Two Vintage Vagabonds — heraldic crest

The Nexus of Faith and Wine

Two Vintage
Vagabonds

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

Jake and Maureen arriving at a Romanesque church in Puglia — illustration Jake and Maureen at a village enoteca, maps and wine on the table — illustration

Scholars of Stone,
Stewards of the Glass

Jake & Maureen — Your Guides Through Italy

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

With over three decades of wine expertise, a WSET Level III certification, and years spent working alongside 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 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 Italian Church Scholar Zachys Alumni
Arriving at a Puglian church
The Arrival
Walking through Puglian vineyards
The Vineyard
Discovering a fresco in an ancient church
The Discovery
Evening at the village enoteca
The Enoteca

Dispatches from the Road

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

All Dispatches →
Discovering a medieval fresco by candlelight — illustration

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.

Coming Soon • Dispatch No. 2

Village enoteca with wine and maps at dusk — illustration

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.

Coming Soon • Dispatch No. 3

“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.

Two Vintage Vagabonds — Jake and Maureen flanking the TVV coat of arms

Two scholars. One ancient road. Every village a discovery.

Arriving at a Puglian church — illustration 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.

Discovering a church fresco — illustration 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.

Village enoteca at dusk — illustration 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.