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Tuscany Walking & Hiking Tour

8 days
•
Start and end in Cortona
5.0
1 traveler review
Tuscany Walking & Hiking Tour - Caspin Journeys
From
US $3,943
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Plan your adventure:
  • Hiking & Trekking
  • Group
  • Fully Guided
  • Explorer
  • Personalized
Operator
Caspin Journeys
Group Tour
Join a group and forge lifelong friendships
Fully Guided
An experienced guide will be with you for the entire tour
Guided in English
Group Size 6 - 10
Age range 25 to 82
Image of a map showing the route of the tour

Highlights

  • Medieval Siena, home of the famous Palio horse race.
  • Etruscan Cortona and San Quirico D'Orcia.
  • Vino Nobile di Montepulciano — Hill towns and delicious wine.
  • Natural hot springs at Bagno Vignoni.
  • Wellness Thermal Spa visit.
  • Monte Oliveto Monastery with frescoed cloister. Ochre-tinged, Crete Senesi hills.
  • Rolling landscapes, brilliant light and breathtaking mediaeval villages.
  • Renaissance Pienza and Montepulciano

Itinerary

Expand All
  1. Introduction
  1. Day 1 Cortona
  2. Day 2 A walk in the footsteps of the Etruscans and Saint Francis
  3. Day 3 A walk between the hill towns of Montepulciano and Monticchiello
  4. Day 4 Siena and Hot thermal springs
  5. Day 5 Exploring the hills of Cortona; MAEC museum
  6. Day 6 Walking the scenic Val D'Orcia from Pienza to Bagno Vignoni
  7. Day 7 Abbey of Monte Oliveto and its artistic Treasures
  8. Day 8 Departure
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What's Included

Expand All
  • Accommodation
  • Insurance
  • Meals
  • Additional Services
  • Transport

What's Not Included

  • Flights
  • Guide
  • Optional
  • Additional Services

Adventure Type

Choose the type of organized adventure that suits your preferences.
  • Group Adventures
    Join a group and forge lifelong friendships.
    What to expect
    • Group of 10 travelers max.
    • Fast booking confirmation
    • Carefully planned itineraries
    • Travel with like-minded people
    Starting at
    US $3,943 / traveler
    Check availability
  • Personalized Adventures
    Customize an existing itinerary or create your own.
    What to expect
    • Travel with your own group of min. 6 travelers
    • Choose your preferred dates and duration
    • Upgrade your accommodation
    • Customize the itineraries
    After requesting a quote, we will get back to you with a price based on your requirements.
    Request quote

Operated by

Caspin Journeys

5.0
(131 reviews)

Number of tours

17

Age Range

25 to 80 years old

Response time

within 1 day

Response rate

100%

Our journeys are for people who have a passion for the Outdoors, History and...

Read more

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
    5.0
  • Itinerary
    Excellent
    5.0
  • Guide
    Excellent
    5.0
  • Transport
    Excellent
    5.0
  • Accommodation
    Excellent
    5.0
  • Food
    Excellent
    5.0
  • Tour Operator
    Caspin Journeys
    5.0
  • KL
    · October 5th, 2024
    I can't say enough about Caspin Journeys. The hosts were wonderful and made us feel like family right away. So well organized and planned out. The views were incredible along the way and even though there was a lot of walking, the pace was comfortable. Every detail was planned perfectly. The food was outstanding, and the small group size made it easy to get to know everyone. Would definitely recommend this tour company to anyone thinking of going to Europe.
    Show more
    Trip date: September 2024

Dates & Availability

8 days
Tuscany Walking & Hiking Tour
From Cortona to Cortona

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    • 24/7 customer support
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    To protect your payment and ensure your booking will be processed in United States, never transfer or communicate outside of the TourRadar website or app.

More benefits
Select a departure month
  • Upcoming departures
  • September 2025
  • May 2026
Select The Travel Month

Upcoming departures
  • From Wednesday
    24 Sep, 2025
    To Wednesday
    1 Oct, 2025
    From:
    $3,781
  • Instant Confirmation
    From Monday
    18 May, 2026
    To Monday
    25 May, 2026
    English
    Multiple Room Types
    From:
    $3,943
Can’t find the answer to your question?
Reach out to the experts at Caspin Journeys with your enquiry, they usually respond within 1 day.

Good to Know

Tour ID: 209940

  • Currency
    €
    Euro
    Italy
  • Plugs & Adapters

    As a traveler from USA, Canada, England, Australia, New Zealand, South Africa you will need an adaptor for type L.

    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 June 15th, 2025 a full payment is necessary. For tours departing after June 15th, 2025, a minimum payment of 25% is required to confirm your booking with Caspin Journeys. 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 80 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 Caspin Journeys will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Caspin Journeys" 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 traveler, 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.
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