From Greve to Castellina in Chianti
5 days / 4 nights
45 Km in the Tuscan wine paradise
5 days / 4 nights
From Greve to Castellina in Chianti
45 Km of classic Tuscany
From 500 € / Person
Walking tour of Chianti
The Chianti area tour. This spectacular landscape has long been a source of inspiration for writers and painters.
The Chianti area and its green, gentle hills covered with miles and miles of vineyards and olive groves, the ancient walled villages and the Castles and fortresses will make you go back in time and have a taste of its glorious present and past.
Greve in Chianti, the entrance gate to the Chianti region. Have a relaxing walk in and around the main square and feel the peaceful ambient of this area of Tuscany.
Restaurants, wine rooms and cellars offer a variety of local dishes where you can also taste wine, olive oil, and Vin Santo.
Greve offers a number of open markets, fairs and events where Chianti wine is the main character, depending on your tour dates, you will be able to see the importance of the wine for this region.
Afterwards, relax in your charming room, have a nice hot shower and a good night’s rest before your tour starts…
From Greve, you will have a nice walk to Panzano between vineyards and beautiful landscape. Stop at Montefioralle, one of the most ancient villages of Chianti, still today enclosed within the original walls. Its cool passageways and overarching houses provide one of the best surviving examples of mediaeval rural village architecture in Tuscany.
There is a nice trattoria for lunch. After Montefioralle, you will reach la Pieve di Cresci, the oldest in the Chianti region whose origins date back to the year 963.
You’ll be here half your way to Panzano. Leaving la Pieve di Cresci, the walk follows towards Badia a Passignano an ancient monastery dating back to 395, then continue your descent hike straight to Panzano, an attractive town located on a high ridge on the scenic Via Chiantigiana, exactly halfway between Florence to Siena. The Castle and churches are worth visiting.
Have a rest and a good dinner in one of the several fine restaurants of the town.
16 Km /9.9 Mi
In today’s hike, you will be walking through some of the most important and renowed vineyards of the Chianti area. The smell of grapes and wine will be your companion throughout the day.
Stop at Volpaia, a fully restored medieval village with an impressive amount of culture and history, that is also home to some of the most impressive wine cellars in the region.
Afterwards, you will continue towards Radda, situated on a hill covered with woods and extensive vineyards forming the watershed between the Pesa and Arbia valleys. Palazzo della Podestà and Chiesa di San Niccolò are some of the buildings that are worth visiting in Radda.
15.8 Km / 9.7 Mi
In this hike, The views from many points will be spectacular, a journey for real nature lovers. You will end up in Castellina, a tiny hilltop town.
Here you can admire the Rocca Comunale, a 15C Fortress, and the Church of San Salvatore. Along Via Ferruccio, you will find Palazzo Ugolini and Palazzo Biancardi as well as a number of shops with local products and some good restaurants where to have your last nice dinner of your walking tour of Chianti.
14.5 Km / 9.1 Mi
After this Tour, indulge in some pampering, whether that is a spa, a traditional tuscan gourmet dinner or a glass of excellent Chianti wine, let the memories of this Tour come back to your mind… a experience that will last in your memories for ever !
We hope you enjoyed your Chianti Tour, are you ready for your Siena and Val D’Orcia tour ?
Continue your tour with the Val d’Orcia area
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Are you an avid cyclist, young people or a middle age couple, a bike lover or simply a family who desire to visit Tuscany ?
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office@tuscany.tours
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I’ve missed my tour, can I get a refund?
Like other tour operators we cannot be responsible if you miss your tour and full cancellation charges will apply.
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What is your cancellation policy?
Click here to view full terms and conditions.
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Should we take out travel insurance?
Yes, We highly recommend it.
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What should we wear?
For most of the time, you will be biking amidst nature, we recommend you bring suitable clothing and footwear for your tour, including waterproof clothing when touring during spring and autumn
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Will it be easy for me to get an evening meal?
Your accommodation will be within easy walking distance of a Trattoria or Restaurant so you’ll be able to taste the renowed wines and delicious tuscan cuisine.
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Can we leave our extra luggage with you?
Yes, we have a secure deposit for our clients to leave their extra luggage, please email us to get our prices.
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How much luggage can we bring on the tours ?
Your luggage will be transfered from one hotel to another, it is allowed one full-sized suitcase per person, extra pieces will have extra charges.
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How do I get to the Tour departure point and leave from the arrival point ? Do you pick up from airports, train stations or hotels ?
You should get to the departure point and leave from the arrival point by yourself, however, if you need a transfer, please email us to get our prices.
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Where does the tour depart from?
The Tour is scheduled to depart from Greve in Chianti and arrive to Castellina in Chianti. In the event that you need to invert arrival/departure points, that will be possible.
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Do you accept groups ?
Yes, we are happy to accept groups on our tours. Discounts are available, check out the prices table or email for more information.