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Tuscan villages and hillsides

An authentic experience among history, villages, and hills in the heart of Tuscany

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Start from Castiglion Fiorentino for a journey through medieval villages, museums, Renaissance architecture, and breathtaking views. On the first day, discover Castiglion Fiorentino with the Torre del Cassero and the museums in the historic center, breathing in the authentic atmosphere of the village.
The second day will take you to Cortona, with its Etruscan art and spectacular views of the Valdichiana, perfect for walks and unforgettable photos. On the third day, you will visit Lucignano and Monte San Savino, small medieval gems nestled in the hills.
The trip ends with Pienza and the Crete Senesi, where the Renaissance meets the iconic landscapes of Tuscany. An ideal itinerary for those who love culture, history, and timeless landscapes.

Day 1: arrival and discovery of Castiglion Fiorentino
Arrival at the apartment and check-in. Visit to the Museum, the Torre del Cassero, and the Pinacoteca.
Walk through the streets of the historic center, among charming squares and panoramic views.
Dinner included at one of our partner restaurants.

Day 2: Cortona and the Etruscan hills
Visit to Cortona: entrance to the MAEC Etruscan Academy Museum, Piazza della Repubblica, Basilica of Santa Margherita.
Panoramic walk in the surrounding hills, with breathtaking views. Possible short trek along ancient Etruscan paths. Return to Castiglion Fiorentino in the evening and dinner on your own.

Day 3: Medieval villages of the Valdichiana
Visit to Lucignano, a medieval village with its famous Piazza dell'Orologio and the Collegiata Museum.
Lunch on your own. Stop in Monte San Savino to admire the historic center and local works of art.
Walk through the streets of the villages, among alleys and medieval towers.
Return to Castiglion Fiorentino.
Dinner included with takeaway pizza voucher.

Day 4: Pienza + Crete Senesi 
End your journey among art and unforgettable views. Departure for Pienza, a Renaissance town and UNESCO World Heritage Site.
Walk through the historic center, among harmonious architecture and views of the Crete Senesi.
Time for photos, walks, and local souvenirs.

Rates starting from €595.00 for 2 people (more details provided on request and possibility to customize the services offered)

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