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Chianti Walking & Wine

from $1,549.00

Experience the magic of Italy in Tuscany

  • Reviews 10 Reviews
    5/5
  • Vacation Style Holiday Type
    Guided
  • Activity Level Leisurely / Moderate
  • Group Size Small Group
    6 - 16
All about the Chianti Walking & Wine.

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.

The tour package inclusions and exclusions at a glance
What is included in this tour?Items that are included in the cost of tour price.

* All breakfasts, 5 dinners, 3 wine tastings
* All accommodation
* All transport and listed activities
* Tour leader throughout
* Airport transfers (at designated times)

What is not included in this tour?
  • Flights
  • Single Accommodation (available on request, inquire for supplement)
  • Local taxes (approx. EUR 10 per person)

Highlights

  • Walk the classic rolling hills of Tuscany
  • Stay in a converted farmhouse
  • Enjoy the fabulous Chianti wines
  • 7 nights renovated farmhouse with panoramic swimming pool
  • 5 days gentle walking and sightseeing
  • Low altitude throughout
  • Centre-based tour
  1. Day 1 Start Castellina in Chianti.

    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.

  2. Day 2 Visit mediaeval market town of Greve in Chianti and the hilltop village of Montefioralle; afternoon wine tasting in Castellina.

    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.

  3. Day 3 Walk to Radda in Chianti, the heart of the Chianti area

    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.

  4. Day 4 Travel to Siena and explore the stunning historic centre; learn about Tuscan and Italian wines at the Wine School.

    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.

  5. Day 5 Free day to visit other Chianti villages or relax by the pool.

    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.

  6. Day 6 Discover the magnificent city of Florence, considered the birthplace of the Renaissance.

    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.If you would like to visit the Uffizi galleries we recommend that youprebook your ticket online to avoid lengthy queues. Tickets can be purchased through https://webshop.b-ticket.com/webshop/webticket/eventlist?production=1”>https://webshop.b-ticket.com/webshop/webticket/eventlist?production=1”>h…. Please ensure that your allocated time slot is between 11.45 and 16.00.

  7. Day 7 Walk to picturesque San Gimignano with free time to explore Palazzo Comunale, Pinacoteca and Torre Grossa.

    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.

  8. Day 8 End Castellina in Chianti.

    Trip ends at Villa Casalta.

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Where you stay

Villa Casalta

You will spend 7 nights at Villa Casalta, a renovated farmhouse with swimming pool and en suite facilities. The villa is family-run and known for the fine home-made food prepared with traditional ingredients and locally produced wines and olive oil. Free Wi-Fi available.

Eating and Drinking

All breakfasts 5 dinners and 3 wine tastings are included.

Breakfast is usually a continental style buffet. Of the 5 included dinners, three are taken at Villa Casalta and a reasonable amount of wine is included. Two are taken in local restaurants (drinks not included). Vegetarian choices are available – please advise us of dietary requirements on booking.

This trip offers a good mix of city and countryside walks. During the days with walking included, the terrain and type of path will vary from manmade paved tracks, tarmac, forest trails to gravel. The walks are not technically difficult although some ascents and descents should be expected, so a reasonable amount of fitness is required. Please be aware that the Radda walk, on day 3 can be challenging due to the length and the hilliness of the walk.
The area is quite hilly and the majority of drives, although short, follow twisty mountain roads through wooden areas.

Summer months

Tuscany can be very hot during summer months, especially from June to August but heatwaves can happen also in April and May. During summer months temperatures can possibly reach high 30s (degC). We will try and start our walks earlier to avoid the hottest hours of the day but please be aware that temperatures and humidity will be high. You should feel comfortable and be used to walk in the heat. Agriturismo type of accommodations, as based in the countryside, are not normally equipped with air conditioning therefore rooms can be quite warm at times. Presence of mosquitos in summer may increase (significantly), we recommend taking mosquito repellent with you.

Please note that at times, especially during summer months, the group airport pick up time can be late in the evening. In this instance you will have additional time to spend in Pisa. Leader will take care of all arrangements in terms of transport from/to the airport and the city centre and luggage storage. It may also happen that, for logistical reasons, on return we will have to be at the airport earlier than normally scheduled. This will mean a longer waiting time before checking in.

Overall Rating
5/5
Reviewed On 12/12/2019
5/5

A leisurely week in beautiful Tuscany

  • What was the most inspirational moment of your trip?

