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A walk through the Tuscan wonderland

This walking trip truly has it all—vineyard strolls, delicious picnics, medieval castles, and, of course, some of the most delectable wines the world has to offer. Led by the inimitable Peter Watson as our trail guide, take in the beautiful Tuscan countryside, delve into Italian history, and engage with one another in meaningful conversations.

We explore Castello di Brolio, the birthplace of Chianti wine, and wander among the Sangiovese vineyards of Brunello. In addition to hilly hikes along cypress-lined paths, we also meander cobbled streets and take in centuries-old architecture during visits to medieval hill towns and renaissance villages such as San Gimignano, Siena, Pienza, Montepulciano, and Montalcino.


October 9–20, 2025


12 days

Minimum age

18 years

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