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A Fresco Trail – Escorted

SAVE £250 per person on this Trip

(This will be deducted on receipt of your booking)

‘The best time is out of season!’ many Tuscans will tell you. Clear, sunny days, crisp star-filled nights with frosts sparkling across the Tuscan landscape…. And in the great medieval and Renaissance cities, now free of the crowds, queues and confusion of Summer tourism, this is the time to really enjoy this wonderful region - con calma.

We will have time to enjoy the Tuscan landscape, characterised by medieval hilltop villages and scattered cypress trees, undulating vineyards and olive groves. Its gently rolling hills are disarmingly familiar as the classical backdrop of Renaissance art and its charm is a changelessness, which merges medieval and modern worlds.

We will also pass into Umbria with its idyllic scenery with long views and delightful medieval towns containing fabulous works of art.

Duration: 8 days

Price: £3,760 per person

Trip dates:

07 - 14 Apr 2026 - no longer available

03 - 10 Nov 2026

Trip Type: Escorted
Country: Italy
Airport: Pisa & Florence
Grade: Easy Walking
Walk Length: 1 / 2 hours

Itinerary

Day 1

After arrival at Pieve a Castello there will be a tour of this unique 8th-century canonry. Pre-dinner drinks in the library with a presentation: ‘The medium & the message: Fresco painting, its origins, process and procedure.’

The courtyard at Pieve a Castello walking tour Tuscany Italy
The courtyard at Pieve a Castello
About Pieve a Castello

Pieve a Castello is built around the courtyard of a subsequently demolished castle and is today flanked by a basilica-style proto-Romanesque church, an octagonal baptistery, a three storey casa colonica and some single-storey buildings. These were used in medieval times for accommodating travellers from the nearby Via Francigena (the medieval road to Rome), as accommodation for monks, and, later, as living quarters for farm workers.

View of Pieve a Castello and the pool Escorted walking tour Tuscany Italy
Near Monteriggioni
Pieve a Castello

View of the pool at Pieve a Castello

25-minute drive to Siena for a walk through the stone-paved streets of the medieval city. Visit contrasting iconic works by Duccio in tempera, and frescoes by Ambrogio Lorenzetti and Pinturicchio. Evening Presentation: ‘Lives of the artists and their community.’

View of Siena walking tour Tuscany Italy
View of Siena
About Siena

Siena is one of the most perfectly preserved medieval cities in Europe, with an abundance of outstanding 14th and 15th century art and architecture, from the famous Piazza del Campo, scene of the spectacular horse race ‘Il Palio’ contested by the historic 'contrade' into which the city is traditionally – and passionately! – divided, to galleries filled with iconic medieval masterpieces, and the great cathedral.

Aerial view of Pieve a Castello Escorted walking tour Tuscany Italy
Near Monteriggioni
Pieve a Castello

Aerial view of Pieve a Castello

 

45-minute drive to Florence where we visit some of the city’s most celebrated frescoes. Evening presentation: ‘Subjects and sponsors – overview’.

View of Florence walking tour Tuscany Italy
View of Florence
About Florence

This magnificent city built on the banks of the Arno was the cradle of Renaissance of the arts in Italy under the aegis of the powerful ruling Medici family. Now, the world’s foremost ‘Art City’ with museums and art galleries galore. The Duomo (cathedral) and numerous churches across the city also house outstanding art and architecture. Together with its elegant shops and restaurants this is one of the most fascinating cities to visit in Europe.

One of the bedrooms at Pieve a Castello Escorted walking tour Tuscany Italy
Near Monteriggioni
Pieve a Castello

One of the bedrooms

We drive to the Abbey of Monte Oliveto Maggiore to see the Signorelli-frescoed cloister, then continue to delightful, crag-top Orvieto with its great cathedral and frescoes by Fra Angelico, Gozzoli and Signorelli. Overnight in Orvieto.

