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2026

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Who is travelling?

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From
US $3,375 per person

Tuscany Walks & Chianti Wines

8 days
From Pancole to Florence
4.5
26 traveler reviews
From
US $3,375 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

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2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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Plan your adventure:
Hiking & Trekking
Epic trails and breathtaking landscapes await
Fully Guided
An experienced guide will be with you for the entire tour
Medium Intensity
Travelers should be comfortable with somewhat-demanding activities
Guided in English
Group Size 4 - 18
Ages 18+
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Pancole

    Meals
    Dinner (Group welcome dinner)

    Included Activities

    • Group welcome dinner
    Landmarks
    San Gimignano
    Itinerary Image 1
  2. Day 2

    Gambassi Terme - San Gimignano

    Meals
    Breakfast, Dinner

    Included Activities

    • Walk a section of the Via Francigena from Gambassi Terme to San Gimignano
    • Farm tour and wine tasting at Azienda Agricola Pietralta (three glasses of wine, trio of cheeses)
    Landmarks
    Via Francigena
    Gambassi Terme
    San Gimignano
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  3. Day 3

    Radda in Chianti

    Meals
    Breakfast

    Included Activities

    • Scenic circular walk in Radda in Chianti through woodlands and vineyard valleys

    Optional Activities

    • Chianti classico wine tasting at local wineries
    Landmarks
    Radda in Chianti
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  4. Day 4

    Siena

    Meals
    Breakfast, Dinner

    Included Activities

    • Train journey to Siena
    • Guided tour of Siena with visits to landmarks, contrada museum, and traditional shops
    • One-hour wine lecture at Palazzo delle Papesse

    Optional Activities

    • Visit to Siena Cathedral
    Landmarks
    Siena
    Siena Cathedral
    Palazzo delle Papesse
    Itinerary Image 1Itinerary Image 2
  5. Day 5

    Pancole

    Meals
    Breakfast

    Optional Activities

    • Local chianti wine-tasting tours
    • Cooking classes
    • E-bike hire
    • Vespa hire
    • Unguided walks
    • Day trips to other Chianti villages
  6. Day 6

    Florence

    Meals
    Breakfast, Dinner

    Included Activities

    • Train journey to Florence
    • Guided walking tour of Florence

    Optional Activities

    • Visit to the Uffizi Gallery (The Birth of Venus by Botticelli, Medusa by Caravaggio, and other Renaissance works)
    Landmarks
    Florence
    Uffizi Gallery
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  7. Day 7

    San Gimignano

    Meals
    Breakfast, Dinner (Farewell dinner)

    Included Activities

    • Transfer to San Gimignano
    • Visit to Palazzo Comunale (Pinacoteca art gallery)
    • Wine tasting at Cesani estate with bruschetta, extra-virgin olive oil, cheeses, and charcuterie
    • Free time to explore San Gimignano

    Optional Activities

    • Climb Torre Grossa (54m medieval tower)
    Landmarks
    San Gimignano
    Palazzo Comunale
    Torre Grossa
    Cesani estate
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  8. Day 8

    Pancole

    Meals
    Breakfast
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What's Included

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

What's Not Included

  • Flights
  • Insurance
  • Optional
  • Additional Services
4.4
(12,377 reviews)

Number of tours

457

Age Range

16 to 80 years old

Response time

within 2 days

Response rate

76%

For almost 50 years Exodus has been a pioneer of active small group adventure...

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Sustainability Initiatives

Reduce Carbon Emissions

Animal Welfare

Supporting Destinations

Sustainability Programs

Other

Your Peace of Mind Options

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Traveler Moments

Traveler Reviews

4.5
Overall rating based on 26 Reviews
  • Itinerary
    4.8
  • Transport
    4.6
  • Guide
    5.0
  • Accommodation
    4.4
  • Food
    4.4
  • 4.4

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  • Tuscany Walks & Chianti Wines reviewer 1
    October 19th, 2025
    5
    A fantastic experience, venue and mix of activities. Most importantly our guide Roberta went out of her way to make...
    Show more
    Traveled in September 2025
    Reply from: Exodus Adventure Travels
    We will be passing along your comments to our local team to make sure they hear about it. We are so happy you enjoyed Tuscany Walks & Chianti Wines tour. We hope that you will continue to tell others about your amazing adventure and we hope you will choose Exodus for the next one! -Exodus Travels
    Show more
  • J
    May 11th, 2024
    5
    Everything from our amazing tour leader Jordan to Hotel Le Renaie was perfect. Sad to leave the amazing scenery and...
    Show more
    Traveled in May 2024
    Reply from: Exodus Adventure Travels
    We would like to sincerely thank you for taking the time to post a review of your experience on our Tuscany Walks & Chianti Wines tour and we are so pleased to hear that you enjoyed your adventure. We were especially happy to hear your feedback on your guide and hotel and have shared your comments with our local team. Thank you again and we hope you’ll choose Exodus for your next adventure! -Exodus Travels
    Show more
  • M
    October 27th, 2019
    5
    The lodging was great and the guide, Liz was very competent both driving and guiding .
    Traveled in October 2019
  • J
    June 6th, 2019
    4.5
    This was the best group tour I've taken with a great mix of activities and down time. Also simply fab and idyllic...
    Show more
    Traveled in May 2019
  • E
    October 1st, 2018
    4.5
    Almost everything was very good or excellent. In particular: (1) Our guide Liz (superb - went way beyond our...
    Show more
    Traveled in September 2018
  • A
    October 27th, 2011
    3
    As on a previous Exodus holiday,the very disparate group 'bonded' well and quickly and we had a lot of fun . What...
    Show more
    Traveled in September 2011
  • A
    October 29th, 2010
    5
    This was our first Exodus trip and it didn't disappoint. We went in September so the number of tourists at key places...
    Show more
    Traveled in September 2010
  • A
    July 10th, 2010
    5
    I had a really good time on this trip back in May - all was good - leader, accommodation, food, company and most...
    Show more
    Traveled in June 2010
  • A
    November 12th, 2009
    3
    A good and undemanding mix of walking, wine, sight-seeing and shopping in a lovely location. What was the most...
    Show more
    Traveled in October 2009
  • A
    May 22nd, 2009
    5
    Wine, walking, wonderful weather! The beautiful scenary of Tuscany, the wealth of architecture in the towns and...
    Show more
    Traveled in April 2009

