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2026

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2028

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Who is travelling?

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
From
US $795 per person

Best of Chianti: Walk & Wine

5 days
From Greve in Chianti to Tuscany
From
US $795 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

Best price guarantee Learn More

Plan your adventure:
Hiking & Trekking
Conquer epic trails and breathtaking landscapes
Self-guided
Independent exploration, backed by expert advice and support
Low Intensity
Travelers can expect some light physical activities
Guided in English
Ages 18+
Image of a map showing the route of the tour

Itinerary

  1. Intro

    Introduction

  2. Day 1

    Greve

    Greve
    Meals
    Breakfast
    Accommodation
    Guesthouse (Albergo Casa Al Sole)

    Optional Activities

    • Explore Piazza Matteotti and local wine shops
    • Sample Chianti Classico wine
    Landmarks
    Piazza Matteotti
    Itinerary Image 1Itinerary Image 2Itinerary Image 3
  3. Day 2

    Greve to Radda in Chianti

    Greve to Radda in Chianti
    Meals
    Breakfast
    Accommodation
    Hotel 4* (Palazzo Leopoldo Dimora Storica & Spa)

    Included Activities

    • Guided walk from Greve to Radda in Chianti through Chianti countryside

    Optional Activities

    • Coffee or light lunch in Panzano in Chianti
    Landmarks
    Montefioralle
    Panzano in Chianti
    Radda in Chianti
    Itinerary Image 1
  4. Day 3

    Radda in Chianti to Gaiole in Chianti

    Radda in Chianti to Gaiole in Chianti
    Meals
    Breakfast
    Accommodation
    Hotel 3* (Casa Vacanze Vertine)

    Included Activities

    • Guided walk from Radda in Chianti to Gaiole in Chianti through mixed forest and field terrain
    Landmarks
    Gaiole in Chianti
  5. Day 4

    Gaiole in Chianti to La Madonna

    Gaiole in Chianti to La Madonna
    Meals
    Breakfast
    Accommodation
    Hotel 4* (RICASOLI Brolio Agriroom)

    Included Activities

    • Guided walk from Gaiole in Chianti to La Madonna
    • Guided tour of Castello di Brolio
    • Chianti wine tasting at Castello di Brolio
    Landmarks
    Castello di Brolio
  6. Day 5

    Departure

    Departure
    Meals
    Breakfast

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What's Included

Expand All
  • Accommodation
  • Meals
  • Additional Services
  • Optional Extras

What's Not Included

  • Flights
  • Guide
  • Insurance
  • Additional Services
  • Transport

Where You'll Stay

All accommodations are subject to change

Operated by

Bookatrekking

Response time
within 3 days
Response rate
33%
Cancellation policy
Learn more

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Dates & Availability

Select departure month and travellers

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
Upcoming departures
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  • From Saturday
    26 Sep, 2026
    To Wednesday
    30 Sep, 2026
    English
    Check the availability with the operator
    Departure on request
    From:
    US$797 per person
    Price based on Shared Room
  • From Sunday
    27 Sep, 2026
    To Thursday
    1 Oct, 2026
    English
    Check the availability with the operator
    Departure on request
    From:
    US$797 per person
    Price based on Shared Room
  • From Monday
    28 Sep, 2026
    To Friday
    2 Oct, 2026
    English
    Check the availability with the operator
    Departure on request
    From:
    US$797 per person
    Price based on Shared Room
  • From Tuesday
    29 Sep, 2026
    To Saturday
    3 Oct, 2026
    English
    Check the availability with the operator
    Departure on request
    From:
    US$797 per person
    Price based on Shared Room
  • From Wednesday
    30 Sep, 2026
    To Sunday
    4 Oct, 2026
    English
    Check the availability with the operator
    Departure on request
    From:
    US$797 per person
    Price based on Shared Room
  • From Thursday
    1 Oct, 2026
    To Monday
    5 Oct, 2026
    English
    Check the availability with the operator
    Departure on request
    From:
    US$797 per person
    Price based on Shared Room
  • From Friday
    2 Oct, 2026
    To Tuesday
    6 Oct, 2026
    English
    Check the availability with the operator
    Departure on request
    From:
    US$797 per person
    Price based on Shared Room
  • From Saturday
    3 Oct, 2026
    To Wednesday
    7 Oct, 2026
    English
    Check the availability with the operator
    Departure on request
    From:
    US$797 per person
    Price based on Shared Room
  • From Sunday
    4 Oct, 2026
    To Thursday
    8 Oct, 2026
    English
    Check the availability with the operator
    Departure on request
    From:
    US$797 per person
    Price based on Shared Room
  • From Monday
    5 Oct, 2026
    To Friday
    9 Oct, 2026
    English
    Check the availability with the operator
    Departure on request
    From:
    US$797 per person
    Price based on Shared Room

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Download this tour’s PDF brochure and start tour planning offline

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More benefits
Can’t find the answer to your question?
From
US $795 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

Best price guarantee Learn More

Plan your adventure:

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Good to Know

Tour ID: 340720

  • 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 November 22nd, 2026 a full payment is necessary. For tours departing after November 22nd, 2026, a minimum payment of 30% is required to confirm your booking with Bookatrekking. 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 Bookatrekking will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Bookatrekking" 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
    • Cancellation terms may vary per tour. Please check for the full cancellation policy here.

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      TourRadar is an authorized agent of Bookatrekking, and we handle payments so you don't have to. Payment is securely transferred to the Operator based on your departure date.
  • Insurance

    Our travel protection from our award-winning partner, XCover, means you and your travel companions can book with peace of mind knowing there’s protection available in case your trip doesn’t go to plan. At checkout you will be able to select between different options in case you or the tour are eligible for insurance. In case no option is available, you are always able to purchase travel insurance outside of TourRadar.

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  • 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.

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