Umbria Biking | Italy’s Green Heart | Self Guided

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A wonderful Umbria Biking Tour, the Green Heart of Italy.

Just southeast of Tuscany lies Umbria: Italy’s «green heart» is a wonderful mix of vineyards, olive groves and tiny Medieval villages perched upon the hillside. Stunningly beautiful region waiting to be discovered.

Unforgettable Luxury Cycling Experience.

Cycle through rolling hills dotted with castles, fortresses and watchtowers harks you back to the mysticism and mysteries of the Dark Ages and visit the well-preserved medieval hill towns harboring splendid Renaissance art and Assisi, where the region’s rich history can be found at every turn.

Umbria Biking tour to Torgiano and Lungarotti Winery estate, explore Deruta the pottery town. Two days in Montefalco: wander through vineyards of sagrantino grapes and taste the outstanding Umbrian wines.


Tour Details
Tour name Umbria Biking, Italy’s Green Heart
Type of tour Self guided, you can start any day of the week
Duration 6 nights, 7 days
Period  From March to November
Level Moderate to Challenge
Total Distance 254km / 158mi
Daily mileage 40 to 60km / 25 to 37mi
Start Citta della Pieve 
End Orvieto
Suggested Airports Rome or Florence


  • Soak up the medieval ambience and ancient traditions of charming hilltop towns
  • Taste the splendid wine Sagrantino of Montefalco
  • Delight in hearty ribollita, panzanella, fresh pastas and delicious pastries
  • Enjoy gracious luxury hotels with distinct regional flavor
Not Included
Optional Services
  • Six nights in luxury four & five hotels
  • Six breakfasts
  • Route notes, maps, elevation gain and city map
  • RideWithGPS App: tracks & off-line navigation
  • Sightseeing, restaurant and shopping suggestions
  • All Baggage transfers
  • Pick-up of bikes and gear in Orvieto
  • Keepsake BTS water bottle
  • Sales taxes
  • City Tax; each village charge a tax per each day between euro 0,70 to 2,50
  • Bike Rental
  • Pre/Post Additional Nights
  • Transfers to/from other destinations on the Island
  • Cooking lessons
  • Wine tasting
  • Italian language lessons
  • Dinners and activities booking
  • Room upgrade options

Day 1Welcome to Città della Pieve, in Umbria, Italy's Green Heart.

We will meet at your charming hotel just out of the town.
After the fitting of bikes you’re free to explore this delightful hill town Città della Pieve is a town high up on a hill striking for its intense terracotta colour. At the highest point the fortress dominates with its five square towers, while the town centre is Piazza del Plebiscito.
Meals included: Welcome aperitif

Day 2 Citta della Pieve to Torgiano. 56km / 35mi, Rolling Hills Easy to moderate.

Your first tour wind past cornflower fields and isolated farmhouses, then into a series of gently rolling hills studded with minuscule towns that you’ll want to stop and visit. Not-to-be-missed is Deruta the pottery town. Highlight is Torgiano with his Museum of Wine, and just outside of town is one of Italy’s most prestigious and modern wineries Lungarotti. For the visitor interested in food and wine, Torgiano is a veritable treasure trove.
Meals included: Breakfast

Day 3Torgiano to Montefalco via Assisi. 60km / 37,5mi, Rolling hills to Hilly.

Today you begin with a nice downhill ride into the broad Upper Tiber Valley, followed by a short climb up to Assisi, hometown of Saint Francis, perched on an outcrop overlooking the valley, gleaming soft pink against the dark-green backdrop of wild Mount Subasio. You’ll want to explore the city’s revered and very beautiful churches, its romantic castle and impossibly narrow streets. Visit Saint Mary of the Angels, one of the largest Christian basilicas in Umbria
Then continue and visit Spello, the hamlet Bevagna and finally arrive to Montefalco, quintessential Umbrian delicacy: the medieval hilltown. Extremely tiny, it occupies a hilltop placed so strategically that majestic views are available at the end of every street.
Meals included: Breakfast

Day 4 Loop from Montefalco to Spoleto. 52 km/32,5 mi, Rolling hills.

