Tuscany Hiking Tour from Siena Including Wine Tasting
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)
Meeting Location
53100 Siena
Province of Siena, Italy
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
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.
Additional Info
- 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
Frequently Asked Questions (8)
Q: What is the cancellation policy for the Tuscany Hiking Tour from Siena Including Wine Tasting?
Cancellation Policy
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Activity code: C-5493HIKE
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Average 4.91 out of 5 stars based on 125 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor
Additional Info
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Frequently Asked Questions (8)
The answers provided below were previously given in response to questions from Cool Shore Excursions customers.
Filter by:
- 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 (CET).
- 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.
- Wine samples.
- Transport by air-conditioned minivan.
- Guide.
- Hotel pickup and drop-off.
- Gratuities.
- Food and drinks (unless specified).
This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Apr 2025There is no minimum age for this tour, so bring your wee one along for an adventure..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Tuscany Hiking Tour from Siena Including Wine Tasting is as follows:
- 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
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Tuscany Hiking Tour from Siena Including Wine Tasting will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- Wine samples
- Transport by air-conditioned minivan
- Guide
- Hotel pickup and drop-off
- Gratuities
- Food and drinks (unless specified)
Additional Info
- 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
