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      our holidays > Walking Holidays > Italy & its Islands > Tuscany > The Heart of Tuscany

The Heart of Tuscany

Hill-Top Towns & the Essence of Tuscany
This Holiday in a nutshell
  • self-guided hotel-to-hotel walking, luggage transported
  • discover quintessential Tuscany’s rich culture & history
  • enjoy famous wines of Chianti and hearty Tuscan cooking
  • stay in atmospheric San Gimignano & handsome Pienza
  • relax in characterful hotels on the quiet side of Tuscany

Famed for their beauty as much as for their rich red wines, the Chianti hills delight with hill-top villages like idycllic San Gimignano crowning the rolling landscapes. On your first week, discover idyllic churches dotted along quiet paths where an extraordinary sense of history pervades, as you walk from the Etruscan town of Volterra to Siena’s wide Campo.

Tuscany is uniquely beautiful, and there are many holidays available giving you an opportunity to enjoy it. But this is a holiday where you can explore and experience remote and unspoiled countryside and ancient cities; naturally, at your own pace, without worry and uncertainties, and be welcomed wherever you go.

On your second week, the undulating landscapes south of Siena encapsulate a timeless region of great natural beauty and wide-open spaces. It is a joy to walk amid these tranquil landscapes as you head through archetypal Tuscan landscapes with stays at characterful rural hotels. Your destination, which you reach via the beautiful Val d'Orcia, is the Renaissance city of Pienza, the birthplace of Pope Pius II, from where you can visit the tiny hamlet of Monticchiello to sample the village's olive oil and slightly spicy pecorino cheese after your rewarding walk.

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