Along the way, you breeze past a few isolated rural churches and through a couple of towns too small to even make it onto the map. The first big church is Madonna delle stelle after 7 km form departure. Today is very gentle hills and part of flat terrain. Highlight is the visit of Spoleto, within its wooded setting, is the loveliest of the Umbrian hill towns. Its urbane atmosphere is enhanced by its superb monuments and by the Festival dei due Mondi, Europe’s leading arts festival held in june and july. Come back in time for a wine tasting in Montefalco, the area is famous for the Sagrantino Wine
Meals included: Breakfast

Day 5Montefalco to Todi via Giano dell’Umbria. 40km / 25mi, Rolling hills.

Back roads are the main roads today, as you wend your way over hill and dale, past the tail end of mountain streams, silent forests and wild mushroom stands. You’ll see fewer people today, hear fewer 20th-century sounds and see fewer modern sights than any other day. At the end of this unique excursion you’ll take the customary uphill incline leading into Todi, whose proximity is heralded by the wonderful Santa Maria della Consolazione, a magnificent Renaissance church set amidst shrubs and treetops on the outskirts of town. Todi still has almost all of its medieval walls, and its pristine charm has made it a favourite country home of wealthy Romans and artists, as well as a host of artisans who have enlivened its streets with their shops.
Meals included: Breakfast

Day 6Todi to Orvieto via Prodo Castle. 46km / 28mi, Rolling hills.

Yet another – perhaps the most glorious – church awaits you at the end of this day, your reward for mastering some pretty steep inclines. Along the way you’ll pass several ruined castles which provide a perfect backdrop for a picnic, perhaps based on local salamis, cheeses and breads purchased in the morning.
By late afternoon you’ll see Orvieto, looming ahead on its strange plateau, crowned by the cathedral of Santa Maria, considered by one and all to be among the very finest churches in all of Europe.
Meals included: Breakfast

Day 7Arrivederci! Good bye!

Optional bike tour to the ghost town of Bagnoregio: striking position a top a plateau of friable volcanic tuff overlooking the Tiber valley. Distance 44 km/27,5 miles. Arrivederci
Meals included: Breakfast


Self Guided
Tour Price: 1540€

Price based on double accommodation, it can change according to the period.

Make it custom: contact us for a quote!

Single occupancy: 450 €

Private & Custom departures at any time

Bike Rental: (price/week)
Touring/Hybrid Bike € 180
Race Bike  € 210
Gravel Bike  € 240
E-bike  € 240
Tandem € 300
Road bike for rental


Carbon frames with Ultegra 11 speed; compact groupset.



Discover the Sardinian Strade Bianche on Gravel bikes.

Electric bike for rental


The hills won’t be so hard with our new Scott E-Bikes.

Touring Hybrid bike for rental


Hybrid-Touring bikes very light to face the Italian Hills.

Relais Castelluccio citta della Pieve biking.jpg
Day 1 – Relais Castelluccio, Città della Pieve

Relais Castelluccio Palusse has a beautiful, hilltop setting just outside Città della Pieve. It offers a garden with 6-person hot tub, a seasonal outdoor pool, à la carte restaurant and classically furnished guest rooms.

Le tre Vaselle resort & Spa Torgiano Bybike.jpg
Day 2 – Le Tre Vaselle Resort & Spa, Torgiano

This is a unique 5-star hotel, it stretches over 10 thousand square meters from the historic center of Torgiano up to the park of olive trees. Just re-opened in April 2018 after one year renovation, the hotel is a wine resort connected with wine in all its forms: Bella Uve Wine therapy Spa is the only one in Umbria dedicated to wine therapy.

Day 3 & 4 – Palazzo Bontadosi Hotel & SPA, Montefalco

It is set in the main square of Montefalco, inside the 15th-century town walls, it offers an exclusive spa with heated swimming pool.Art gallery on the ground floor, the spa is located in the medieval basement and includes a steam bath and hydrotherapy showers.

Bike Hotel Fonte Cesia Todi
Day 5 Fonte Cesia Hotel, Todi

This Hotel is the result of the careful renovation of an ancient and noble palace from the 17th century.The previous church of Saint Benedetto,13th century, which adjoins the hotel is today the beautiful frame of a lecture hall

Hotel Piccolomini orvieto By bike.jpg
Day 6 – Palazzo Piccolomini, Orvieto

The Hotel Palazzo Piccolomini is remarkable for its beautiful palace created for the pontifical family Piccolomini. The accurate restoration has given new splendour to the different age-long structures; from the refined facade overlooking Piazza Ranieri down to the underground rooms cut into the tuff mass, on which the Etruscan Orvieto rises.