Day trip

Siena: Half-day Guided Hike to Monteriggioni

4.8 / 5

6 reviews

Siena: Half-day Guided Hike to Monteriggioni

From US$ 50.71 per person

Walking in Tuscany is an unforgettable experience in this historically rich area where nature is in perfect harmony with mankind and the past is still surprisingly present. Be guided through the breathtaking coutryside on a half-day hiking tour.

About this activity

Free cancellation
Cancel up to 24 hours in advance to receive a full refund
Covid-19 precautions
Special health and safety measures apply. Learn more
Mobile ticketing
Use your phone or print your voucher
Duration 4 hours
Check availability to see starting times.
Instant confirmation
Live tour guide


  • Revel in Tuscany's medieval past with a half-day hike from Siena
  • Enjoy the view of ancient castles and historical sites while crossing vineyards and olive groves from Siena to Monteriggioni
  • Savor local organic wines with a guided tasting
  • Marvel at Monteriggioni's imposing fortress
Full description
Give your mind a rest from the noise of the crowded towns, follow your expert guide on a pleasant walk along the Via Francigena, an ancient pilgrim route for the first time plotted down by the Arcbishop ‘Sigeric the serious’ of Cantebury on his return from Rome in the 9th century and considered the main artery to Rome throughout the middle ages. This route, that has for centuries been a highway of men and emotions, a spiritual pilgrimage and a wealthy trade route, has been forgotten and almost entirely relegated to history by the modern paved car roads. Only recently the route has been brought back from the grip of modernity and is today enjoyed by many pilgrims and hikers alike. Experience the beauty of the mixture between the Tuscan countryside and the glory of its medieval past, still present in it's wonderfully preserved castles, villages and ruins.  See the Tuscany you would never want to miss before returning home, pass through forests and fields, vineyards and olive groves from Siena to the imposing fortress of Monteriggioni. A medieval walled town located on a natural hillock, built by the Sienese in the thirteenth century as a bastion of defense in their wars against Florence.  Once in Monteriggioni, enjoy a guided tasting of local organic wines before saying goodbye to your guide for the end of the tour. Feel free to explore the village and the surrounding area at your own pace. You will be given a bus ticket to return to Siena.
  • Transport to the starting point for the tour
  • Wine tasting
  • Expert English-speaking guide
  • Return bus ticket to Siena
  • Tips and gratuities
Not suitable for
  • People with mobility impairments
Covid-19 precautions
Safety measures in place
  • All areas that customers touch are frequently cleaned
  • You must keep social distance while in vehicles
  • The number of visitors is limited to reduce crowds
Traveler requirements
  • You are required to bring and wear a mask

Select participants and date



Prepare for the activity

Meeting point

Siena train station (in front of pharmacy) at 09:00am

Open in Google Maps ⟶
Important information

What to bring

  • Comfortable shoes

Not allowed

  • Luggage or large bags

Know before you go

  • This tour is suitable for anyone in good physical condition and with experience in long walks
  • It is highly recommended you wear comfortable clothes and shoes, to bring water, a hat, and sunscreen
  • The normal operation of the activity is subject to weather condition
  • In case the tour has to be cancelled due to adverse weather conditions, the choice of a tour on an alternate date or a full refund will be offered
Customer reviews

Overall rating

4.8 /5

based on 6 reviews

Review summary

  • Guide
  • Transportation
  • Value for money
  • Safety

Sort by:

Traveler type:

Star rating:

The tour was amazing. We walked for a few km but the walk was so relaxing and calm that we didn't even feel tired. Our guide Francesco was simply amazing and we stopped several times to taste the smells of Tuscany, listen to stories about the region. I love this region, I love this walk and the tour. We will do it again for sure!

September 13, 2019

Very professionally run, lots of facts and history learnt and wine!!!!

We had the best time! The walk was beautiful and our guide taught us lots about the local plants, animals and the history of the trail and the local area!!! Great fun! The wine tasting was also brilliant fun. It was very efficient and everyone involved were fun and helpful. 5 stars ⭐️ ⭐️ ⭐️ ⭐️ ⭐️

June 25, 2019

Beautiful hike with some caveats.

We were very upset that you sent us to the wrong pick up location for today's hike tour. We almost missed the tour (I called Tuscan tours and they picked us up by taxi) but then we paid 10 euro to get back to our car. The guide was fair but the wine tasting part was very good. The hike was beautiful. Biggest complaint with the tour was it was strange to be given train tickets and then very limited directions to walk independently to the station. It was another 30 min walk after a long day.

Read more

July 4, 2016

Organized by

Product ID: 49693