From Anghiari over the mountains to the sea at Rimini

Experience the diversity of Italy on this unique hiking tour from Anghiari in Tuscany to the Adriatic coast near Rimini. Among rolling hills, historic villages, and beautiful landscapes, you can expect charming accommodations, wellness oases, and the typical Italian cuisine of the regions of Tuscany, Marche, and Emilia-Romagna.

You will hike on trails that are sometimes challenging (moderate to difficult), be accompanied by a multilingual hiking guide (German/Italian/English/French), enjoy full board – including light packed lunches or panini on the go – and travel in comfort thanks to luggage transport. Along the way, agriturismi, fattorie, country resorts, and wellness hotels full of authentic charm await you.

We will cross Tuscany, Marche, and Emilia-Romagna. You can look forward to sports, culture, cuisine, wellness, and the sea.

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
9 days / 8 nights
Region
Toskana, Marken & Emilia-Romagna
Start / Finish
Anghiari / Rimini Marina
Number of participants
Small group (3-10 people)
Total Length
ca. 130 km
Difficulty
Moderate to difficult (15–25 km/day, lots of elevation gain)
Catering
Full board – breakfast, packed lunch/panino, dinner
Luggage transport
inclusive
Total ascent
ca. 3.300 m
Total descent
ca. 3.000 m
Price
upon request

Dates

We have waiting lists, and you can sign up at any time.

Jun 13 - Jun 22, 2026
Sep 5 - Sep 14, 2026

Travel itinerary

A brief overview of the daily stages to be covered

Day 1 – Arrival in Anghiari

Overnight stay: Agriturismo in Anghiari

Individual arrival in the medieval town of Anghiari, which towers high above the Tiber Valley and is one of the most beautiful villages in Italy. Welcome aperitif and group walk through the charming stone alleys with fantastic views. Group dinner with regional specialties and getting in the mood for the upcoming adventure.

Day 2 – Anghiari → Fattoria di Germagnano

Stage: approx. 18 km · ↑ 450 m / ↓ 420 m · Walking time 5–6 hours.
Overnight stay: Fattoria di Germagnano, where 50 donkeys live in paradise.

After a hearty breakfast, we hike along hill paths, through olive groves, tobacco fields, and small country roads to Fattoria di Germagnano, an old farm in the hills north of Sansepolcro. Panoramic views of Lago di Montedoglio accompany us on our way. In the afternoon, rustic charm and cozy accommodation await us in the middle of the Alpe della Luna nature reserve. At lunchtime, we enjoy a panino, and in the evening, we are treated to a multi-course meal made from the farm's own produce.

Day 3 – Germagnano → Sacchia Farm / Borgo Pace

Stage: approx. 20 km · ↑ 500 m / ↓ 450 m · Walking time 5–6 hours.
Overnight stay: Agriturismo Sacchia Farm, which belongs to a horse breeding farm.

After the first gravel paths, the ascent through chestnut and oak forests begins. Breathtaking panoramas can be enjoyed on our forest and meadow paths. The narrow path follows partly historic cart tracks and partly marked CAI paths until we reach the highest point (1050 m).

Historical note: For centuries, the Passo di Bocca Trabaria was an important trade and pilgrimage route between Sansepolcro and Urbino. Old maps refer to it as “Via di Trabaria,” a route that was already used by monks and merchants in the Middle Ages.

The descent is a bit adventurous, but great fun. Soon we reach Borgo Pace, which literally means “place of peace” – and indeed, the village exudes a quiet, peaceful atmosphere. The Sacchia Farm, an idyllic estate with a rural atmosphere and homemade cuisine, awaits us after this strenuous but beautiful day of hiking. Lunch: Packed lunch.

Day 4 – Sacchia Farm → Antiata di Sopra (charming vegetarian resort)

Stage: approx. 17 km · ↑ 550 m / ↓ 400 m · Walking time 5 hours.
Overnight stay: Resort Antiata di Sopra

The hiking trail leads through the picturesque hilly landscape of the Marche region and offers a mixture of gentle climbs, dense forests, and breathtaking views. Following in the footsteps of Francis of Assisi, we approach our destination for the day, the dreamlike Resort Antiata di Sopra. Beautiful rooms and two outdoor bungalows offer relaxation in the midst of nature. Lunch: Panino, in the evening the homemade delicacies of vegetarian chef Rosa.

Day 5 – Antiata di Sopra → Wellnesshotel Lago del Parco / Villagrande

Stage: approx. 25 km · ↑ 600 m / ↓ 550 m · Walking time approx. 6 hours.
Overnight stay: Wellnesshotel Lago del Parco, Villagrande

Challenging stage with a steep climb in the middle of the route. First, we can enjoy the view of the striking Sasso Simone and Sasso Simoncello rocks as we hike through huge cattle pastures before climbing Monte Carpegna. After a descent, the Wellnesshotel Lago del Parco in Villagrande awaits us. Relax in the spa before we celebrate our fine dinner in the dining room. Lunch: Packed lunch on the way, possibly stopping at a small restaurant along the way.

Day 6 – Villagrande → San Leo

Stage: approx. 17 km · ↑ 400 m / ↓ 350 m · Walking time 4–5 hours.
Overnight stay: Hotel in the beautiful village of San Leo, visit to the fortress possible.

We cross the Marche and Emilia-Romagna regions along old country roads with beautiful panoramic views. From Passo del Furlo, the trail descends to San Leo, a medieval village with an impressive fortress, steep descent. Lunch: Panino or light lunch on the go, in the evening, as always, a typical regional dish with local Vino Tavola.

Day 7 – San Leo → Verucchio

Stage: approx. 15 km · ↑ 400 m / ↓ 350 m · Walking time 4–5 hours
Overnight stay: Wellness hotel

Crossing mountain ranges and rolling hills, we reach Verucchio, a charming medieval village with the Rocca Malatestiana castle, narrow streets, and views over the Marecchia Valley. Lunch: Sandwich or light lunch on the go, wine tasting and culinary highlights with regional specialties in the evening.

Day 8 – Verucchio → Rimini (Adria)

Stage: approx. 18 km · ↑ 200 m / ↓ 250 m · Walking time 3–4 hours.
Overnight stay: charming hotel with small wellness area in Rimini, Marina

Last gentle stage, descent via old field and forest paths, through vineyards and farms to the Marecchia River, where you can enjoy the typical landscape of Romagna. Leisurely hike to the Adriatic Sea near Rimini, where we enjoy a long-awaited swim in the sea. Swimming, relaxation, and aperitivo together on the beach. Atmospheric farewell dinner in a selected fish restaurant.

Day 9 – Departure from Rimini

A leisurely, hearty breakfast and individual departure or extension. What an adventurous hike to be proud of. A heavy-hearted farewell...

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.

  • 9 days / 8 nights with full board in a double room (breakfast, packed lunch, dinner)
  • 8 nights in carefully selected charming agriturismi, wellness resorts, hotels
  • Daily stages between 14-25km
  • 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)
  • Moderate to difficult hike on trails and nature paths, steep ascents and descents
  • Airport transfer NOT included, but can be arranged
  • 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.