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Tuscany Hiking Tour from Siena Including Wine Tasting

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2 travellers
    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.
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    Important Information
    Departure Point
    Stazione Ferroviaria Siena, 53100 Siena, Province of Siena, Italy
    Departure Time
    9:00 AM
    Return Details
    Returns to original departure point
    • Guide
    • Transport by air-conditioned minivan
    • Wine samples
    • Hotel pickup and drop-off
    • Gratuities
    • Food and drinks (unless specified)
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    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 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
    Cancellation Policy
    For a full refund, cancel at least 24 hours in advance of the start date of the experience.
    Traveller rating
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    • English
    Popular mentions
    Thank you to our guide Checco for the best walking tour we have ever taken. Your knowledge and enthusiasm for the Tuscan countryside added so much to this outing. For three hours, you not only entertained us with stories but gave us such insight into the history, traditions
    Read more
    We had the joy of being in the company of a great group of likeminded fun people and a guide who was a real gem! Keko brought the Tuscan history & countryside to life for us all showing & teaching us about the way of life, herbs & flora, culture, bio diversity & organic farming.
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    It was nice to see Tuscany from this side. For people who like active recreation and hiking this trip will be ideal. Footwear for hiking or sports shoes are mandatory. The countryside of Tuscany was beautiful. Weather was great. Our guide Kikko was very nice and open. We
    Read more
    We really enjoyed this guided tour. It was a perfect day, we were lucky that it was a sunny day with a clear blue sky in autumn. Our guide, Fransceco, was friendly and very knowledgeable about all of the surrounding plants and trees and also talked a lot about the history of the
    Read more
    Fantastic day out in the countryside with a very informative and friendly guide. The walk isn’t too hard going and has plenty of water stops. Great organic wine tasting at the end of the walk and was held in a lovely setting. Would highly recommend!
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    About the operator
    By: Tuscan Escapes - Day Tours
    594 reviews
    Certificate of Excellence
    Karen H
    Spectacular walking tour MUST DO!
    Our tour guide Sylvia was wonderful. Her knowledge of Sienna provided us an in depth understanding of the history
    Read more
    Janet M
    Fort Lauderdale, Florida
    A Great Day!
    If you are in the area don’t miss this one. The tour operator could not have been more accommodating, even going
    Read more
    Darien, CT
    Siena Walking Tour Viator
    Marela was a great tour guide, clearly explaining the 3 centers of power in medieval Siena: Banks, Government, and
    Read more
    Amazing!!! 10/10
    We had a fantastic trip! Our tour guide David was both exceptionally knowledgeable and also just fun. They were
    Read more
    Houston, Texas
    Outstanding Wine Tour
    Our tour guide, Danny, was outstanding! He was extremely knowledgable about winemaking and about Montalcino wines
    Read more
    Charlotte, North Carolina
    Good day! Our tour guide, Davide, is one of the best at his job!
    We had a great day tasting Brunello's at three different wineries. Davide was our tour guide! He was very
    Read more
    Montalcino Wine Tour Far Exceeded our Expectations
    I scheduled this wine tour to celebrate my sister's birthday, and it far exceeded our expectations. From the day
    Read more
    Jim S
    Perfectly planned tour
    The tour was a perfect mix of incredible Tuscan landscape, history, wine tasting, conversation and learning a bit
    Read more
    Excellent Tour - David Made It Memorable!
    After much thought, we decided to take a full day to tour and taste Brunello wines. This tour became our most
    Read more
    A K
    Denver, Colorado
    A Perfect Day
    Our tour with Marella was fantastic. We got to visit three wineries as well as the hill town of Montalcino and
    Read more
    Wine tour Poderino winery , dinner Fattoria Poggio Alloro
    Awesome tour guides great drivers!!! David and Ambra! Wine tour Poderino winery ,sun set in San Gimignano ,dinner
    Read more
    Parksville, Canada
    Marella is a special tour guide with a big heart ❤️
    This trip was absolutely stunningly beautiful!! Marella was our tour guide and you could tell this isn’t just a
    Read more
    Atlanta, Georgia
    Superb in every way!!
    We loved every part of this tour - the wine and the wineries, the lunch , and our guide!! Double thumbs up, highly
    Read more
    Candice P
    Magical Day in Tuscan Countryside
    Elio was a passionate, knowledgeable guide who shared his love of Italy with humor. The lunch was especially
    Read more
    Groton, Connecticut
    A beautiful day
    3 vineyards, lunch with a wonderful family, gorgeous countryside. Our guide, David, was delightful and
    Read more
    Key Details
    • Duration: 4h
    • Mobile Ticket Accepted
    • Languages Offered: English, Italian
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