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Meet at Orvieto station at 14.00 – easy travel, with direct trains from Rome or Florence. Walking tour of Orvieto and its incredible Cathedral (UNESCO heritage); the facade simply takes one’s breath away and inside are wonderful frescoes by Fra Angelico and Luca Signorelli. Introduction to the History & Culture of Tuscany and Umbria, “Italy’s Green Heart”. We enjoy a welcome dinner of traditional local fare.

Meals: Dinner

Walk: 1.5hrs/4.5km/2.5m

Panoramic city walls walk of Orvieto which sits majestically on top of a volcanic tufa plateau and a tour of Orvieto underground, created by its ancient inhabitants over about 2500 years of uninterrupted digging. An hour-long tour on a discovery of a millenary, surprising and unexpected “underground citadel”. Afternoon excursion to Civita di Bagnoregio, a small village perched precariously upon eroding rock and reached only by a causeway bridge. Now it is time for you to relax and appreciate the historic town-centre as locals emerge to stroll and enjoy gelato in the early evening.

Meals: Breakfast / Lunch / Dinner

Walk: 4hrs/12km/7m

A delightful walk starts in the walled hamlet of Montichiello and follows the country lanes of the Val d’Orcia (UNESCO) to the Renaissance church of San Biagio and a picnic lunch. We enter town through one of the ancient city gates to explore the charming narrow streets of Montepulciano, its magnificent main square and an underground Vino Nobile wine cellar. Now we continue to Bagno Vignoni (UNESCO) which is famous for its hot springs. Free time to relax and, perhaps swim before dinner.

Meals: Breakfast / Lunch / Dinner

Walk: 4hrs/13km/8.5m

We walk out of the charming hamlet of Bagno Vignoni with its ancient thermal baths adorning the main piazza. By way of trails through scenic farmland made famous in the final scenes of the Gladiator film (1989) and a picnic lunch along the way, we reach the city gates of Pienza. Free time to wander and enjoy magnificent extensive views of the Val d’Orcia. Before dinner enjoy a relaxing dip in the hot thermal springs.

Meals: Breakfast / Lunch / Dinner

Walk: 3hrs/13km/8m

Situated on the buttress of Monte Sant’Egidio, Cortona dominates a vast plain. Legend says that it was founded by Dardanus. We begin with a visit to the Etruscan tombs and then enjoy a walk among olive grove sto a 12th-century hermitage founded by St Francis. This slender group of stone buildings stands in a spectacular setting and is a profoundly spiritual place for all visitors. We picnic before continuing to Cortona where we walk through the ancient city gates to explore its medieval streets and monuments. Visit the world-class MAEC Etruscan museum in your free time and indulge in a gelato or sit with a cappuccino in an outdoor café.

Meals: Breakfast / Lunch / Dinner

Walk 3hrs/10km/6m

This wonderful day takes us through some of the most quintessential Tuscan countryside. We head to Siena, Italy’s loveliest medieval city with one of the most richly decorated cathedrals in the world! Get to grips with artistic treasures and monuments by Duccio, Pisano, Lorenzetti, Donatello, Pinturicchio and Michelangelo. Last but not least, stand in the Campo Square and imagine the pageantry, the thundering of horses’ feet, and the heated emotional cries of the Sienese as the world-famous horse race, Il Palio di Siena takes place. Back in Cortona you can enjoy a quiet stroll in the park before dinner.

Meals: Breakfast / Dinner

City walking tour: 2hrs/4km/3m

Assisi (UNESCO) has, for centuries, attracted pilgrims from far and wide. It is the birth and burial place of Saint Francis of Assisi and where superb medieval art tells the story of this very ordinary man. We visit the church of S.M.degli Angeli before entering town for a visit inside the beautifully restored Basilica of St. Francis with its frescoes by Giotto. After some time exploring the streets of Assisi and its many other medieval buildings, we stop for a picnic lunch. In the afternoon we enjoy a gentle walk on the high slopes of Monte Subasio with magnificent views in every direction. Our day ends in delightful Spoleto.

Meals: Breakfast, Lunch, Dinner

Walk 3hrs/8km/5m

We start the day with a lighthearted walking tour of Spoleto. Enjoy going back in time, peeling back layers upon layers of history. Learn about the stories that lie behind the ancient stones of this special town. After lunch in a local cafe we drive a short distance and walk along an olive tree hillside along the Via Francigena pilgrimage route through hamlets untouched by time (optional). If you prefer you can stay and have extra free time to explore more of Spoleto’s many other monuments and treasures. This evening you are free to absorb the atmosphere and dine at your own leisure.

Meals: Breakfast / Lunch

City walking tour and trail: 5hrs/12km/8m

Gubbio is a medieval gem built of warm pink stone, dating back to the Umbrians who preceded the Etruscans. We explore and admire this exquisite medieval town and its boutiques or observe the locals with a cappuccino in the magnificent Piazza Grande, dominated by the medieval Palazzo dei Consoli building. We then ascend by cable car with views of the Roman amphitheatre to the church of St. Ubaldo, perched on the edge of the hillside and inside the relic of the saint himself. After a picnic lunch a walk in the local regional park with stunning views beckons us. We return to Spoleto to relax before meeting to go out for our final dinner together when we can share our favourite memories of our Tuscany and Umbria tour. 

Meals: Breakfast / Lunch / Dinner

Walk: 5hrs/13km/8m

Scheduled drop off after breakfast at 09.30 at Spoleto station – easy travel, direct trains to Rome – or if you wish to depart early or later allow 20 mins in the taxi. If you wish, we can help you to make other independent departure arrangements such as early taxis to the airport (not incl.).

Meals: Breakfast