Tuscany Hiking Tour From Siena Including Wine Tasting

From USD 52.29
Per Person
Risk Free

You can cancel later upto 2 days in advance, so lock in this price today.

Tour Information

Key Details

  • Mobile Voucher Accepted
  • Instant Confirmation
  • Lowest Price Guaranteed
  • Duration: 4 Hrs
  • Departure Time :
  • Departure Details :
    Siena train station
  • Return Details :
    Concludes in Monteriggioni
  • Cancellation Policy :
    Cancel up to 2 days in advance for a full refund


Leave Siena behind and hike part of Via Francigena, an ancient pilgrimage route through rural Tuscany, followed by a wine tasting in the village of Monteriggioni. Embark on a 5-mile (8-km) trek that passes through the heart of the Tuscan countryside, past picturesque castles, villages, vineyards and ruins. Once you reach the medieval walled village of Monteriggioni, reward yourself during a wine tasting session, where you will sip on at least two organic local styles. After, head back to Siena by bus at your leisure.


  • Enjoy a day away from the hustle and bustle of the city
  • Get inside tips from a local

Know More about this tour

Head to Siena train station in the morning to meet your guide, and you'll be transported by air-conditioned minivan to the starting point of the hike. Follow your guide along this picturesque and relatively easy 5-mile route, which will take you through the Tuscan countryside.

Known as the Via Francigena, this medieval route was popular in the Middle Ages for pilgrims making the journey from Canterbury in England to the Vatican in Rome. With the advent of cars and modern paved roads, Via Francigena fell from favor, but it has recently been revived and is welcoming an increasing number of hikers on its paths.

As you walk along the pretty trails, discover more about the history of the route from your guide and soak up the idyllic scenery. Pass by forest and fields, vineyards and olive groves, and look out for medieval villages and castles that look much the same as they would have centuries ago, when weary pilgrims trekked by on their way to Rome.
After around 2.5 hours of walking, arrive in Monteriggioni, an attractive walled village located in the heart of the Chianti wine region. Take part in a wine tasting in a local store, and taste at least two different local varieties.

Feel free to explore the village at your leisure, checking out the beautifully intact medieval walls and towers. Youll be provided with a map with directions to the train station (around 30 minutes away on foot) and a train ticket, which you can then use to return to Siena whenever you wish.


  • Guide
  • Transport by air-conditioned minivan
  • Wine samples
  • One-way bus ticket to Siena


  • Hotel pickup and drop-off
  • Gratuities (optional)
  • Food and drinks (unless specified)

Additional Info

Confirmation will be received at time of booking, unless booked within 1 day of travel. In this case confirmation will be received as soon as possible, subject to availability

A moderate amount of walking is involved

Not recommended for people with physical disabilities or unable to walk on uneven ground and countryside footpaths for 3 hours

Comfortable shoes are recommended

Subject to favorable weather conditions. If canceled due to poor weather, you will be given the option of an alternative date or full refund

Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough passengers to meet requirements. In the event of this occurring, you will be offered an alternative or full refund