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Chianti Walking & Wine


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Book this tour through our partner: Exodus Travels

Experience the magic of Italy in Tuscany


Start Castellina in Chianti.

Visit mediaeval market town of Greve in Chianti and the hilltop village of Montefioralle; afternoon wine tasting in Castellina.

Walk to Radda in Chianti, the heart of the Chianti area

Travel to Siena and explore the stunning historic centre; learn about Tuscan and Italian wines at the Wine School.

Free day to visit other Chianti villages or relax by the pool.

Discover the magnificent city of Florence, considered the birthplace of the Renaissance.

Walk to picturesque San Gimignano with free time to explore Palazzo Comunale, Pinacoteca and Torre Grossa.

End Castellina in Chianti.

Additional Information

With its Renaissance cities, mediaeval villages and cypress-lined avenues snaking through vineyards, southern Tuscany is the perfect place for a relaxing guided walking holiday. Based at the tranquil Villa Casalta, on our tour we visit beautiful San Gimignano, the market town of Greve in Chianti, the UNESCO World Heritage Site of Siena and the magnificent city of Florence. During the week we sample several varieties of the world-renowned local Chianti and have the opportunity to learn more about Italian wine at the Wine School of Siena.

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Starting From


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8 Days



Group Size


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