Chianti Walking & Wine

Chianti Walking & Wine

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8 Days From

$2617

$2245

Chianti Walking & Wine

8 Days Starting and ending in Castellina

Visiting: Pisa, Castellina in Chianti, Greve in Chianti, Radda in Chianti, Province of Siena, Chianti, Metropolitan City of Florence, San Gimignano

Tour operator:

Exodus

Tour code:

TDC

Guide Type:

Fully Guided

Group size:

5 - 16

Physical rating:

Leisurely / Moderate

Age range:

18-99

Special diets catered:

Please inform Exodus of specific dietary requirements

Tour operated in:
English
Activities:

Sightseeing, Walking

From:
$2617
$2245 (USD) Operator discount: -$372 -14%

This tour is no longer available, please see similar tours below or send an enquiry

Tour Overview

With its Renaissance cities, mediaeval villages and cypress-lined avenues snaking through vineyards, southern Tuscany is the perfect place for a relaxing guided walking holiday. Based at the tranquil Villa Casalta, on our tour we visit beautiful San Gimignano, the market town of Greve in Chianti, the UNESCO World Heritage Site of Siena and the magnificent city of Florence. During the week we sample several varieties of the world-renowned local Chianti and have the opportunity to learn more about Italian wine at the Wine School of Siena.



Highlights

  • Stay in a converted farmhouse

  • Enjoy the fabulous Chianti wines

  • Walk the classic rolling hills of Tuscany

Itinerary

Expand All

Day 1 : Start Castellina In Chianti.

Location: Pisa, Castellina in Chianti

Accommodation: Villa Casalta

Meals Included: Dinner

Start at Villa Casalta, our beautiful villa 2km from Castellina in Chianti.

In the evening our guide will hold a welcome meeting to discuss the week

ahead, give advice on the local area and answer any questions.



Day 2 : Visit Mediaeval Market Town Of Greve In Chianti And The Hilltop Village Of Montefioralle; Afternoon Wine Tasting In Castellina.

Location: Greve in Chianti

Accommodation: Villa Casalta

Meals Included: Breakfast, Dinner

Today we head to the mediaeval market town of Greve in Chianti walking

through a magnificent setting of olive groves and vineyards. On the way, we

will stop in the fortified hilltop village of Montefioralle, considered the

most ancient 'borgo' in Chianti. After lunch we enjoy a wine tasting in

a local winery before heading back to our farmhouse for dinner.



Day 3 : Walk To Radda In Chianti, The Heart Of The Chianti Area

Location: Radda in Chianti

Accommodation: Villa Casalta

Meals Included: Breakfast

This morning we will set out for a local history walk to the heart of the

Chianti area, covering the route from Villa Casalta to Radda in Chianti. We

will take a walk through local woodlands where we can admire the so famous

emerald vineyards valleys. In the afternoon we will have the chance to taste

the much acclaimed Chianti Classico wine at a local winery.



Day 4 : Travel To Siena And Explore The Stunning Historic Centre; Learn About Tuscan And Italian Wines At The Wine School.

Location: Province of Siena

Accommodation: Hotel

Meals Included: Breakfast, Dinner, Villa Casalta

After breakfast we make our way to the centre of Siena for a day exploring

this fascinating city. We have time to visit the numerous museums and

stunning Duomo and to relax in one of the many outdoor cafés in Piazza del

Campo, home of the world famous Palio horse race. Please note that shoulders

should be covered for entering the Duomo. You may also like to visit the many

boutiques specializing in local products and cutting edge Italian fashion. In

the afternoon we also have the opportunity to learn about Tuscan wines on a

1-hour fun interactive course at the Tuscan Wine School.



Day 5 : Free Day To Visit Other Chianti Villages Or Relax By The Pool.

Location: Chianti

Accommodation: Villa Casalta

Meals Included: Breakfast

Today is free to rest any tired legs at the poolside. Alternatively, your

leader can advise on local Chianti wine tasting tours and cooking classes or

offer assistance for unguided walks or daytrips.



Day 6 : Discover The Magnificent City Of Florence, Considered The Birthplace Of The Renaissance.

Location: Metropolitan City of Florence

Accommodation: Villa Casalta

Meals Included: Breakfast, Dinner

Our destination today is the magnificent city of Florence, the birthplace of

the Italian Renaissance with an enormous wealth of historical sites, museums,

galleries, churches and architectural delights. Most of the great artists,

thinkers and builders from Renaissance history passed through or lived in

Florence when it was under the rule of the Medici family, the most famous

patrons of the 16th century. But Florence is not just a Renaissance

showpiece: once you have had your fill of the historical trail there are many

other things to see and do. The city has not ceased to be a centre of

learning, and there is a university, many art and language schools and a

large student population to liven up the café-bars, restaurants and

nightclubs. There are also some great markets and chic boutiques. From April

to July, Florence also holds one of Europe's major cultural events, a

festival of opera and classical music called the Maggio Musicale Fiorentino.

