From

US $820 per person

Best of Chianti: Walk & Wine

5 days

•

Start and end in Greve in Chianti

View all

From

US $820 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

1 Adult2 Adults, 1 Child2 Children

Best price guarantee Learn More

Plan your adventure:

Operator: Bookatrekking
Hiking & Trekking: Epic trails and breathtaking landscapes await
Private Tour: Travel exclusively with your friends and family
Self-guided: Independent exploration, backed by expert advice and support
Low Intensity: Travelers can expect some light physical activities
Guided in English
Ages 18+

Itinerary

Day 1
Greve
Meals
Breakfast
Accommodation
Guesthouse (Albergo Casa Al Sole)
Optional Activities
- Explore Piazza Matteotti and its charming cafés
- Visit wine shops in Greve
- Sample Chianti Classico wine
Landmarks
Piazza Matteotti
Day 2
Greve to Radda in Chianti
Meals
Breakfast
Accommodation
Hotel (Palazzo Leopoldo Dimora Storica & Spa)
Included Activities
- Guided walk from Greve to Radda in Chianti
Optional Activities
- Coffee or lunch break in Panzano in Chianti
Landmarks
Montegonzi
Montefioralle
Panzano in Chianti
Radda in Chianti
Day 3
Radda in Chianti to Gaiole in Chianti
Meals
Breakfast
Accommodation
Hotel (Casa Vacanze Vertine)
Included Activities
- Guided walk from Radda in Chianti to Gaiole in Chianti
Landmarks
Gaiole in Chianti
Day 4
Gaiole in Chianti to La Madonna
Meals
Breakfast
Accommodation
Hotel (RICASOLI Brolio Agriroom)
Included Activities
- Guided tour of Castello di Brolio
- Chianti wine tasting at Castello di Brolio
- Guided walk from Gaiole in Chianti to La Madonna
Landmarks
Castello di Brolio
Day 5
Departure from La Madonna
Meals
Breakfast

Landmarks
Piazza Matteotti

Landmarks
Montegonzi
Montefioralle
Panzano in Chianti
Radda in Chianti

Landmarks
Gaiole in Chianti

Landmarks
Castello di Brolio

What's Included

Expand All

Accommodation
Meals
Additional Services
Optional Extras

What's Not Included

Flights
Transport

Where You'll Stay

All accommodations are subject to change

Albergo Casa Al Sole
Guesthouse
day 1
Palazzo Leopoldo Dimora Storica & Spa
Hotel
day 2
Casa Vacanze Vertine
Hotel
day 3
RICASOLI Brolio Agriroom
Hotel
day 4

Operated by

Bookatrekking

Number of tours

Age Range

18 to 80 years old

Response time

within 1 day

Response rate

50%

Bookatrekking.com is a tech-driven trekking platform that makes multi-day...

Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Dates & Availability

Select departure month and travellers

Select Date

1 Adult2 Adults, 1 Child2 Children

Upcoming departures

Hurry, deals only available for a limited time!

Ends on 22 Apr, 2026

From Sunday
19 Apr, 2026
To Thursday
23 Apr, 2026
English
Check the availability with the operator
Departure on request
From:
US $820 per person
Multiple Room Types
From Monday
20 Apr, 2026
To Friday
24 Apr, 2026
English
Check the availability with the operator
Departure on request
From:
US $820 per person
Multiple Room Types
From Tuesday
21 Apr, 2026
To Saturday
25 Apr, 2026
English
Check the availability with the operator
Departure on request
From:
US $820 per person
Multiple Room Types
From Wednesday
22 Apr, 2026
To Sunday
26 Apr, 2026
English
Check the availability with the operator
Departure on request
From:
US $820 per person
Multiple Room Types
From Thursday
23 Apr, 2026
To Monday
27 Apr, 2026
English
Check the availability with the operator
Departure on request
From:
US $820 per person
Multiple Room Types
From Friday
24 Apr, 2026
To Tuesday
28 Apr, 2026
English
Check the availability with the operator
Departure on request
From:
US $820 per person
Multiple Room Types
From Saturday
25 Apr, 2026
To Wednesday
29 Apr, 2026
English
Check the availability with the operator
Departure on request
From:
US $820 per person
Multiple Room Types
From Sunday
26 Apr, 2026
To Thursday
30 Apr, 2026
English
Check the availability with the operator
Departure on request
From:
US $820 per person
Multiple Room Types
From Monday
27 Apr, 2026
To Friday
1 May, 2026
English
Check the availability with the operator
Departure on request
From:
US $820 per person
Multiple Room Types
From Tuesday
28 Apr, 2026
To Saturday
2 May, 2026
English
Check the availability with the operator
Departure on request
From:
US $820 per person
Multiple Room Types

Why book with TourRadar?

Trusted and vetted operators
Rated excellent on
Best price guarantee

24/7 customer support
Earn $50 in travel credits

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

Can’t find the answer to your question?

Reach out to the experts at Bookatrekking with your enquiry, they usually respond within 1 day.

From

US $820 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

1 Adult2 Adults, 1 Child2 Children

Best price guarantee Learn More

Plan your adventure:

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 June 15th, 2026 a full payment is necessary. For tours departing after June 15th, 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
- Your money is safe with TourRadar, as we only pay the tour operator after your tour has departed.
- TourRadar is an authorized Agent of Bookatrekking. Please familiarize yourself with the Bookatrekking payment, cancellation and refund conditions.
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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Best of Chianti: Walk & Wine

Itinerary

Greve

Optional Activities

Greve to Radda in Chianti

Included Activities

Optional Activities

Radda in Chianti to Gaiole in Chianti

Included Activities

Gaiole in Chianti to La Madonna

Included Activities

Departure from La Madonna

Want to read it later?

What's Included

What's Not Included

Where You'll Stay