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Chianti Walking & Wine

from $1,999.00

Experience the magic of Italy in Tuscany

  • Reviews 47 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 20/11/2020
5/5

Fantastic trip - even more appreciated in these times of COVID restrictions!

  • What was the most inspirational moment of your trip?

    The walk to San Gimignano on the last day; the guided walking tours of Siena and Florence; and the session at the Tuscan Wine School in Siena. I also loved my pre-breakfast swims in the pool and the sense of peace at Villa Casalta.
  • What did you think of your group leader?

    Teresa did a great job and was very personable.
  • Do you have any advice for potential travellers?

    There is a kettle in the room - and teabags - but bring some instant coffee if you are a coffee drinker!
  • Is there anything else you would like to add?

    I was very impressed how this trip ran so well despite the COVID restrictions.... but don't forget to bring a face mask.

Reviewed On 25/06/2020
5/5

WALKING IN TUSCANY

  • What was the most inspirational moment of your trip?

    Standing on the balcony at Fattoria Voltrona looking at the incredible scenery.  I love Australia but this took my breathe away.The villages that we passed through on our walks. Old and beautiful.
  • What did you think of your group leader?

    Karl was fabulous. This was my first trip with a group leader and a group of people that I didn't know.From the first meeting at the airport Karl made me feel very welcome.Karl was always very happy, helpful and also interesting to listen to.Karl appeared to take time to make sure everyone was included in all group activities and that no one was left out unless they wanted to be. I would recommend this tour and Karl to anyone that was interested in this sort of trip.
  • Do you have any advice for potential travellers?

    Good walking shoe and be prepare for a lot of hills and steps.
  • Is there anything else you would like to add?

    Also would like to aknowledge the other group leader that was with our group.  Ale.  Also excellent.

Reviewed On 25/06/2020
4/5

Chianti June 2014

  • What was the most inspirational moment of your trip?

    I loved the beautiful tiny villages & hamlets that we walked through, one even had an unscheduled stop for a taste of the local wine & a chance to buy jams & olive oil. Siena & the Tuscan Wine School were superb, as was Florence & San Gimingnano.
  • What did you think of your group leader?

    Liz was a great guide. I was also impressed with the English representative of the San Gimingnano winery, she was lovely & really explained a lot about the wine making processes.
  • Do you have any advice for potential travellers?

    Roberta at Villa Casalta is a great lady & nothing is too much trouble. We were actually a party of 3 & really wanted to room together, when we booked we were told it wasn't possible but after a day or so Roberta moved us all into a family room, so it's always worth asking her if you need anything arranging. The food at the Villa was fairly basic but there was often enough if you wanted seconds, I was a bit disappointed with the breakfasts, especially the bread - not much of it (1 roll each is a bit stingy) and tough stuff too! There's an 'honesty bar' fridge with bottles beers, wine & water (though we had plenty of wine included with the meal). The village is a good 20/25 minute walk away down (and up!) a little old road/track, so we tended to stay at the Villa all evening when we ate there. We also took handy little Graze Boxes with us for nibbles out on the walking trips too.

Reviewed On 25/06/2020
5/5

Right First Time!

  • What was the most inspirational moment of your trip?

    The local tour guide on the day of walking around Castellina. Sarah was a gem - very knowledgeable, passionate about Chianti and the Etruscans, she brought the history to life as she shared the experiences of her own family in the locale - and she was delightful.
  • What did you think of your group leader?

    Liz was excellent - very organised, managed the accident of one of the team members calmly and professionally, worked hard to organize special requests, rearranged some activities to better utilise time and energy
  • Is there anything else you would like to add?

    We're looking forward to planning our next trip with Exodus!

Reviewed On 25/06/2020
5/5

CHIANTI: WALKING & WINE

  • What was the most inspirational moment of your trip?

    Walking through the Tuscan countryside.  Absolutely beautiful.
  • What did you think of your group leader?

    Ale is just the most fantastic guide.  We had met him before on our trip to Spain two years ago and it was a delight to be on holiday with him again.  He makes his job look so easy but manages to combine being great company with a being a professional guide who is both informative and 'in control'.  
  • Do you have any advice for potential travellers?

    Yes.  Book tickets for the Uffizi BEFORE going on the holiday.  This didn't occur to us so we essentially missed the chance of visiting the Uffizi on our day trip to Florence.  Although we found the walking very easy and pleasurable - there were still one or two people who found the going tough.  In the grading of your walking, I think you need to be explicit about the type of walking on each holiday.
  • Is there anything else you would like to add?

    We have now experienced 7 holidays (all Europe) with Exodus (Waymark previously) and every single holiday has been a fantastic and memorable holiday.  The holidays are great value for money and we meet like-minded people.The one downside - EVERY bathroom we have ever had on an Exodus holiday has had a 'floppy' shower head in the shower!  Ha!  As we are handed the key to our room on arrival, we always know that we're going to get the floppy shower head!!!!  But hey, if that's the only thing we can complain about then Exodus are doing a pretty great job.  We will continue to holiday with Exodus.  THANK YOU. 

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