Guided Rambling Holidays

Eastern Tuscany,  Italy

Gentle to moderate rambles with English speaking guides.
Itinerary:    (There is also a shortened, easier version of the walks described below)

Meeting Point: Florence Santa Maria Novella Rail Station 4.00 pm.

Day One:
  Pick up at Florence Rail Station and transfer on our private bus through the Chianti wine area to the town of Cortona in Eastern Tuscany. This will be our base for the seven day walking holiday.

Day Two: Our bus will take us to start our warm-up walk along the Val di Chiana, on the way to Arezzo. The path follows the main canal of the Chiana Valley, which is the result of many centuries of ingenious engineering, started by the Romans, continued by the Medicis but accomplished only during the Tuscan Grand Duchy of the Asburgo-Lorena family. This is an opportunity for getting acquainted with each other and admiring the Tuscan countryside. We arrive in Arezzo by mid-day and enjoy an afternoon exploring this lovely city. Founded 2,600 years ago by the Etruscans, Arezzo is one of the most interesting towns in central Italy. Rich in history, monuments, and artistic tradition, it is the birthplace of the poet Petrarch and of the painter Vasari. Its artistic treasures include the frescoes of the "Legend of the Cross" which is considered one of the highest achievements of Italian art. 

Day Three: We begin with a short bus ride into the lovely Tuscan countryside. Our walk is on quiet country roads past vineyards, olive groves, farmhouses and the fields of Val de Chiana. Our goal is the Benedictine Abbey of Farneta. Built around the 8th and 9th centuries on the site of an ancient Roman temple, it reached the height of its splendour between the 9th and the 14th centuries. During that time the abbey was visited and enriched by Popes and Emperors. The adjacent museum contains Roman tombs, Etruscan urns, religious statues of St. Peter and St. Paul, paintings from the 16th century and some fossil exhibits. Today, the abbey owns the surrounding land which includes an olive grove producing extra virgin olive oil and a vineyard.

A serene Madonna holds a basket where people deposit notes and prayers.  A local morality legend has it that a woman, famed for her beauty, had through loose living become blind. On arrival at the Abbey, she was not allowed to enter the shrine until she confessed her sins to a priest who demanded her beautiful tresses be cut and carried into the church as an offering. The lady complied, prayed to the Madonna that her sight might be restored and this was granted. Howeve, on the homeward journey, the shorn beauty looked regretfully back, bemoaning the loss of her hair and wishing she had it again. Her wish was immediately granted, but, with her hair, her blindness also returned. 

We picnic here then descend and return to Cortona where there is time to explore. One finds many artistic and architectural treasures - the Piazza del Duomo and its Romanesque cathedral; the 13th century Praetorian Palace and the Etruscan Museum. The town is not just about churches and museums. There are many cafes, gelaterias and shops.  (The movie Under the Tuscan Sun was filmed here).

Day Four:  We start early to head to Chiusi and from here walk on quiet roads and woodland path up to the remote monastery of La Verna where St. Francis of Assisi spent much of his life. This old monastery is decorated with unique masterpieces by the great artist Della Robbia. In the afternoon there is choice of taking another peaceful walk around Monte Penna, starting from the monastery, or you might choose to relax and enjoy strolling the small paths around La Verna. From here we walk down to the town of Chiusi della Verna.

Day Five:  Today we visit Assisi  a UNESCO World Heritage site and from here it is possible to walk to St Francis’ hermitage. St Francis is the patron saint of today's environmental movement and this area has kept his memory alive. At the Hermitage of St Francis there is a tree which is said to have shaded St Francis while he preached to the birds. The day is free to explore the great spiritual and artistic treasures of Assisi.  We suggest sampling some of the local specialties for lunch ... a creamy risotto with mascarpone cheese, grilled aubergine, deep-fried olives and zucchini flowers, sformato (a souffle) of potato and snail with porcini mushroom sauce. Try a panna cotta (a custardy cream with a sauce of hazelnuts, wine and honey) or a sublime tiramisu.

Day Six: Today our walk is near Lake Trasimeno where, in 217 BC, the Cathaginians led by Hannibal defeated the Roman army. Our walk is through typical Mediterranean woods and countryside with spectacular views. Along the way are historical landmarks describing the great battle that was one of the largest and most successful ambushes in military history. We end the walk at the small town of Tuoro sul Trasimeno and have time to explore or relax over a cappuccino before heading back to Cortona.

Day Seven:
 Our bus takes us south to the hilltop town of Castiglioncello del Trinoro and from this extremely panoramic spot we walk towards La Foce with its spectacular renaissance gardens. La Foce was the home of the author Lady Iris Origo who wrote in her book "War in the Val D'Órcia" of her World War II  experiences as an Englishwoman living in Italy and how she risked her life daily hiding escaped prisoners, Jews and war orphans from the Nazis. The Val D'Órcia is the Tuscan countryside of your imagination with cypress-lined roads and rolling golden hills. We picnic at a quaint roadside inn and from here we continue by bus to start our walk to the beautiful monastery of Sant'Anna in Camprena.

Day Eight: 
Return by private bus to the Florence Rail Station arriving about 11.00 am.
Level of Difficulty:  The walking is moderate with a few steep ascents. Distance covered each day averages 11 - 15 kilometres.  Paths include paved roads, dirt tracks and stony paths. Our support bus is available to assist walkers where possible.
Eastern Tuscany Eastern Tuscany Itinerary
Where we Stay Contact us and Booking Information
Frequently Asked Questions Eastern Tuscany Cost
Walkers World Home Page