Leisurely hiking week in Tuscany & Umbria – From Anghiari to Monterchi
5 days of hiking / 6 nights – Hiking, feasting, and enjoying life in bella Italia.
Discover the tranquil heart of central Italy on this guided hiking tour—nestled between the rolling hills of Tuscany and the green landscapes of Umbria. We’ll hike from town to town along ancient trails, enjoying breathtaking panoramic views, medieval villages, excellent cuisine, and the region’s warm hospitality.
You’ll be accompanied by a multilingual hiking guide (D/I/E/F) who knows the region and its people inside and out. We’ll stay in carefully selected agriturismos and country resorts that delight with their charm, comfort, and authentic cuisine. Your luggage travels ahead in comfort—you’ll hike with just a light daypack.
Tour overview
Here is a brief summary of the most important information at a glance. More detailed information can be found below under Itinerary.
- Duration
- 5 days of hiking / 6 nights
- Start / Finish
- Anghiari / Monterchi
- Total Length
- ca. 80 km
- Difficulty
- Easy to moderate (daily hikes 14–19 km, with some steep sections)
- Catering
- Full board (breakfast, light lunch/sandwich on the go, dinner with regional, mostly homemade specialties)
- Luggage transport
- inclusive
- Price
- upon request
Dates
We have waiting lists, and you can sign up at any time.
Travel itinerary
A brief overview of the daily stages to be covered
Day 1 – Arrival in Anghiari
Accommodation: In the historic center or in a picturesque agriturismo nearby.
Individual arrival in the medieval town of Anghiari, which sits high above the Tiber Valley and is considered one of the “Borghi più belli d’Italia” (Italy’s most beautiful villages). Welcome aperitif, followed by a stroll through the beautiful cobblestone streets with fantastic views. Group dinner featuring regional specialties and a chance to get in the mood for the days ahead.
Day 2 – From Anghiari to Citerna
Stage: approx. 15 km · ↑ 270 m / ↓ 250 m · Walking time 4–5 hours.
Overnight stay: Farmstay or pilgrim hostel near Citerna
Our first hiking stage takes us along old mule trails through olive groves and chestnut forests. Time and again, magnificent views of the Tiber Valley open up before us. Our destination is the picturesque little town of Citerna, which enchants with its viewing terrace and medieval alleyways. At midday: a panino or a light lunch. In the evening, we enjoy Tuscan delicacies and a glass of Vino Tavola.
Day 3 – Citerna – Borgo Celle Lerchi
Stage: approx. 13 km · ↑ 340 m / ↓ 330 m · Walking time 3,5 - 4 hours
Overnight stay: Borgo di Celle resort with wellness facilities
We hike to Monterchi, enjoy a cappuccino and a croissant before visiting, if desired, the Madonna del Parto by Piero della Francesca. We continue hiking over the gentle hills and reach the idyllic wellness resort Borgo di Celle – a restored mini-village with pool, garden and excellent cuisine. At midday: a packed lunch or a light stop along the way. In the evening, once again a multi-course menu with homemade pasta.
Day 4 – Borgo Celle – Casa Paterna (San Secondo)
Stage: approx. 18.5 km · ↑ 720 m / ↓ 760 m · walking time 5–6 hrs. It gets somewhat more demanding.
Overnight stay: stylish country house Casa Paterna
Forest paths and country lanes lead us through peaceful landscapes, past farmhouses and small churches. Our destination is the charming and stylish country house Casa Paterna, where Prosecco, pasta, various salumi and pecorini and a homely atmosphere await us. At midday: a packed lunch.
Day 5 – Casa Paterna – Monte Santa Maria Tiberina
Stage: approx. 13 km · ↑ 530 m / ↓ 350 m · walking time 4–5 hrs. Steep section to the Bourbon fortress.
Overnight stay: Agriturismo or country resort near Monte Santa Maria Tiberina.
One of the highlights of the trip: the ascent to Monte Santa Maria Tiberina, a proud village at 688 m altitude, which captivates with narrow alleyways, a mighty fortress and magnificent views over the Umbrian hill landscape. At midday: a light lunch or panino in the village; in the evening we are treated by a local Mama and a home-conjured dinner.
Day 6 – Monte Santa Maria Tiberina – Monterchi
Stage: Stage: approx. 17 km · ↑ 480 m / ↓ 670 m · walking time 5.5 hrs.
Overnight stay: Agriturismo near Monterchi
Our final hike takes us along historic paths to Monterchi, back in Tuscany. Here we round off the week with a shared Tuscan farewell dinner. At midday: picnic or packed lunch along the way.
Day 7 – Departure from Monterchi
Leisurely breakfast and individual departure or extension. Optional transfer to Anghiari or the train station (upon request).
Hiking with light luggage
When hiking, we only take a light rucksack with us containing the essentials. The rest of our luggage is transported from place to place in our pick-up truck. The agriturismi usually offer double rooms, but sometimes there may be a triple or quadruple apartment. A small surcharge is applied for single rooms.
Required equipment
The weather in May/June is usually good. But even in October/November, you can usually expect mostly dry weather and, of course, cooler nights. It is advisable to bring something warm to wear: we eat outside whenever possible. Unfortunately, there are no guarantees, so be sure to bring good shoes and rain gear, as well as a daypack for the essentials.
Our services
Check out which services are already included in the hike.
- 5 hiking days / 6 nights with full board in a double room (breakfast, packed lunch, dinner)
- 6 nights in carefully selected charming agriturismi, resorts, and country houses
- Daily stages between 14-19km
- Detailed route description, online tracking system
- Experienced multilingual hiking guide (German/English/Italian/French) for the entire duration
- Luggage transport, so that only a light backpack needs to be carried
- Small to medium group size (3–10 people)
- Suitable for hikers with normal fitness levels who enjoy exercise, culture, and cuisine.
- Airport transfer NOT included, but can be arranged, Florence – Anghiari approx. 250 euros
- The itinerary does not include travel or health insurance.
Additional information
Please note that all guided tours are subject to change for various reasons, depending on:
the weather conditions
the physical condition of each participant
in case of very bad weather, we will decide together on a bad weather program (may be subject to a small surcharge)
If you need any further information, please do not hesitate to send us a short email and we will be happy to answer your questions.
