How Wandering with Wine Found Its Audience

wandering with wine couple

From Friday Property Tours to a Thriving Italy Community

When Jaime and Biaggio uploaded their first property tour in 2022, they were simply sharing something they genuinely loved. As Italian-Americans pursuing dual citizenship, they dreamed of building a life in Italy and wanted to bring others along for the journey. What began as a passion project has since grown into one of the most recognisable online communities for people exploring the idea of living in Italy.

Today, Wandering with Wine attracts thousands of viewers every week who tune in for beautifully presented homes, local insights and the couple’s warm, down-to-earth approach. Alongside the property tours, Jaime and Biaggio have cultivated a loyal community that shares advice, celebrates milestones and encourages one another to take the next step towards life in Italy.

A community built through consistency

One of the reasons Wandering with Wine has continued to grow is its remarkable consistency.

Every Friday at 6pm Eastern, Jaime and Biaggio release a new episode featuring homes from across Italy. Since sharing their first video in November 2023 and launching the channel in June 2022, they have published more than 200 videos, attracted over 26,000 YouTube subscribers and generated more than 3.3 million views.

Their audience also continues to grow across several platforms.

Publishing on a reliable schedule has helped build trust with viewers, many of whom return each week to discover another region of Italy and follow Jaime and Biaggio’s own relocation journey.

A wider picture of life in Italy

As the channel has evolved, so has the range of properties featured in each episode.

Earlier videos often explored charming village homes and countryside cottages. Recent episodes take viewers through city apartments in Rome and Florence, elegant Tuscan farmhouses, mountain retreats, restored historic homes, coastal properties and premium villas across several regions including Umbria, Abruzzo and Piedmont.

Each property offers a different perspective on Italian life. Some appeal to retirees searching for a peaceful village, while others suit families, remote workers or buyers looking for a city base. This variety has broadened the appeal of the channel and reflects the many ways people choose to experience Italy.

Growing across multiple platforms

As their audience expanded, Jaime and Biaggio created new ways for people to stay connected beyond the weekly videos.

Their community now extends across Patreon, Buy Me a Coffee, TikTok, Instagram, Facebook and Premier Property Passport, a subscription platform that shares curated European property listings, exclusive recommendations and a weekly newsletter.

Supporters can access behind-the-scenes content, sneak peeks of upcoming properties, exclusive discussions and opportunities to engage directly with Jaime and Biaggio. These platforms encourage regular conversations between members who share an interest in buying property, relocating or simply enjoying the Italian lifestyle.

Together, these channels have created an active community where viewers can continue learning and sharing long after each Friday episode has finished.

Turning inspiration into action

One of the most rewarding aspects of the Wandering with Wine community is seeing viewers take meaningful steps towards their own Italian adventure.

The comment sections are filled with people asking for property links, requesting additional information about locations and planning future visits. Others share how certain homes have inspired them to begin researching regions they had never previously considered.

Jaime and Biaggio have also shared that members of the W3 community have already purchased homes in Italy after following the channel, while another couple is currently progressing through the buying process. It is a wonderful example of how an online community can encourage people to turn long-held ambitions into achievable goals.

Their approachable style also encourages conversation. Viewers regularly ask practical questions, exchange advice and celebrate properties that have been sold, creating an atmosphere that feels welcoming and supportive.

Looking ahead connections with audiences around the world.

As new platforms, services and community initiatives continue to develop, Wandering with Wine has become a trusted source of inspiration for anyone considering a move to Italy, searching for a dream home or simply enjoying the beauty of Italian life from afar.

Wandering with Wine continues to grow because Jaime and Biaggio remain focused on the reason they started. Their genuine enthusiasm for Italy, their commitment to sharing new discoveries every week and their willingness to bring viewers along on their own journey have created lasting co

For thousands of followers, Friday evenings have become an invitation to explore another corner of Italy, discover another beautiful home and take one step closer to a dream that suddenly feels within reach.

Where to Find Wandering with Wine

  • YouTube – Weekly property tours released every Friday at 6pm ET
  • TikTok – Property highlights and short-form videos
  • Instagram – Featured homes and behind-the-scenes moments
  • Facebook – Community discussions and updates
  • Premier Property Passport – Curated weekly property listings and newsletter
  • Patreon – Exclusive content and community membership
  • Buy Me a Coffee – Community support and bonus content
Kim Lovely

Australian Kim Lovely is Editor In Chief of La Lovely Vita on a volunteer basis.

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