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Chianti Walking & Wine

From £1149 for 8 days
Trip 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.
Essential Info
Starts: Start Castellina in Chianti.
Ends: End Castellina in Chianti.
Ages: Min 18
Theme: Walking, Food
Trip Code: ETDC
Activity Level:     
Countries visited: Italy
What's Included


All breakfasts, 5 dinners and 3 wine tastings are included


7 nights renovated farmhouse with panoramic swimming pool 5 days gentle walking and sightseeing


Trip Highlights

•    Walk the classic rolling hills of Tuscany

•    Stay in a converted farmhouse

•    Enjoy the fabulous Chianti wines

Dates & Availability
Start date
End date
Departing: 21st Aug 2021
Returning: 28th Aug 2021
Availability: Good
Departing: 4th Sep 2021
Returning: 11th Sep 2021
Availability: Good
Departing: 11th Sep 2021
Returning: 18th Sep 2021
Availability: Good
Departing: 18th Sep 2021
Returning: 25th Sep 2021
Availability: Good
Departing: 25th Sep 2021
Returning: 2nd Oct 2021
Availability: Good
Departing: 2nd Oct 2021
Returning: 9th Oct 2021
Availability: Good
Departing: 9th Oct 2021
Returning: 16th Oct 2021
Availability: Good
Departing: 16th Oct 2021
Returning: 23rd Oct 2021
Availability: Good
Departing: 9th Apr 2022
Returning: 16th Apr 2022
Availability: Good
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Itinerary & Notes
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.
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I'd wanted to go to Tuscany for years and this exactly fitted the bill. Wonderful walks, hilltop towns, visiting Siena, Florence and San Gimignano. Wine tastings were informative. Lovely group too. I can definitely recommend!
We had a fantastic time with a great group of people walking along the beautiful hills of Tuscany - visiting quaint hilltop villages - viewing spectacular scenery and partaking in wonderful food and wine
We had a thoroughly enjoyable varied trip though the walking was more challenging than we anticipated. The uphill and down dale rocky walking was harder for us as we are both in our 70s and these days we have not done so much of this type of walking. Nevertheless, we had an excellent guide in Liz Proctor who made sure that we paced our walking and with her knowledge of the countryside and terrain through woodland, olive groves and vineyards combined with a good humoured small group of 6 persons made our walking very enjoyable. The wine tasting and classes were very informative and fun. On the city days in Sienna and Florence we had excellent guided walks and an in-depth insight into the culture and history ofthese 2 beautiful cities both of which we have visited twice before. The weather was more chilly than expected and the farmhouse although welcoming was not warm enough in the morning or when we came home each
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.
This trip is a good mix of walking, city culture, great wine tasting and good food. The walks are leisurely - undulating - through lovely county side and vineyards. Not too long but long enough to know you have done something. Local guided tours had been arranged in Siena and Florence which made it more focused since there is really only time for a taster! - definitely go back for a longer trip to see all they both have to offer. The arranged wine tastings were very informative especially the one at the Tuscany wine school in Siena - we will be on the look out for the wines we tasted. The local restaurants used all served excellent food as did the Vila Casalta where we stayed. We also took part in an italian cooking lesson run by Edith on our free day. Well worth going to - but she only takes cash. Our guide Liz - was very experienced, very informative and knowledgeable. All in all an excellent holiday.
A well balanced holiday betwern sight seeing and walking. Excellent accommodation.
The Chianti Walking and Wine Tour was truly incredible. It was a vacation for my personal sensory 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.
This holiday is ideal if you are not sure if you want a walking or a sight-seeing holiday. There are three walks, all of which are well within the capabilities of a reasonably fit person. These walks take in the vineyards, olive groves and woods of this part of Italy and also go via small towns with plenty of opportunity for good lunches or shopping. There are also visits to Sienna, Florence and San Gimignano. In the first there is a guided walk included, the second also has the choice to do a guided walk and the third is a lovely small town for wandering or looking at the frescos in the Duomo. The three wine-tastings are all very good, and there is plenty of opportunity to do more either local to the farmhouse where the trip is based or on the visits to the small towns along the way. For food lovers the meals were all very good and vegetarians are well catered for.
This was our first holiday with Exodus. Usually we are independent travellers so we were both a bit nervous about a group 'organised ' trip but we needn't have worried. We had a great group of people; different backgrounds and nationalities which made for an interesting week of getting to know each other. Our fabulous guide Mark was absolutely brilliant, patient, helpful and very accommodating, keeping us out of too much sun, well watered and well informed about the various places we visited. Roberta, our host at the villa was absolutely lovely and looked after us wonderfully with the help of Margarita. We really had a great week and as well as being very impressed with our trip we've also been inspired by the experiences of Exodus from our fellow travelers; definitely food for thought for future trips.
Wonderful week - three lovely walks through the Italian countryside and some delicious wine tasting! The wonderful Hill top towns we walked to and through were beautiful and, Siena and Florence were amazing. However, the latter was very busy, but that I suspect is due to the place.
This trip met all our expectations and requirements and was a really good holiday for us. The daily organisation and all the experiences were excellent, we cannot praise Liz enough for her competence at making the week so good. The walks were amazing, just at the right level for us and we felt spot on with the leisurely/moderate rating. The hotel was beautifully situated, traditionally furnished, clean and homely, the staff were very nice, helpful and pleasant. Just a few quibbles that have prevented us awarding the top rating: the hotel breakfast was good, although a bit more variety would have been nice, but the evening meals taken in the hotel were fairly basic. The meals taken outside in local restaurants were fantastic. Our pre trip information supplied from Exodus gave us the wrong departure terminal at Heathrow, which we realised just two days before departure, however, this was dealt with efficiently and we appreciated how well it was handled. All in all an excellent week, we enjoyed it immensely and are looking at our next adventure!
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.
For me, there are three criteria that make a great Exodus trip: the members of the group, the leader, and the location/activities. The members of the group on this trip were wonderful: great company, entertaining, and considerate. Mark was the perfect leader (see below). The location was stunning with beautiful Tuscan villages, towns and cities. How can the combination of wine and walking be beaten? (OK, maybe cycling and wine at a push...)
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.
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