Cycling Italy coast to coast

from  1.880,00

From the Adricatic to the Thyrrenian Sea

The tour Coast to Coast, starts in Capo Conero near Ancona; it crosses the Appennino visiting the unspoiled Sibillini park. Along the way you will cycle by the most famous hill towns of Umbria and Tuscany fom Spoleto and Assisi to Pienza, Montalcino and Siena; Cycling further you will descends into the Etruscan Maremma to end on the Mediterranean shores near Capo Argentario. An incredible variety!

  • Holiday Type
    Cycling Holidays
  • Activity Level Moderate
All about the Cycling Italy coast to coast.


> Urbino
> Città di Castello
> Montalcino and Brunello
> Pitigliano and the Etruscan Mysteries


We transfer  your luggage

Just leave it at the reception desk with your name tag and you will find it at your next accommodation.

We book  your hotels

We will book double rooms with private bathrooms in 2* or 3* hotels orxb&b or country Inns.

We supply detailed  route notes and maps

At your choice, the route notes can be in English, Italian, French or German and GPS maps

The tour package inclusions and exclusions at a glance
What is included in this tour?Items that are included in the cost of tour price.
  • 12 Nights – 3 Star Level Accommodation
  • All Breakfast and 2 Dinners
  • Luggage transfer
  • Road Book & Maps
  • GPS File available
SHARE YOUR OPINIONItems that are not included in the cost of tour price.

What our customers have to say about us is really important for our company!
Send us your feedback about your tour at info@viadelsole.it

  1. PESARO Day 1 – Arrival in Pesaro

    welcome service and bike fitting – Overnight at a charming country House outside the town. Pesaro is a small town by the sea. You can relax on the beach. http://www.excelsiorpesaro.it/

  2. URBINO Day 2 – km 55 – moderate to diff

    Urbino is one of the hidden treasures of Italy. Its glorious Medieval and Renaissance history has left many masterpieces worth visiting. Overnight at Hotel Italia www.albergo-italia-urbino.it or http://www.hotelmamiani.it/

  3. S.ANGELO IN VADO Day 3 – km 40 diff – ride to S Angelo in Vado ( via Sassocorvaro –Piandimeleto)

    After the Urbino visit you’ll start on traffic free roads, riding through an amazing scenery of soft hill the beauty of which has often inspired famous Renaissance painters such as Piero della Francesca! Reach St Angelo in Vado, of Roman origins, but whose present aspect testify of its Medieval splendour

    Overnight at Historical residence ( 3 stars sup) and, because this is truffle land, a gourmet special truffle dinner is avalaible (not included).

  4. CITTA’ DI CASTELLO Day 4 – km 60 diff. – ride to Citta di Castello ( via Apecchio e Bocca Seriola)

    this is quite a tough ride crossing the Appenino mountains with spectacular winding roads and beautiful view over the Tiber valley. For those interested in Modern Art, the Burri museum is well worth visiting. Overnight at Borgo di Celle Country Inn (4 stars) not far from Citta di Castello – dinner included or at a charming, historical b&b in town.
    Borgo Celle Country Inn www.borgodicelle.eu or Antica Canonica.

  5. CORTONA Day 5 – km 60 level diff – ride to Cortona ( via S M del Monte e Portole) .

    Today we have a great, though tough ride with beautiful views in a rugged landscape to reach Cortona that Frances Meyer book “Under the Tuscan sun” has made famous! Overnight at a central 4* hotel in Cortona.
    Hotel San Michele www.hotelsanmichele.net

  6. MONTALCINO Day 6 – km 78 level difficult – Cortona to Montalcino

    The soft hills covered by olive trees make a charming crown to the Trasimeno lake that can be seen while descending from Cortona. You are now in Tuscany heading for Montepulciano. It is wine country and you bike among vineyards. Lots of ups and downs first through a land of vineyards (Nobile di Montepulciano wine) then through the “Crete Senesi” then again among the Brunello vineyards. Take the time to stop either in Montepulciano or in Pienza; both towns deserve a visit. Stop for lunch in a tiny Monyticchiello hamlet on the terrace of a little restaurant that enjoys an amazing view. Overnight in a central hotel in Montalcino. www.hoteldeicapitani.it

  7. SIENA Day 7 – Ride ti Siena – – 50 km

    Ride to Siena on a scenic road among the “Crete Toscane” ; Along the way you can stop to visit Monte Oliveto Maggiore imposing building with is superb cloister frescoed by Luca Signorelli. The ride is short enough that you have time to explore this famous cit. the duomo is very interesting and you should indulge an ice-cream at one of the cafés in Piazza del Campo, the famous square where the “Palio” is run. Night at hotel Chiusarelli.

