Tour · 7 nights · with Just You
Walking in Tuscany 2026
A week-long escorted walking holiday with Just You across Tuscany, from Pisa and Florence to the vineyards and villages of Chianti.
Highlights
What makes this one worth it
Chianti walk ending at Vicchiomaggio Castle winery and tasting
Florence walk starting at Piazzale Michelangelo
Medici family history walk and visit to Poggio a Caiano Villa
Optional visits to Vinci and Siena
Strolling Tuscany’s vineyards, olive groves and medieval villages
About the trip
This small-group tour begins in Pisa before heading into the Chianti countryside, where quiet roads thread past vineyards and olive groves to Vicchiomaggio Castle, a winery with cellars and a tasting terrace. Midweek brings a walking day through Florence, starting at Piazzale Michelangelo and moving past a Romanesque church and the Porcellino market — a good spot to test your coin-flipping skill. Several leisure days in Chianti allow time for optional strolls in the Val d'Orcia or visits to Vinci, where models illustrate Leonardo da Vinci’s ideas.
Journeys
