cycling_in_tuscany_italy (1)

Cycling in Tuscany: the Easy way

from  1.080,00

From Siena to Cortona

The easy tours try to give you the best of the area while keeping at the lowest both uphill rides and prices still maintaining our high standards for lodging and assistance.

  • Holiday Type
    Cycling Holidays
  • Activity Level Moderate
All about the Cycling in Tuscany: the Easy way.


> Visit Montepulciano and Pienza
> Sant’Antimo Abbey
> Cycling in the Valdorcia
> Monte Oliveto Abbey
> Stay in Siena


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.
  • 7 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. SIENA Day 1 – Siena – Arrival and settling in

    Arrival in Siena and transfer to the hotel by your own means. The hotel is very centrally located and will make it easy to visit this very famous town and its superb square: Piazza del Campo. One of our representative will meet the clients next morning before 9 o’clock.

  2. THROUGH TUSCANY ROADS Day 2 – Siena – Buonconvento – 42 km

    A nice day through winding Tuscany roads, while the landscape is changing from luscious, vineyards to the more linear cypress-crested hills of the “Crete” near Buonconvento. Murlo is a nice little village on your way to the nice farm where you are spending the night.

  3. MONTE OLIVETO MAGGIORE Day 3 – Monte Oliveto Maggiore – 38 km

    Today, a nice loop day will allow the visit of one of the most imposing monastery of central Italy : Monte Oliveto Maggiore with its frescoes by Luca Signorelli. Night at the same farmhouse.

  4. SAN QUIRICO D’ORCIA Day 4 – Buonconvento – Sant’Antimo – Montalcino – 35 km

    The day starts riding towards San Quirico d’Orcia a lovely small town with many very old churches then procedes to Bagno Vignoni, an ancient thermal town where the main square is a steaming pool. You will spend the night in a nice hotel inMontalcino the Brunello home land.

  5. SANT’ANTIMO Day 5 – Sant’Antimo Abbey loop – 34 km

    Enjoy this fortified town from the bastions of which you have a 360° view. The descending road leads you to the beautiful and peaceful church of Sant’Antimo where you may be able to listen to Gregorian chants. Come back to Montalcino by a different road.

  6. MONTEPULCIANO Day 6 – Montepulciano – 45 km

    A very full day with the visit of Pienza, the renaissance jewel redesigned by Pope Pio the II. A dirt road will take you to Monticchiello a nice little village immersed in the “Crete”. you can stop there for a nice lunch or just for a cappuccino before continuing to Montepulciano known for its “Nobile” wine.

  7. CORTONA Day 7 – Montepulciano – Cortona – 40km

    The road meanders through vineyards and cypress crested hills, passes the Farneta abbey before climbing to Cortona. It is tough at the end of the day, but it is worth it. This little town is full of charm.

  8. YOURS DEPARTURE Day 8 – end of our service.

    Trasfert to Terontola station.

Accommodation Level


Day 1 – Siena

Day 2 – Buonconvento

Day 3 – Monte Oliveto Loop

Day 4 – Montalcino

Day 5 – Montalcino Loop

Day 6 – Montepulciano

Day 7 – Cortona

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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