  8. SANT’ANTIMO Day 8 – 65 Km – Siena to St Antimo

    Head back towards Montalcino on different roads and beyond it to reach St Antimo, a beautiful abbey in a serene setting. Along the way you can stop in Murlo, a charming hamlet of Etruscan origin. If the museum is open, it is worth visiting to get a better understanding of this mysterious civilization. Night in a nice b&b – il Borghetto (no web site)


    For really strong bikers the loop can be done in one day (Montalcino Siena Montalcino)

  9. SOVANA Day 9 – Km 80 – Montalcino / Sovana

    A rather difficult day, with some hard slopes around one of the most peculiar mountain in central Italy, Mt Amiata, the ancient volcano,. The first half is easier as it is a long slow descent among a sea of vineyards. Down from Montalcino to the peaceful St Antimo abbey The second part is the hardest as we get to the mountains area: cool chestnut woods and oaks groves makes this area pleasant even in the warm early summer days. We leave the mountains and start our way toward the sea. Leaving the mountains the landscape opens up and there are some nice views of the valleys. We reach Semproniano, a lovely hamlet on the top of a steep hill, then we descend toward Pitigliano, Sovana and Sorano, one of the most interesting Etruscan area. Of volcanic origin, the soft stone called “Tufo” could easily be carved both by wind and water, shaping a landscape of high perched cliff towns the Etruscan have also carved this soft stone into tombs, cellars and the amazing “Vie cave”(man carved canyons). We spend the night in Sovana. Sovana Resort

  10. ETRUSCAN LAND Day 10 – Km 75 – Etruscan land: Sovana loop

    An almost unknown part of Tuscany: Sorano, Sovana and Pitigliano, the high perched so called “tufo towns”, made of soft rock that turns golden at sundown. The monumental, Etruscan tombs, the romanesque
    Visit the archeological park in Sovana with the most imposing 3000 year old Etruscan tombs; Tour Pitigliano, a medieval town with the oldest Jewish getto in Italy, Soak in the hot pools of Saturnia hot spring and be back in Sovana with its Romanesque churches and a timeless atmosphere.

  11. FROM PITIGLIANO TO THE SEA Day 11 – Km 85 – Sovana / Pitigliano / Porto S. Stefano

    Last biking day of this trip. We enter Maremma a land that used to be a marshy hell, (“My heart cries whenever you travel to Maremma fearing that you will not come back” says an old popular song). Now a day it is a fertile land, where cattle is grazing and wine is good, but still wild and unspoiled. At the end of the day you will be able to dip your toes in the salty Mediterranean. Spend the night in Porto S Stefano on the Argentario Peninsula. Hotel La Caletta. http://www.hotelcaletta.it/

  12. YOURS DEPARTURE Day 12 Transfer to Grosseto train station

    End of our services

Accommodation Level


Day 1 – Pesaro

Day 2 – Urbino

Day 3 – Sant’angelo

Day 4 – Città di Castello

Day 5 – Cortona

Day 6 – Montalcino

Day 7 – Siena

Day 8 – Castelnuovo dell’Abate

Day 9 – Sovana

Day 10 – Sovana Loop

Day 11 – Posto Santo Stefano

What happens if I can’t walk / cycle a stage?

If you find the stage too long or if for any reason you cannot walk at all for one day, let us know the previous week and we can arrange for you to go for a short stretch or for the entire stage with the luggage transfer . In some cases a small fee will be asked and you can pay it directly to the driver.

When is the best time of year?

Generally speaking the best season is certainly from April to October; however, it varies with each stage:
– You can only cross the Alps(week 1) from June 15th to September 15th
– The Appennino mountains (week 4) are more pleasurable from mid May to the end of September
– We suggest that you avoid walking among the rice fields (week 2&3) in full summer

How does the baggage transfers work?

Every morning you leave your luggage at the reception of your accommodation, better with a name-tag and you will find it at your arrival at the next accommodation. It has to be delivered by 2pm

Do you provide GPS files for all days?

Yes, on request we can provide GPS files, but we will still supply the paper description just in case your GPS does not work!

Overall Rating


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