Dates & Availability

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2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Upcoming departures
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    11 Apr, 2026
    To Saturday
    18 Apr, 2026
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    To Saturday
    9 May, 2026
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    23 May, 2026
    To Saturday
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    13 Jun, 2026
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    20 Jun, 2026
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    29 Aug, 2026
    To Saturday
    5 Sep, 2026
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  • From Saturday
    12 Sep, 2026
    To Saturday
    19 Sep, 2026
    English
    Almost Sold Out
    This departure date is available and will 100% depart
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  • Instant Confirmation
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    26 Sep, 2026
    To Saturday
    3 Oct, 2026
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  • Instant Confirmation
    From Saturday
    10 Oct, 2026
    To Saturday
    17 Oct, 2026
    English
    Filling Fast
    This departure date is available and will 100% depart
    Guaranteed departure
    From:
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    Multiple Room Types
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What our customers ask about this tour

The content in our FAQ section is subject to change.
All questions
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  • D

    Deborah

    Asked on March 21st, 2024

    Can this tour be customised for 3 days for us?

    Other
    Tour Details
  • B

    Brooke

    Asked on June 15th, 2022

    Would our train stop be Pisa? How far from the train station is the Villa where we would be staying? What will the average temperature be in Chianti from September 2-10?

    Tour Details
    Transport
    • Exodus Adventure TravelsOperatorWritten June 2022

      It is possible to reach Villa Casalta from Pisa airport by public transport but it can be very time consuming. Firstly you catch the train from Pisa airport to Siena. You will have to change in Empoli and sometimes in Pisa Centrale. It takes approximately 2 hours to reach Siena. The cost will vary between €10 and €15. Once in Siena, exit the station and find the stop for bus no. 125 Siena-Castellina - Radda Lucarelli, going in the direction of Castellina Chianti. The hotel can offer a pick-up service from Castellina.

    • B

      Brooke

      TravelerWritten June 2022

      Where would the best train stop be from Rome? Sienna and not Pisa? I'm trying to judge what time on September 2 we would need to leave Rome by train and what train stop gets us closest to the Villa.

    • Exodus Adventure TravelsOperatorWritten June 2022

      If you are training into Siena though, once in Siena, exit the station and find the stop for bus no. 125 Siena-Castellina - Radda Lucarelli, going in the direction of Castellina Chianti. The hotel can offer a pick-up service from Castellina.

    • B
      2 more answers
  • T

    Timothy

    Asked on February 14th, 2022

    do you book any air travel for the trip? Are there dinners every night? Are the walking and hiking trails fairly smooth? (we are in our 70s)

    Age Range
    Flights / Transfers
    Meals
    Tour Details
    • Exodus Adventure TravelsOperatorWritten February 2022

      At this time, we are only able to arrange the group flights from/to London, UK. You can certainly join this flights at an additional cost, or you can choose to make your own way to Pisa from your home airport. We include breakfast each day and 5 dinners in terms of meals. I have personally done this trip and I found the trails to be quite smooth and level for the most part. There is a section where you walk on tarmac and this can be slippery if there is loose gravel. As well, there is a short potion of one of the walks where you walk through a bit of forest. With this in mind, I would suggest either footwear with good soles that have grips, or some walking poles for these sections.

  • B

    Bill

    Asked on February 13th, 2022

    will the hotel be the same one throughout the trip? Villa Casalta/ where is this located?

    Accommodation
    Tour Details
    • Exodus Adventure TravelsOperatorWritten February 2022

      You will spend 7 nights at Villa Casalta in Castellina, a renovated farmhouse with swimming pool and en suite facilities. The villa is family-run and known for the fine home-made food prepared with traditional ingredients and locally produced wines and olive oil. Free Wi-Fi available.

  • R

    Rob

    Asked on February 1st, 2017

    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?

    Transport
    • Exodus Adventure TravelsOperatorWritten February 2017

      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.

Can’t find the answer to your question?
Reach out to the experts at Exodus Adventure Travels with your enquiry, they usually respond within 2 days.
From
US $3,375 per person

Price based on Cheapest Room

Price based on Shared Room

Price based on Private Single Room

Price based on Private Double Room

Select Date

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
Save and compare this adventure

Best price guarantee Learn More

Plan your adventure:

Good to Know

Tour ID: 33511

  • 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 July 13th, 2026 a full payment is necessary. For tours departing after July 13th, 2026, a minimum payment of 25% is required to confirm your booking with Exodus Adventure 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 120 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 Adventure Travels will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Exodus Adventure Travels" 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.

Videos

  • Western Europe Travel Guide
  • Exodus Travels - Your Guide to Walking Adventures
Western Europe Travel Guide

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec