Chianti Walking & Wine

Chianti Walking & Wine

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8 Days From

$2617

$2183

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
$2183 Operator discount: -$372 Exclusive Tourhub Discount: -$62 -17%

NB: Prices correct on 08-Jun-2024 but subject to change.

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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 the local guides on the tour English speaking?

    Yes.

  • 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.

  • 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.

  • Are children permitted to take part in the tour?

    Minimum 18 years old people can go on this tour.

  • Are vaccinations required for this tour?

    There are no specific health risks.

  • 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 flights included in this tour?

    International flights are not included with this tour.

  • What is the maximum group size?

    16

  • 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.

  • 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

Chilled week in beautiful Tuscany

Just returned from a really enjoyable trip. Stunni

Just returned from a really enjoyable trip. Stunning scenery, picturesque hillside towns, delicious food and wine and a great group of travelling companions. Mark our group leader was a lovely guy, whose 'can do' approach, knowledge and personality added to the overall enjoyment.

Excellent trip - But a bit more than gentle walking

We had a great of walking and wine tasting in the

We had a great of walking and wine tasting in the Chianti region with our excellent guide Alejandro. Our accommodation at Villa Castela was probably the best we have enjoyed with Exodus - great location, tranquil, lovely pool, big room, comfy bed and simple but delicious food.

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 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.

CHIANTI: WALKING & WINE

My first trip as a single traveller, I needn't hav

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 scenery and I had a wonderful holiday

Chianti walking & wine

A great holiday, Liz was fab. Be prepared for some

A great holiday, Liz was fab. Be prepared for some serious walking if your not a regular walker up & down hills on rough ground. All in all a great time with a great group of people & lovely accommodation. Would definitely recommend.

Wine not....hehe

This was my first solo trip, exodus came highly re

This was my first solo trip, exodus came highly recommended and so I thought I'd try it! The agent Barry rang me at times I was free and was so so helpful, booking and organising different flight was made far easier with his help. Landed in pisa and was greeted by Rosanna- our tour guide for the holiday. Honestly, I was a tad nervous and she was just lovely, very calming, like sunshine in human form!! Rosanna was very helpful, chatty, bubbly, informative and amusing throughout the whole trip. It was such a happy time!! I'm still laughing at some of the moments we had one week on !

Tdc

From sign up to last day this trip was fabulous. O

From sign up to last day this trip was fabulous. Our guide worked tirelessly to insure that our group of 16 was always taken care of on the hike and at the villa. Liz Procter was a completely professional guide who made everyone feel comfortable!! The scenery in Tuscany was gorgeous, and Villa Casalta was a treat to have as a base for the entire week! Hope to use Exodus Travel again and soon!

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

Come prepared

The walks were more challenging than we anticipate

The walks were more challenging than we anticipated from their description

Read all 62 reviews

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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.

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