Become a pilgrim of sorts and take a scenic hike on the historic Via Francigena, an old pilgrimage route that stretched from Canterbury in England to Rome. The rural route takes you through villages, vineyards, and some of the most scenic countryside in Tuscany. Best of all, once you get to the medieval village of Monteriggioni you're rewarded with a wine tasting. At the end, head back to Siena via train.

Half-day Tuscany hiking tour from Siena including wine tasting
Follow part of the Via Francigena, a medieval pilgrim route that leads to Rome
Learn more about the history of the route from an expert guide
Walk between Siena and the medieval walled village of Monteriggioni
Soak up the stunning Tuscan scenery of rolling vine-and-olive-covered hills
Sip on local wine during a tutored tasting session in Monteriggioni
Make use the train ticket included to return to Siena

Sample Menu

Starter

3-4 different local organic wines

guided tasting of local wines that are explained by the producer

What's Included

Guide
Transport by air-conditioned minivan
Wine samples

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

Meeting And Pickup

Meeting point

Siena FS
53100 Siena, Province of Siena, Italy
Starting point is from outside the pharmacy next to the train stations main entrance.

Start time

09:00 AM

End point

This activity ends back at the meeting point.

What To Expect

Meet your guide at the railway station in Siena to start the tour. Hop in an air-conditioned van to the hike to the starting point. The Via Francigena is an ancient pilgrimage route, first mentioned in records in the 8th century, that stretches from Canterbury, England all the way to the Vatican in Rome, going through France and Switzerland along the way.

While its popularity decreased with the rise of automobiles, the Via Francigena is regaining popularity as there are now regular hikers and pilgrims on the trail. Stroll along the path and notice the beauty around you: the rolling hills blanketed in olive groves and the occasional vineyard. Pass through ancient villages that look the same as they did centuries ago when pilgrims would stride past.

After your hike, arrive at the striking village of Monteriggioni, a tiny walled town plopped atop of a medium-sized hill. Take part in a wine tasting here at a local wine shop and taste two different local varieties. After, feel free to explore the village at your leisure, popping into small shops, sitting down for lunch or investigating the medieval walls of the village. Your guide gives you a map that shows how to get to the railway station and, when you like, you can get the train back to Siena for the comfortable and scenic ride.

Additional Info

Confirmation will be received at time of booking, unless booked within 16 hours of travel. In this case confirmation will be received as soon as possible, subject to availability
Not recommended for people with physical disabilities or unable to walk on uneven ground and countryside footpaths for 3 hours
Comfortable shoes are recommended
Not wheelchair accessible
Service animals allowed

Near public transportation
Not recommended for pregnant travelers
No heart problems or other serious medical conditions
Travelers should have a moderate physical fitness level
This tour/activity will have a maximum of 16 travelers

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

For a full refund, you must cancel at least 24 hours before the experience’s start time.
If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
Any changes made less than 24 hours before the experience’s start time will not be accepted.

Cut-off times are based on the experience’s local time.
This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

Traveler Photos

Featured review

Iris_O

Our guide was knowledgeable and fun. It was a large group and he was able to accommodate everyone. Just a really fun day!

Reviews

5.0

46 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews

Reviews by Viator travelers.

Showing 1-10 of 46 reviews

Our guide was...

Iris_O, May 2023

Our guide was knowledgeable and fun. It was a large group and he was able to accommodate everyone. Just a really fun day!

Spectacular

Carolyn_P, May 2023

After nearly two weeks in Florence and Rome among crowds of travelers, this hike was a breath of fresh air. Keko was an extraordinary guide. His passion for and knowledge of the land, his vast historical knowledge, brought the journey to life in such a meaningful way. The wine tasting was fun and inspired having quite a few bottles shipped home. We will toast Keko and the lasting memory of this unique experience.

Beautiful hike with fantastic wine tasting!

Steve_W, Apr 2023

We had a fantastic hike with Ellena( spell?)! She was a terrific guide who told so many wonderful stories about the history of the Via Francega and Monterrey. And the wine was fantastic…. Order the cheese tasting. Best pecorino ever!

Informative, beautiful hike

Kathy_J, Apr 2023

Our guide, Kaco (sp?) was amazing!! He was very knowledgable and friendly. The hike was beautiful and the wine tasting at the end was wonderful. The wine tasting host knew his wines. You could tell that he enjoyed presenting the wines.

Great 4.7 mi hike

Carolyn_F, Apr 2023

Kiko was amazing and made this an extraordinary hike. He took the time to explain important points of history and clearly knew everything about the surrounding nature!

Beautiful country, great guide

Jane_S, Apr 2023

Our local guide was a wealth of knowledge. He geared our hike to history and nature. The wine wasn't so great, but we booked so we could hike and learn the area.

A delightful change from churches and art. A great way to deepen an understanding of this place.

Karen_D, Nov 2022

A truly delightful afternoon in the countryside. An easy 5 mile trek on the Via Francigena - the ancient pilgrimage route that actually runs from Canterbury to Rome. Our guide Keiko was enthusiastic and knowledgeable about the area and it’s history. Additionally he had been brought up to learning about the countryside’s wild plants and told us all about them. Oh…and wine tasting at the end was an added bonus.

