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2 Day Guided Vespa Tour in Italy through Val d'Orcia

Monticchiello, Province of Siena, Tuscany, Italy

Classic Italian Vespa Tour

Enjoy a classic tour using Vespa with Vintage Tours. You will experience enchanted landscapes as well as roads maintained and surrounded by the most famous valley of Italy, the Val D’Orcia. On this tour of the Val d’Orcia, you will discover the Tuscany that you usually see in postcards. You will find the road that takes you from Montepulciano to Pienza and then, stop in San Quirico that has one of the most beautiful roads in Italy.

Key information:

  • Bike: rental (Vespa)
  • Riding gear included in the price: helmets
  • Terrain: paved roads
  • Total mileage: 130 kilometers / 80 miles
  • Daily rides: 65 kilometers / 40 miles


  • Enjoy a Val d'Orcia tour
  • Ride through Bagno Vignoni
  • Visit a winery to have a wine tasting
  • Ride to Pienza and Monticchiello
  • 1 night's accommodation

Skill level

  • Beginner


2 riding days
Group size: Minimum of 6 participants
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  • Swimming pool (outdoor)
  • Barbeque facilities
  • Garden
  • Kitchen
  • Free bicycle
  • Free parking

Agriturismo Le Stringaie is a country house that dates back to the 16th century. The house is immersed in the Tuscan wonderful countryside and is located a few kilometers from Montepulciano, Pienza, Cortona, and Chianciano Terme. It is the ideal place to relax in a familiar environment. There is also a washing machine.

There is a rustic garden, air-conditioned kitchen, barbecue facilities, wood stove, and private outdoor area with gazebo. The pool is equipped with umbrellas, deck chairs, and sun bed. There are also bicycles and children's play area available for all guests. The car park is free and it is completely fenced, all inside the farm. Each room of the farm is equipped with television and bathroom with a shower.


On the first day, you will have a Val d'Orcia tour that will take you from Montepulciano to Pienza, Bag Vignoni in San Quirico d'Orcia, and Monticchiello. Meanwhile, on the second day, you will visit Lake Trasimeno and Cortona.

The Val d’Orcia is a beautiful valley located in Tuscany, in Siena and partly in Grosseto, north and east of Mount Amiata, crossed by the Orcia River in its heart, from which it takes its name and is characterized by fantastic scenic views and a number of medieval villages, two of them very well-known:s Pienza and Montalcino, Montepulciano not forgetting, Monticchiello, Bagno Vignoni - characteristic cypress trees, foods and wines Pici, Cinta Senese salami, Pecorino Pienza, the Brunello di Montalcino, Vino Nobile di Montepulciano, and the new wine DOC Orcia.

Skill level required: Beginner

  • can ride for two to three hours
  • minimal riding experience
  • assistance required
  • comfortable with curves and leans
  • basic experience with unsurfaced roads
  • short distance ascents and descents

Included excursions

Included in the cost, there is a wine tasting with a visit to the winery.


This motorcycle tour will cover several places in Tuscany as well as Lake Trasimeno which is located in Umbria, Italy.



  • Swimming pool (outdoor)


  • Barbeque facilities
  • Garden
  • Kitchen


  • Free bicycle
  • Free parking


The following meals are included:

  • Drinks

What's included

  • 2-day Vespa tour
  • Vespa rental
  • Guide
  • Wine tasting at a winery
  • 1 night's accommodation

What's not included

  • Meals during the tour

How to get there

Recommended Airports

Arrival by airplane

Please book your flight to arrive at Perugia San Francesco d'Assisi – Umbria International Airport (PEG).

Cancellation Policy

  • A reservation requires a deposit of 50% of the total price.
  • The deposit is non-refundable, if the booking is cancelled.
  • The rest of the payment should be paid on arrival.
2 days / 1 night
from --
Minimum group size

This trip requires a minimum of 6 participants

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