Experience the charm of cycling through Umbria, a region often called the green heart of Italy, where quiet country roads lead you through a landscape of timeless beauty. Pedal among colourful fields that change with the seasons, framed by rolling hills covered with silver-green olive groves and lush vineyards producing some of Italy’s finest wines.
Since Roman times, Umbria has been renowned for its unspoiled natural beauty and serene atmosphere. This region is blessed with an abundance of lakes, rivers, springs, mountain streams, and waterfalls, offering cyclists a refreshing and scenic backdrop at every turn.
This leisurely cycling holiday is perfect for those seeking a relaxed pace. The route follows mostly flat terrain in the fertile valley known as the Valle Umbra, with only a few gently rolling sections. Each day’s ride is comfortably short, allowing you plenty of time to stop, explore, and enjoy the many historical and cultural treasures along the way.
You’ll cycle through lively medieval towns and villages, such as Assisi, Spello, Spoleto, Montefalco, Bevagna, and Perugia, each one rich in history, architecture, and Umbrian charm.
Your journey begins and ends near Assisi, the birthplace of St. Francis, dramatically perched on the slopes of Monte Subasio. Its ancient castle crowns the town at 505 metres above sea level, offering magnificent views across the valley.
On your first day of cycling, you pass through the beautifully preserved medieval town of Spello, famous for its cobbled streets, stone houses, and colourful flower displays. From there, the scenic route winds through the fertile plains to Casco dell’Acqua, nestled on the banks of the Clitunno River — an idyllic oasis of peace and greenery.
The following day brings you to Spoleto, one of Umbria’s most captivating towns. Here you can take time to explore its Roman theatre, impressive cathedral, and the iconic Ponte delle Torri, all testaments to the city’s layered history and artistic heritage.
The second part of the tour leads you through the heart of the Valle Umbra to Montefalco, known as the “Balcony of Umbria” for its panoramic views and its celebrated Sagrantino wine. You then continue to Bevagna, with its medieval square and artisan workshops, and Torgiano, home to fine wines and olive oil traditions. Finally, you arrive in Perugia, the provincial capital, where elegant Renaissance palaces, fascinating museums, grand churches, and lively shopping streets await.
The final stage of the route takes you along quiet, scenic country roads back toward Assisi. As you approach, the view of this iconic hill town rising in the distance offers the perfect finale to your cycling adventure in Umbria — a journey through beauty, culture, and timeless Italian landscapes.
DIFFICULTY: 2
You cycle through a landscape of gentle, rolling hills. This generally easy route, mostly flat, with short daily distances makes this an ideal tour for leisure cyclists, but some cycle experience is needed. There are not too many climbs and if possible there will be offered an alternative. The daily distances are restricted to between
Average daily distances between 25 km – 54 km / 15,5 mi – 33,5 mi
Total km minimum 178 km/110,6 mi or maximum 203 km/126,5 mi
DEPARTURES:
Self-Guided: Daily from 01 April till 31 October (exclusive 08/08-22/08/2027)
PARTICIPANTS:
1 or more people.
START / FINISH: Assisi / Assisi
CODE: C 006 UMB
From € 580
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