The informative and...

Tania_W, Oct 2022

The informative and interesting insight into farmers and peoples lives of the region was fascinating. E-ko was knowledgeable of all plant and fauna. A great day out !

Two thumbs-up for this wonderful tour/activity!

Barbara_F, Oct 2022

Our guide was wonderful. He was so friendly and knowledgeable; I learned things about the region, the culture, plants and vegetation and so much more as we walked. It was a really beautiful hike and a comfortable pace. The wine tasting was also perfect after the hike. It was an all-around great experience. Thank you!

Lovely informative hike

Mallory_W, Aug 2022

Our guide was wonderful - gave us the history of the pilgrim road and told us all about the plants along the roadside

Loved it. Went with my...

Alexis_P, Aug 2022

Loved it. Went with my wife and mother-in-law. Great guide, beautiful scenery. Natural water sources along the route.

Keiko our guide, was a...

Ronald_O, Aug 2022

Keiko our guide, was a wealth of information and knowledge. His knowledge of History was profound. He also explained the local flora and fauna pointing out edible plants and their traditional uses. He also had an in-depth knowledge of the ecological issues facing the Italian forests. Very informative and thoroughly enjoyable.

Fabulous Tour

Gregory_J, Jul 2022

Friendly, knowledgeable guide who was happy to engage in conversation and was enthusiastic about Italy, the paths and places visited.

Tuscan hiking experience

Elizabeth_L, Jun 2022

Guide Kekko was great - lots of local knowledge - countryside and pilgrims walk were beautiful, and wine tasting super fun.

Great hike away from the crowds

Debbie_g, May 2022

Great local guide who was very knowledgeable on the area both history and fauna . Beautiful scenery .

We loved it

Lucera_W, Jul 2021

The whole experience was fantastic. The hike was incredible and our tour guide, Francesco, was a joy to hike with. The wine tasting was the perfect end to the journey. 10/10 recommend

Hiking for wine.

Donna R, Oct 2019

Francesco was an excellent tour guide. We enjoyed hiking five miles and learning about Tuscany’s beautiful land. Our guide was very kind and informative. We finished at the Fort of Monteriggioni for a wonderful wine tasting! I highly recommend this tour. Enjoy❤️

Pleasant walk, friendly and informative guide

IG0801, Aug 2019

A nice walk along a well marked and famous hiking path. Montereggio is a picturesque medieval village with its place in tuscan history. Sampled some great local wine and olive oil before finding a place for a traditional lunch.

via Francigena walk & wine tasting

Donald_W, Jun 2019

I would highly recommend this tour. Our guide, Keko, stopped at many points along the way to talk about the history of the path. Finishing with a wine tasting at Monteriggioni was an added plus. It is a long walk, so travel light, wear a good pair of shoes and bring liquids. There is a spot to fill your water bottles along the way. ENJOY!

Hiking Tour

jdunion, Jul 2018

Excellent Tour Guide (KeeKo) and excellent Hike!! Staff at winery were friendly and accomadating and the wine was delicious!

Our tour was fantastic. Our guide...

Treicia S, Sep 2017

Our tour was fantastic. Our guide Milos was excellent and had great knowledge of the area and its history. Would recommend.

I loved this trip! The hike from...

Macy H, Jun 2017

I loved this trip! The hike from Siena to Monteriggioni is beautiful and not too strenuous. The wine tasting was stellar, mostly because of our knowledgeable and hilarious hostess. Our hiking guide was also incredibly amiable and very knowledgeable about the history of the surrounding areas.

Your was good and worth it but just...

JA C, Jul 2016

Your was good and worth it but just know that you have to make your own way to the train station when it's over so be sure to ask for clear directions!

This can be a HOT walk in the...

Kristen L, Aug 2015

This can be a HOT walk in the summer...just FYI. But it is also totally worth all of it. Monteriggioni is beautiful, and the hike there is so pleasant. Take this tour.

This tour was really great, the...

Monty D, Aug 2015

This tour was really great, the guide was very friendly and enjoyable to walk with. The wine tasting was equally friendly, interesting and tasty. Also seemed quite generous compared to what I've heard from reviews of other tastings. Lovely village to look around too.

this is a great 1/2 day to spend in...

Julia G, Jul 2015

this is a great 1/2 day to spend in the Tuscan countryside from Siena! Our tour guide was knowledgeable and fun to walk with. Should offer more of these hikes! One point: our guide did not give us a map/directions to the train station which meant we practiced our Italian trying to find it. She did give us oral directions but it is not straightforward to get to the train station.

Great small group tour with friendly...

Judith B, Jun 2015

Great small group tour with friendly and informative guide. The wine tasting at the end was the icing on the cake.

Tuscany Hiking tour was one of the...

Hisako J, Jun 2015

Tuscany Hiking tour was one of the best tours I've ever had. Marella was very informative and also funny and thoughtful. I recommend this tour to anyone! Hisako

Fantastic day! Incredible scenery...

Amy L, May 2015

Fantastic day! Incredible scenery. Marella was an excellent guide-- knowledgeable and engaging. She was exactly the right balance of professionalism and friendliness. If you are in the area, this tour is not to be missed.