    Looking at the frescos in the Duomo at San Gimignano. I was blown away by the clarity of the story-telling and the beauty of the painting. The guided tour of Sienna was excellent. There was so much packed into the three hours, included an excellent stop for coffee and cake. Castelina where the trip was based had some interesting Etruscan tombs that, despite having no artefacts remaining, are well worth a visit.
  • What did you think of your group leader?

    Liz was the best driver I have come cross, ferrying us about with great efficiency. She knows the local area well so was able to fit in a quick visit to see the Leaning Tower of Pisa on the way to the airport, an unforeseen bonus. This local knowledge came in useful when suggesting things to do on our day off and during the walks, where she ensured that we were able to see lots of interesting things along the way. All together one of the best tour guides I have met.
  • Do you have any advice for potential travellers?

    The walking is a little hilly, but someone with a reasonable level of fitness will not find it a problem. There are a lot of mosquitos about (and we were there late in the season) so come prepared with repellent etc. Castelina, where the trip is based, is a town well worth exploring, the Etruscan tombs are more interesting than you might think. The archaeological museum is small, but worth a visit, as the entrance fee includes being able to go to the top of the tower, where there are some excellent views. If you like ice-cream be sure to visit the gelateria in town, it is very good.
  • Is there anything else you would like to add?

    I thought the tour was a good balance of sight-seeing, walking and wine-tasting. We didn't go on the Florence trip as we know the city quite well, and really appreciated a day getting to know the local area better.

Reviewed On 12/12/2019
5/5

1st time Exodus experience

  • What was the most inspirational moment of your trip?

    We loved Siena, such a beautiful city, full of history, culture and of course wine. We really enjoyed the walking tour with Alicia, she was so passionate about her home and the history of the districts. We had a great wine school experience and just thoroughly enjoyed our day there.
  • What did you think of your group leader?

    Mark was just brilliant, we really can't praise him highly enough. He really looked after us all, making various arrangements for individuals, giving us lots of local history and information and taking the time to check information and relay info after we'd returned from the trip.
  • Do you have any advice for potential travellers?

    Take insect repellent as there were definitely more biting bugs than we'd anticipated. Have room in your case for wine and olive oil, managed to get 10 bottles home in total between 2 of us but there were so many lovely wines to try, you don't want to miss out.
  • Is there anything else you would like to add?

    Just that we were very impressed with the whole holiday and felt it was very good value for money. We also did the cookery school on our free day which was great fun and another opportunity to meet some new people and learn about Tuscan food.

Reviewed On 12/12/2019
5/5

Italy October 2018

  • What was the most inspirational moment of your trip?

    The whole trip was inspirational. For me to comprehend we walked where only the local people walked. The only other tourists were the nine people within the group and our group leader. That's it....no crowds, no noise....how much more inspirational can that be...
  • What did you think of your group leader?

    Mark Middleton....super, great and loved his job. This made us enjoy the tour even more.
  • Do you have any advice for potential travellers?

    From personal experience....proper hikers or really supportive runners. The walks can be more adventurous than expected.
  • Is there anything else you would like to add?

    Villa Casalta is amazing - built in 1749!! Pictures and words cannot explain. Roberta and Margarita always made it feel like coming home. Absolutely loved it...

Reviewed On 20/09/2019
5/5

Fabulous

  • What was the most inspirational moment of your trip?

    The trip to Siena was excellent, with a very good guide in Sara. It was great to find out about the history of the city and the different districts. During our visit, they were preparing for the Palio, which added to our interest. The visit to the Tuscan Wine School in the afternoon was very informative. This did not take anything away from the other city visit to Florence, where we had another excellent , but different type of guide, Elizabetta, who told us about the history of Florence with great charm and wit.
  • What did you think of your group leader?

    Alejandro was fantastic. The walks were well paced and we had sensible early starts, considering the heat. He was very informative about the flowers and trees along the route. And feed us cherries and white mulberries. His choice of restaurants in Castellina was excellent.
  • Do you have any advice for potential travellers?

    As others have remarked, good walking boots or shoes are advised for the hill walks. Plus you will need long trousers on the first part of the walk to Radda. (Read the trip notes!) A torch is useful for walking back from Castellina at night.
  • Is there anything else you would like to add?

    If you want a walking holiday combined with visits to Siena and Florence, this is the trip to go on.You also learn about Chianti and experience varying types of Italian food.

Reviewed On 26/07/2019
5/5

Excellent well balanced trip

  • What was the most inspirational moment of your trip?

    Really enjoyed it all.
  • What did you think of your group leader?

    Liz - Elizabeth Proctor was excellent

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