Cloister at Monte Oliveto maggiore walking tour Tuscany Italy
Cloister at Monte Oliveto Maggiore
About Orvieto

Set high on a rocky plateau, Orvieto is famous for its 15th century duomo with mosaic façade. It was an important Etruscan city (there is a well-preserved Etruscan necropolis on the outskirts of the town) and regained its importance in the Middle Ages as a religious centre.

Palazzo Piccolomini 4 star Orvieto Walking Tour Italy
Orvieto
Palazzo Piccolomini

16th century hotel overlooking medieval piazza

1.5-hour drive to Assisi. Visit the Basilica of San Francesco with its early ‘Isaac fresco’ and those by Cimabue and Giotto, before exploring further. Overnight in Perugia (5* hotel).

View of Assisi walking tour Umbria Italy
View of Assisi
About Assisi

Famous for Italy’s premier saint, St Francis, founder of the Franciscan order. With its muted, pinkish masonry and small streets, the town still retains much of its medieval charm. There is an abundance of historic churches and monuments to visit and, surrounded by olive groves and scenic vistas, Assisi offers a serene blend of history, art, and peaceful countryside.

Hotel Sina Brufani 5 star Perugia Walking Tour Italy
Perugia
Sina Brufani

Converted palazzo in very central location

In Perugia, we visit the Collegio di Cambio with frescoes by Perugino (and debated contributions by Raphael), then drive (1 hour) to see frescoes by Piero della Francesca including the ‘Legend of the True Cross’ and ‘the world’s most beautiful picture’. We then return to Pieve a Castello (1.5 hours).

Legend of the True Cross Piero della Francesca walking tour Italy
Legend of the True Cross Piero della Francesca
About Perugia

A medieval hilltop city with Etruscan origins, dating back to the 6th Century BC, it has long been a centre of art, learning and politics. Today, it is known for its rich blend of ancient architecture, Renaissance masterpieces and a vibrant student population, thanks to the University of Perugia (founded in 1308) and the University for Foreigners. Key highlights include the Piazza IV Novembre, the Palazzo dei Priori, housing the National Gallery of Umbria and the Etruscan city walls.

View of the courtyard at night Escorted walking tour Tuscany Italy
Near Monteriggioni
Pieve a Castello

The courtyard at Pieve a Castello at night

Free day with option of seeing more fine frescoes nearby. In the evening we enjoy a private concert in the church followed by a farewell dinner.

The Resurrection by Piero della Francesca walking tour Italy
The Resurrection by Piero della Francesca
Dinner in the Baptistry at Pieve a Castello Escorted walking tour Tuscany Italy
Near Monteriggioni
Pieve a Castello

Dinner in the Baptistry at Pieve a Castello

Departure day. Return to Pisa or Florence airport.

Trip Planner

Walking & Terrain

Easy walking. This is an 8-day trip, with walks of 1-2 hours plus sightseeing. Hours of walking, which may vary from group to group, means hours of actual walking and does not include stops for lunch, sightseeing or rests.

The escorted walking is gentle, along established paths across the Tuscan hills, dirt roads and woodland tracks. Some of our walks are weather sensitive. If it is not possible to do a walk due to inclement weather, an alternative will be organised. Any such decision is at the discretion of the Tour Leader.

Our support vehicles allow you the flexibility to walk 'as much or as little as you like', with drop-offs and pick-ups appropriate to the given day's itinerary. The Tour Leader will tell you each evening about the following day's walking options.

For keener walkers, the gentle guided walks in the itinerary may freely be supplemented with self-guided walks at Pieve a Castello, where a wide selection of routes, with ATG ‘Footloose’-style walking directions (complete with measurements, maps, GPS coordinates and a wealth of other information) are available for anyone to enjoy.

Walking.Boots

Frequently Asked Questions

Escorted  trips are accompanied by two of ATG’s fully trained Tour Consultants, from the moment they welcome you at the airport, through to the end-of trip airport transfer. The Tour Manager looks after the practical side of the trip – luggage transport, hotels, food and drink. The Tour Leader will lead each day’s walk, and after dinner each evening will tell you about the following day’s itinerary. Both Tour Consultants will explain their role, and how the trip will run, on the first evening at dinner.

