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Tuscany: hilltop towns of Val d’Orcia & Siena (Self-guided Walking Tour)

8 days
From Montepulciano to Siena
4.5
2 traveler reviews
Tuscany: hilltop towns of Val d’Orcia & Siena (Self-guided Walking Tour) - Traventuria

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Plan your adventure:
Tour Operator:
Traventuria
Max group size:
8
Age range:
10 to 75
Operated in:
English
Tour id:
216388
Image of a map showing the route of the tour

Highlights

  • Explore the Renaissance town of Montepulciano
  • Taste pecorino cheese in UNESCO-listed Pienza
  • Relax at the thermal baths in Bagno Vignoni
  • Hike through vineyards in the Brunello region
  • Discover the medieval city of Siena

Itinerary

Expand All
  1. Introduction
  1. Day 1 Arrival at Montepulciano
  2. Day 2 Montepulciano to Pienza (13-15km, 4hrs, +390m/-500m)
  3. Day 3 Pienza to Bagno Vignoni (12km, 4hrs, +200m/-420m)
  4. Day 4 Bagno Vignoni to Sant’Antimo and transfer to Montalcino (14km, 4,30hrs, +230m/-190m)
  5. Day 5 Montalcino to Buonconvento (15-18km, 5hrs, +320m/-620m)
  6. Day 6 Loop walk to Monte Oliveto Maggiore Monastery (14km, 4,30hrs, +390m/-460m)
  7. Day 7 Transfer to Monteroni d’Arbia and walk to Arbia; then train to Siena (10km, 3,30hrs, +230m/-190m)
  8. Day 8 Departure day
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What's Included

Expand All
  • Accommodation
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Guide
  • Additional Services

Operated by

Traventuria

4.9
(119 reviews)

Number of tours

31

Age Range

10 to 70 years old

Response time

within 1 day

Response rate

100%

Traventuria is specialized in providing guided and self-guided hiking tours in Bulgaria and to more than 20 countries across Europe.

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Customer Reviews

  • Overall Rating
    Excellent
    4.5
  • Itinerary
    Good
    4.0
  • Guide
    Good
    4.0
  • Transport
    Good
    4.0
  • Accommodation
    Good
    4.0
  • Food
    Good
    4.0
  • 4.9
  • LC
    · May 16th, 2023
    We enjoyed our trip & most all of the hotels & breakfasts. The walk was a lot harder than anticipated; what was described as an easy walk turned out to be a lot of steep uphill terrain. We thought the price was great & we always received our luggage on time. Having to confirm our transfers was a problem as no one spoke English & they didn’t understand my Italian. All in all we had a great time & found the navigation APP helpful. We saw some beautiful landscapes & scenery but were so tired by the time we got to town we didn’t really get to enjoy the towns as we would have liked.
    Show more
    Traventuria commented on this review
    Dear Linda, Thank you for your feedback. I am happy to read the tour has been enjoyable to you. Different people have different perception of what is easy, moderate or difficult. In general we avoid using such terms for the above reasons. This is why... Show more
    Trip date: May 2023
  • Tuscany: hilltop towns of Val d’Orcia & Siena (Self-guided Walking Tour) reviewer 2
    · August 16th, 2022
    Nice tour. Well organized. The Tuscan towns are amazing. We got a hire car right after the tour, and explored other towns and villages. June is a bit too warm, so maybe we should have planned to travel earlier in spring.
    Trip date: June 2022
Can’t find the answer to your question?
Reach out to the experts at Traventuria with your enquiry, they usually respond within 1 day.

Good to Know

  • Currency
    Euro
    Italy
  • Plugs & Adapters

    As a traveller from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for types C, E, F, L.

    Type C
    Italy
    Type E
    Italy
    Type F
    Italy
    Type L
    Italy
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before January 20th, 2025 a full payment is necessary. For tours departing after January 20th, 2025, a minimum payment of 30% is required to confirm your booking with Traventuria. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 60 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Traventuria will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Traventuria" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveller, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.