Best of Philly Wine Bar | Building a Family Business with Italian Roots | The Pauline Chilton Show

What happens when generations of Italian family traditions meet modern entrepreneurship?

While visiting Philadelphia, I stumbled upon a hidden gem that immediately reminded me of my own wedding at a winery. From the warm atmosphere and oak wine barrel tables to the incredible hospitality, I knew I had discovered something special. Then I learned Calandrino's Old City Vino had just been voted Best Wine Bar in Philadelphia—talk about being in the right place at the right time!

In this special on-location episode of The Pauline Chilton Show, I sit down with Steven Calandrino to hear the story behind his family's passion for Italian wine, how generations of winemaking traditions inspired the creation of Old City Vino, and what it takes to build a thriving small business rooted in authenticity and community.

Steven also introduces us to a flight of exceptional Italian wines, sharing the fascinating stories behind each bottle—from Umbria and Sicily to Piemonte and Calabria—and explains how relationships with family-owned wineries across Italy have shaped the unique experience they offer their guests.

Whether you're an entrepreneur, wine enthusiast, traveler, foodie, or someone who loves hearing the stories behind small businesses, this episode is a celebration of family, craftsmanship, culture, and following your passion.

In this episode you'll discover:
• The family history that inspired Calandrino's Old City Vino
• How a passion for Italian wine became an award-winning business
• The stories behind unique Italian grape varieties and regions
• Why authentic customer experiences create loyal communities
• What it means to be named "Best Wine Bar in Philadelphia"

If you're planning a trip to Philadelphia, be sure to add Calandrino's Old City Vino to your list—you just might discover your new favorite wine.

Website: https://oldcityvino.com/

Instagram: https://www.instagram.com/oldcityvino

Subscribe to The Pauline Chilton Show for inspiring conversations on entrepreneurship, leadership, personal and professional growth, travel, and the people building meaningful businesses around the world.

#Entrepreneurship #SmallBusiness #Philadelphia #ItalianWine #WineBar #Travel #FamilyBusiness #Leadership #BusinessStory #ThePaulineChiltonShow #VisitPhilly #WineTasting #OldCityPhiladelphia

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