got insights and tips to enhance understanding of real estate. Join us for an informative and engaging conversation!


Bike Tourism
Bike tourism has a transformative effect on small "gateway" towns, serving as a vital economic lifeline. In our podcast episodes, we explore the inspiring stories of how bike tourism revitalizes these towns, creating connections between travelers and residents alike.
Bed & Breakfasts
Discover the charm and challenges of a bed and breakfast in the 21st century with this podcast series. Join us as we explore the importance of supporting and promoting unique establishments, highlighting their role in fostering community and offering personalized experiences for travelers. Have you ever dreamt of owning your own bed & breakfast? We'll teach you all the facets of the business.

