Central Italy: Food, Wine, & History  

November 8 – November 15, 2026

This experience begins in Rome and moves into the Tuscan countryside, following the relationship between food, wine, and history across central Italy.

We start in Rome, walking through neighborhoods, markets, and streets where daily life tells the story of the city. From there, we move into Tuscany, where you will have the opportunity to live and work on a biodynamic vineyard in the heart of the Siena hills.

A day in Florence unveils the Renaissance riches, with a local expert guiding us through the city’s artistic and historical layers.

This is a quieter, more immersive way of moving through Italy—designed for those who want to understand what they are experiencing, not just see it.

Itinerary & Details

Days 1–2: Rome

  • Neighborhood walks through food-focused areas like Testaccio and Trastevere

  • Local markets, bakeries, and wine bars

  • Personalized walks through Ancient and Renaissance Rome

…all while learning about the history of Rome from an expert

Days 3–7: Tuscany & Florence

  • Time in the Tuscan countryside centered around vineyard stays and visits

  • Historic town walks in places like Siena

  • A dedicated day in Florence with a local guide

  • Long meals, wine, and time to settle into the rhythm of the landscape

Highlights

  • Cooking classes
    Archaeological site visits
    Historic neighborhood walks
    Local market visits

  • Wine tastings, curated pairings Vineyard & cellar visits
    Behind-the-scenes access to producers

  • Olive oil tastings
    Hand-selected picnic lunches
    Standout dining experiences in locals-only spots

  • Private dinners where your personal “sommelier” (me!) selects your wines and walks you through each pairing

  • Drives through the Tuscan countryside

  • Wine classes (if desired)
    Italian lessons (if desired)

  • Free time to explore, rest, and shop