A Journey Through Faith & the Vine

Vintage
Vagabonds

Where the bell tower meets the vineyard.
Every village holds a secret. We find it.

Tuscan villa garden with terracotta pots and cypress trees Florence Duomo facade detail

Scholars of Stone,
Stewards of the Glass

Jake & Maureen — Your Guides Through Italy

We are a pair of unapologetic obsessives — both with a lifelong devotion to the architecture of Italian Catholicism, and both convinced that a village's soul is most honestly read in its wine. Together, we make Vintage Vagabonds.

With over three decades of wine expertise, a WSET Level III certification, and years spent working alongside the serious collectors at Zachys in Scarsdale, Jake brings genuine authority to every enoteca and cantina we visit. This is not a casual vacation blog. It is a document of discovery.

We will spend 90-day seasons living inside single Italian regions — starting in sun-scorched Puglia, working northward along the Appian Way as the years unfold — before returning home to edit and release what we've found. The result is a travel show built for the curious, the learned, and the armchair vagabond who wants the real Italy without the tourist script.

WSET Level III 30+ Years Wine Collector Italian Church Enthusiast Part-time Zachys Alumni

Dispatches from the Road

Field notes on faith, fermentation, and the forgotten corners of Italy.

All Dossiers →
Florence Cathedral dome

Architecture • Faith

What Brunelleschi's Dome Teaches Us About Courage

The dome was impossible until it wasn't. Standing beneath it, neck craned upward, you understand something about the Italian willingness to begin without knowing the end.

June 7, 2026 • 6 min read

De Miccoli delicatessen storefront Siena

Food • Siena • Culture

The Salumeria as Sacred Space: A Morning at De Miccoli

Every small Italian city has one shop that functions as unofficial civic altar. In Siena, it is this place — the bicycle out front unchanged for forty years.

May 31, 2026 • 5 min read

“In Italy, every village is a theology. The church explains the wine, and the wine explains the people. You simply have to stay long enough to read both.”
— Jake, Host & Lead Vagabond

On the Channel

Each episode explores one village: its church, its wine, its table. 12–15 minutes of careful attention.

Rolling Puglian landscape Ep. 01

Puglia

Locorotondo: The White City & Its Verdeca

Whitewashed trulli, a baroque church that stops time, and a native grape variety the world forgot. We didn't.

Villa garden with lemon trees Ep. 02

Valle d'Itria

Martina Franca: Baroque Stone & the Art of the Linen

The valley floor spills out below the old city walls. A bianco DOC and a centuries-old confraternity tell the same story.

Classical stone garden statue Ep. 03

Puglia

Ostuni: The White City's Hidden Cathedral

Beyond the postcard image, a Gothic façade hides frescoes that survived the Saracens. The negroamaro in the glass is just as resilient.