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24 reviews
Chianti Walking & Wine - Exodus Travels
8 days

Chianti Walking & Wine

From Pisa to San Gimignano
Tour Operator:
Exodus Travels
Max group size:
Age range:
18 to 99
Operated in:
Tour id:
Private available:
US $1,749
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Start planning your tour
Image of a map showing the route of the tour


  • Take a stroll through the classic rolling hills of Tuscany
  • Spend your nights in a converted local farmhouse
  • Tantalise your tastebuds with fabulous Chianti wines
  • Gaze at the masterpieces of Michelangelo’s Florence

Travel, Your Way

Travel Privately

You can request to book this tour, travelling only with people you know.


Start in Pisa and end in San Gimignano! With the Hiking & Trekking tour Chianti Walking & Wine, you have a 8 days tour package taking you through Pisa, Italy and 6 other destinations in Italy. Chianti Walking & Wine includes accommodation, an expert guide, meals, transport and more.
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  1. Introduction
  1. Day 1: Start Castellina in Chianti.
  2. Day 2: Visit mediaeval market town of Greve in Chianti and the hilltop village of Montefioralle; afternoon wine tasting in Castellina.
  3. Day 3: Walk to Radda in Chianti, the heart of the Chianti area
  4. Day 4: Travel to Siena and explore the stunning historic centre; learn about Tuscan and Italian wines at the Wine School.
  5. Day 5: Free day to visit other Chianti villages or relax by the pool.
  6. Day 6: Discover the magnificent city of Florence, considered the birthplace of the Renaissance.
  7. Day 7: Walk to picturesque San Gimignano with free time to explore Palazzo Comunale, Pinacoteca and Torre Grossa.
  8. Day 8: End Castellina in Chianti.
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What's Included

Expand All
  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport
  • Flights
  • Insurance
  • Optional
  • Additional Services

Customer Reviews

  • Overall Rating
  • Itinerary
  • Guide
  • Transport
  • Accommodation
  • Food
  • 4.4
  • Most Recent
  • Most Popular
  • Highest First
  • Lowest First
  • M
    · October 27th, 2019
    The lodging was great and the guide, Liz was very competent both driving and guiding .
    Trip date: October 2019
  • JA
    · June 6th, 2019
    This was the best group tour I've taken with a great mix of activities and down time. Also simply fab and idyllic scenery and Liz was a great tour leader
    Trip date: May 2019
  • EL
    · October 1st, 2018
    Almost everything was very good or excellent. In particular: (1) Our guide Liz (superb - went way beyond our expectations), (2) The group & group dynamic, (3) two of the three main walks, (4) Sienna trip, (5) the evening meals, greatly enhanced by the... Show more
    Trip date: September 2018
  • A
    · October 8th, 2013
    Another fantastic holiday by Exodus (Waymark).  Our 7th trip.  And not our last.What was the most inspirational moment of your trip?Walking through the Tuscan countryside.  Absolutely beautiful.What did you think of your group leader?Ale is just the... Show more
    Review collected by Exodus Travels
  • A
    · June 18th, 2013
    My first trip as a single traveller, I needn't have worried. The whole experience was fantastic. Good food ,wine, excellent company together with a well planned itinery. The walking pace was sentitive to the groups ability add the trips,wine tasting and... Show more
    Review collected by Exodus Travels
  • A
    · June 14th, 2013
    This was our first walking holiday and we will definitely do it again, we loved it.What was the most inspirational moment of your trip?The trip to Sienna was a fabulous day.What did you think of your group leader?Nothing was too much trouble, he... Show more
    Review collected by Exodus Travels
  • A
    · June 4th, 2013
    Our first Exodus trip and it won't be the last. A very good taster for finding fitness levels and gauging whether or not this holiday type is for you.What was the most inspirational moment of your trip?Some of the views across the Tuscany hills and... Show more
    Review collected by Exodus Travels
  • A
    · September 24th, 2012
    great mix of a holiday, fantastic scenery, walking 95% off roads, great sight seeing too!!What was the most inspirational moment of your trip?having breakfast as the mist cleared revealing the tuscan view - beautiful.What did you think of your group... Show more
    Review collected by Exodus Travels
  • A
    · June 25th, 2012
    A very well put together trip.What was the most inspirational moment of your trip?The wealth of knowledge of our leader was apparent from day one and hearing of all of his experiences both in Italy and around the rest of the globe was fantastic. The... Show more
    Review collected by Exodus Travels
  • A
    · May 23rd, 2012
    Wonderful guides, people, scenery, walks, wine and accommodations. Everything was excellent.What was the most inspirational moment of your trip?Standing on the balcony at Fattoria Voltrona looking at the incredible scenery.  I love Australia but this... Show more
    Review collected by Exodus Travels

Dates & Availability

8 days
Chianti Walking & Wine
From Pisa to San Gimignano
No credit card fees


Take advantage of our 0% interest instalment plan on selected departures. Learn More

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  • Upcoming departures
  • April 2021
  • May 2021
  • June 2021
  • August 2021
  • September 2021
  • October 2021
  • April 2022
  • May 2022
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Upcoming departures

Frequently Asked Questions

  • Please could you advise if the transport includes a pick up from the Pisa airport to the Villa Casalta and the return to Pisa airport on the day of departure?

    We operate one return transfer for the group between the Pisa airport and the accommodation on the first and last day of the trip. This transfer will operate in accordance with the group flight times.

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Good to Know

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  • Payment information
    • For any tour departing before January 2nd, 2021 a full payment is necessary. For tours departing after January 2nd, 2021, a minimum payment of 20% is required to confirm your booking with Exodus Travels. 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 75 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 Exodus Travels will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Exodus Travels" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
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