There are no guided tours organised for the day but there's an option to join

one of the free walking tours in the morning. This will then leave you enough

time to visit the Uffizi galleries. If you wish to do so we recommend that

you prebook your ticket online to avoid lengthy queues. An ideal slot time

would be around 2 pm. it can be earlier if you're not interested in joining

the morning free walking tour. Tickets can be purchased through 

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. 



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Day 7 : Walk To Picturesque San Gimignano With Free Time To Explore Palazzo Comunale, Pinacoteca And Torre Grossa.

Location: San Gimignano

Accommodation: Villa Casalta

Meals Included: Breakfast, Dinner

After a  transfer to the quaint hamlet of San Donato, we walk through the

farm grounds following the pathway to Montauto and on up to the picturesque

mediaeval town of San Gimignano. The walk is not long and should take

approximately 3 hours. The afternoon is spent exploring this beautiful town

including visits to the Palazzo Comunale, Pinacoteca and Torre Grossa and

there is some free time to wander and soak up the atmosphere. 



Day 8 : End Castellina In Chianti.

Location: Castellina in Chianti, Pisa

Meals Included: Breakfast

Trip ends at Villa Casalta.



What's Included

  • Flights from London (if booking incl. flights)

  • All transport and listed activities

  • All breakfasts, 5 dinners, 3 wine tastings

  • All accommodation 

  • Tour leader throughout

What's Not Included

  • /Local taxes (approx. EUR 14 per person, see Trip Notes)/

  • Single accommodation (available on request)

  • Travel insurance

  • Visas or vaccinations

Accommodation

Surrounded by Tuscan hills, Hotel Le Renaie occupies a privileged spot in the little village of Pancole, just 4mi (6.5km) from San Gimignano. Here, the Sabatini family has created an intimate, friendly retreat with just 25 air-conditioned rooms and plenty of places to mingle.



Under the beautiful Italian summer sun, the swimming pool area (which has a separate hot tub) is the perfect place to cool down; alternatively, find a shady spot in the flower-filled gardens to sit, chat or read a book. Come evening, gather in the bar-restaurant for delicious Tuscan cuisine and a glass or two of excellent local wine. It’s a popular stop for Pancole residents, so you know it’s good. There are also games tables (table football, billiards and ping pong) to keep the entertainment going or you can take your drinks onto the bar terrace for views over the garden, which is filled with hydrangeas and citrus plants.



Amenities



Swimming pool (usually open May to mid-October)

Restaurant serving traditional Tuscan meals

Bar/cafeteria for light snacks and lunches (open every day)

Games tables



Worth knowing



A limited number of rooms have a balcony (facing the pool or garden) and these are assigned by the hotel

Pool opening dates are subject to local weather conditions and pool maintenance requirements; cooler months may not be suitable for swimming

Food


All breakfasts, 5 dinners and 3 wine tastings are included.

Breakfast is usually a continental-style buffet. The five included dinners
are taken at Villa Casalta (drinks not included). Vegetarian choices are
available - please advise us of dietary requirements on booking.

Videos

Check out our Q&As

  • Are children permitted to take part in the tour?

    Minimum 18 years old people can go on this tour.

  • Are flights included in this tour?

    International flights are not included with this tour.

  • Who is Exodus Travels?

    At Exodus Travels, we've been exploring the world for nearly 50 years. From Walking and Trekking, Cultural and Cycling, Responsible Wildlife, to Polar and our new Premium Adventures, we are proud to offer award-winning small group and self-guided tours to 100+ countries worldwide.

  • Is there a supplement for solo travellers?

    If you would like to be paired with a tour member of the same gender, there is no additional charge. A single supplement can be requested if you would like your own room.

  • What is the maximum group size?

    16

  • Do you require a visa for this holiday?

    No visa required for British passport holders. Please note in Italy it is compulsory to carry ID with you at all times.

  • Can you assist with pre or post tour accommodation?

    We are happy to assist with pre and post tour accommodation. Please enquire for detailed information.

  • Are the local guides on the tour English speaking?

    Yes.

  • Are vaccinations required for this tour?

    There are no specific health risks.

  • What happens if I need to change my holiday date once I’ve booked?

    If you wish to make any changes to your booking, particularly if you need to alter any flights booked through us, please let us know as soon as possible. There is a booking or flight amendment fee of £40 per change and flight amendments often incur extra airline costs depending on the changes to be made and if the ticket has been issued or not.

  • How long has the tour company been trading?

    Exodus has been trading since 1974

  • What documents will I receive before I travel?

    Your final joining instructions and flight details, if booked with us, will then be sent out 2 to 3 weeks before departure. If you would like a hard copy posted, or if you require these any earlier, please contact the customer operations team. We advise that if you are booking connecting travel before receiving these, please ensure you leave plenty of time.

  • Do you operate a “single share” option and how does it work?

