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Tuscany Hiking Tour from Siena Including Wine Tasting

121 Reviews 4.92 out of 5 stars Based on 121 traveler reviews collected by Cool Destinations and TripAdvisor | Recommended by 99% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Siena, Italy

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On average, this is booked 28 (0) days in advance.

4 hours (approx.)
Mobile ticket
Offered in: English

Overview

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).

What's Included

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

Meeting point

53100 Siena
Province of Siena, Italy

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

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.

Sample Menu

Additional Info

  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for pregnant travelers
  • Not recommended for people with physical disabilities or unable to walk on uneven ground and countryside footpaths for 3 hours
  • Comfortable shoes are recommended
  • This tour/activity will have a maximum of 16 travelers

Frequently Asked Questions

(7)

Q: What is the cancellation policy for the Tuscany Hiking Tour from Siena Including Wine Tasting?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CEST).This tour 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. Read more Apr 2025

Cancellation Policy

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

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Activity code: C-5493HIKE

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Reviews

4.92
121 reviews

Average 4.92 out of 5 stars based on 121 traveler reviews collected by Cool Destinations and partner sites such as Trustpilot, Viator, and TripAdvisor

5 stars
112
4 stars
8
3 stars
1
2 stars
0
1 star
0

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On average, this is booked 28 (0) days in advance.

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What's Included

Activity name

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

Additional Info

Activity name

  • Service animals allowed
  • Public transportation options are available nearby
  • Not recommended for pregnant travelers
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness
  • Not recommended for people with physical disabilities or unable to walk on uneven ground and countryside footpaths for 3 hours
  • Comfortable shoes are recommended
  • This tour/activity will have a maximum of 16 travelers
  • Operated by a business

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For your protection and stress-free bookings, use our secure platform to pay for bookings. Tuscan Escapes by Papilio SRL

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Free Cancellation

100% refund
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You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CEST).
  • This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This tour 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.

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