Please let us know about any dietary restrictions or allergies in advance so that our Tour Consultants can ensure that you are catered for during your holiday. Most dietary restrictions do not present a problem on our trips and the Tour Manager can discuss your requirements in more detail with you at the start of your trip.

The walks are graded according to difficulty but you can walk as much or as little as you like.

Easy: walking along well-established paths and tracks with some short ascents/descents. These trips are suitable for most people who enjoy occasional exercise.

Easy to Moderate: walking along well-established paths and tracks. Occasional loose (gravel) surfaces. Ascents/descents up to 1 hour.  These trips are suitable for most people who have a reasonable level of fitness.

Moderate: walking along a variety of paths and tracks. Occasional uneven areas. Ascents/descents 1-2 hours. These trips are suitable for those who have a reasonable to good level of fitness.

Moderate to Challenging: walking along varied paths and surfaces, occasionally challenging, with ascents/descents of 2-3 hours.  These trips are suitable for more experienced walkers who have a good level of fitness.

Single travellers will be booked into a double room which will carry a single occupancy supplement.

Flights are not included in the price of your ATG holiday and should be booked independently.  We will advise you of the group meeting time at the destination airport and return transfer time to the airport at the end of your trip to enable you to book compatible flights.

Yes. All of our escorted trips can be booked privately, you can book a set departure or a date to suit you (subject to availability). In most instances if the group is 13-16 clients we will offer the trip at the published price. For 12 or fewer clients we would provide a bespoke costing.

On escorted trips everything is included (per the published itinerary) apart from items of a personal nature and snacks or drinks outside of the set meals.

We are delighted to book extensions for you at either end of your trip. We only book hotels with which we have an established relationship and where we can ensure a high level of service and enjoyment. If you would like an extension hotel booking please indicate this during the booking process and we will contact you with pricing information.

ATG does not provide any form of insurance cover. However, it is a condition of booking that you have fully comprehensive insurance cover, including:

Cancellation/curtailment up to the cost of the holiday (preferably including flights)
Medical emergencies and repatriation
Travel delay / missed departure
Lost or stolen personal belongings
Personal liability
Legal expenses
Natural Disasters

Although most credit card companies offer travel insurance as something that is included when paying the balance with the card, it may be advisable to check that the cover offered is what you expect it to be. Very few companies include cancellation and curtailment or medical expenses. Whatever the insurance policy you have taken out, please read the documentation carefully. Please ensure also that you take it with you on your trip and refer to it in the case of any claim or emergency.

Yes, please click here for what to bring. A packing checklist is also included with your booking confirmation.

Sustainability

ATG was founded on principles of conservation and sustainable development. It was the first company to win the tourism industry’s two top awards: Tourism for Tomorrow (UK) and the World Legacy Award (National Geographic and Conservation International USA) and also the first to have an accredited Environmental Management System.

Everyone who walks with ATG contributes to the ATG Trust, which funds projects that benefit local communities in the regions visited. By supporting these initiatives, ATG promotes sustainable tourism. Past projects have included heritage restoration projects, environmental conservation and educational projects.

Your Tour Leader will be able to tell you about the ATG Trust project at Monteriggioni, a tiny medieval village near Pieve a Castello, involving the restoration of the Porta Romea. This restoration formed part of a much larger project to restore the walls around the village of Monteriggioni. The Porta Romea is the gateway facing Rome through which many ATG clients will have walked.

 

ATG Trust logo

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Special Offers 2026!

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See Latest News for ATG walking tours departing this Spring & early Summer and take advantage of offers of £250 per person off all Escorted tours  (or more for certain trips) and £125 per person off many of our Footloose Independent tours plus FREE taxi transfer to reach selected Independent tours in Portugal and Spain.