    Travellers are welcome to opt to share a room with a tour member of the same gender for no additional charge. If you'd like your own room, we can request a single supplement so that you will have your own room throughout.

  • Can I join the tour once it has departed?

    You are welcome to meet the group after the tour has departed however there is no reduction in rate for joining a tour after the departure date.

Reviews from Travellers on this Tour

Italy October 2018

The Chianti Walking and Wine Tour was truly incred

The Chianti Walking and Wine Tour was truly incredible. It was a vacation for my personal sensory system....to touch the ground that leads to...….the smell of the crisp Italian forest air, the taste of the locally sourced wine and fresh cheese, to see the vineyards, the cypress trees and the villas and to hear the sound of silence and peace, that can only be found walking the Tuscany Country. The tour was about being aware and in the moment, then taking those memories and sharing them with friends.

CHIANTI: WALKING & WINE

The trip had a really good balance of activities,

The trip had a really good balance of activities, with plently to do while still leaving you time to relax and chill out. Tuscany is so beautiful and Fattoria Voltrona was a great place to stay. I would definitely recommend this trip to my friends.

Fabulous

A fabulous combination of walking the Tuscan count

A fabulous combination of walking the Tuscan countryside, combined with wine tastings and city visits. Alejandro was a brilliant leader. Villa Castalta is a perfectly adequate base for a walking holiday. The meals at the Villa are basic but wholesome. The restaurant used in the village were all different and very good. The best being Il Re Gallo. The 3 main walks are all interesting, each finishing in an interesting town for lunch and gelato! Despite the high temperatures during our week (highs of upper 30s) all the walks were at a a relaxed pace with plenty of stops along the route.

excellent trip

Wonderful combination of walks, wine , villages an

Wonderful combination of walks, wine , villages and cities, with a nice group of people. Weather sunny but not too hot, allowing half day hilly walks in comfort and the scenery was even better than anticipated, thanks to previous spring rain. The planning was excellent, but there was enough time to do our thing .

A memorable holiday

A really good balance between sightseeing, walking

A really good balance between sightseeing, walking and wine tasting from an excellently located villa

CHIANTI: WALKING & WINE

Another fantastic holiday by Exodus (Waymark).  Ou

Another fantastic holiday by Exodus (Waymark).  Our 7th trip.  And not our last.

Great trip

This was a really enjoyable trip with lots of inte

This was a really enjoyable trip with lots of interesting facets.

Chianti Walking and Wine Tour

This tour was fantastic! Staying at Casalta was e

This tour was fantastic! Staying at Casalta was excellent. It is located close to the township and the food and people were awesome. It was an excellent balance of walking, wine, and socialising with the group.

Wonderful trip!

The countryside walks were paced perfectly, with t

The countryside walks were paced perfectly, with time at the end of each to visit beautiful hilltop towns for leisurely lunches and sightseeing . Visits to Siena and Florence provided a taster for these beautiful cities. The wine tasting, particularly the Siena Wine School, was enjoyable, as was the Chianti imbibing throughout the week. Everything at Villa Casalta was very relaxed, owner and her staff friendly and helpful. I appreciated the tea and coffee making facilities set up in the sitting room for Exodus customers. I loved having day off mid week when I spent a leisurely day in Castellina.

Chianti Wine & Walking

A good balance of walking in the countryside with

A good balance of walking in the countryside with visits to towns & cities for that cultural fix. The wine tasting was something I would not usually have done but I learnt from it & found it enjoyable

Read all 62 reviews

Dates & Availability

Saturday - Saturday

May 04, 2024 - May 11, 2024
$2677 $2550 (USD)

Operator discount: -$127 (USD)

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Operator discount: -$358 (USD)

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Aug 24, 2024 - Aug 31, 2024
$2617 $2245 (USD)

Operator discount: -$372 (USD)

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Operator discount: -$253 (USD)

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Sep 21, 2024 - Sep 28, 2024
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Sep 28, 2024 - Oct 05, 2024
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Operator discount: -$133 (USD)

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Oct 12, 2024 - Oct 19, 2024
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Operator discount: -$148 (USD)

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Oct 19, 2024 - Oct 26, 2024
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Operator discount: -$148 (USD)

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Apr 05, 2025 - Apr 12, 2025
$2770 (USD)
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Sep 20, 2025 - Sep 27, 2025
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Sep 27, 2025 - Oct 04, 2025
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Oct 11, 2025 - Oct 18, 2025
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Book with Confidence

  • Transfer as credit to Future Tours

    Exodus allows you to transfer existing payments to a future tour to avoid cancellation fees if you can't travel and inform exodus, 43 days before departure.

  • Low Deposit

    Exodus requires a minimum deposit of 25% or the full booking value, whichever is less, with the final balance not due until 90 days before departure.

  • Cancellation Policy

    We don't charge a cancellation fee, here is a summary of exodus charges.

    Up to 70 days before tour starts: Forfeit 100% of deposit.