Tuscany Hiking Tour from Siena Including Wine Tasting

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Tuscany Hiking Tour from Siena Including Wine Tasting

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(122)
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 US$69.80  per guest
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Adult x1
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Check Availability
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Earliest available date: September 17, 2026
Free cancellation (24 hours notice)
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For each guest that attends this experience, byFood will donate
10 meals
Summary
Experience Details
What You’ll Experience
Where to Meet
Reviews
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Duration
4 hours
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Number of Guests
1 - 8 guests
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Language
English
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Other
Vegetarian, Pet-friendly
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Digital Ticket
Mobile or paper ticket accepted
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For each guest that attends this experience, byFood will donate
10 meals

Experience Details

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 3-4 different local, organic wines. Return to Siena at your own leisure by bus (bus tickets provided).

Sample Menu

STARTER
3-4 different local organic wines
guided tasting of local wines that are explained by the producer

What You Get

Wine samples
Transport by air-conditioned minivan
Guide
Hotel pickup and drop-off
Gratuities
Food and drinks (unless specified)

Good To Know

  • Not recommended for people with physical disabilities or unable to walk on uneven ground and countryside footpaths for 3 hours
  • Travelers should have at least a moderate level of physical fitness
  • Not recommended for travelers with poor cardiovascular health
  • Public transportation options are available nearby
  • Not recommended for pregnant travelers
  • Comfortable shoes are recommended

What You’ll Experience

Meet at the Siena train station (in front of pharmacy) at 9:00am. Give your mind a peaceful rest from the noise of the crowded towns and follow your expert guide on a pleasant walk along the Via Francigena, an ancient pilgrim's route that became the main artery to reach Rome throughout the Middle Ages. This route - a spiritual pilgrimage as well as a wealthy trade route - enjoyed today by pilgrims and hikers alike enable you to experience the beauty of the Tuscan countryside and the glory of its medieval past, still present in its wonderfully preserved castles and villages. Walk through forests and fields, vineyards and olive groves from Siena to the imposing fortress of Monteriggioni, a medieval town built by the Sienese as a bastion of defense in their wars against Florence. In Monteriggioni you will enjoy a guided tasting of local organic wines before enjoying leisure time to explore the town. You will be given a bus ticket to return to Siena at your own leisure (bus stop is nearby with multiple return options). Suitable for anyone in good physical condition, comfortable clothing and shoes are highly recommended.

Meeting & Pickup

Meeting Point

Siena FS, Siena Province of Siena Tuscany, Italy, IT, 53100

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Starting point is from outside the pharmacy next to the train stations main entrance.
End Point

This experience ends at the meeting point.

Cancellation Policy

Cancel your booking at least 24 hours before the experience start time to receive a full refund.

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Reviews
4.9
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based on 122 reviews
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(Viator)
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Easy walk with nature guide
June 09, 2026

Easy 8km walk from La Ville to Monteriggioni. Well paced walk. Guide was a nature guide and could point out animals, trees and fruit along the way.

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(Viator)
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Beautiful hike with very...
June 08, 2026

Beautiful hike with very knowledgeable guide on the Via Francigena, up to Monterregioni for a lovely wine tasting. Hike was longer than I thought based on Viator description; but guide was great an...read more

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(TripAdvisor)
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Pure Tuscany, exploring on foot
May 24, 2026

Pick up at Siena train station with a van from the well organized Tour Provider to the departure point, Osteria Ceppo, beautiful local restaurant. Active experience for nature lovers and hikers, ed...read more

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(TripAdvisor)
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Easy Way to Walk Hills and Learn
May 19, 2026

Giovani was very informative, ofcourse he knew a lot about the area but also the plants / trees we saw during our walk. We really enjoyed his company and it was a fun 4 hours. Will recommend to fri...read more

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(TripAdvisor)
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Incredible walk through the Tuscan countryside!
May 18, 2026

What can I say? I loved this tour so much in 2025 I booked it again for my trip in 2026! Walking on the Via Fragcigena through the Tuscan countryside is my happy place! Our guide, Giovanni, did a w...read more

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