Chianti castles tour from Siena with typical Tuscan lunch and wine tasting

Duration: approx. 8 hours  Location: Siena
This tour was already booked by 9 people

Per person

Why choose this experience?

1 Discover Chianti, the pulsating heart of Tuscany, and feel enthralled by its rolling hills, castles, villages and parish churches.
2 Visit the Castello di Brolio and a wonderful walled village and immerse yourself in the history of this wonderful area
3 Enjoy Chianti wineries visits and get treated to an excellent traditional Tuscan lunch and two Chianti wineries tastings

If you want to spend a day whilst relishing the true essence of Tuscany with all your senses, this Tour of the Chianti castles with a traditional lunch and tastings of Chianti and Super Tuscan wine, will let you experience first-hand the heart of this wonderful land.

Our wine tasting Chianti tour, will delight your eyes with open views of the rolling hills of this area, fantastic in every season. The cypresses, the olive trees and the rows of vines will be a constant presence framed, in every season, by a kaleidoscope of colors and atmospheres: from poppy fields in spring and sunflowers in summer, the vivid and warm colours of autumn and the poetic harvesting time, to the peace of the crisp winter days. But Chianti is not just nature, you will glance around and spot quaint medieval villages, ancient abbeys, churches and many of the most beautiful castles in Tuscany.
You will then discover that the magical synergy between this land and human presence has produced one of the most popular typical Tuscan wines. And thanks to us, it is Chianti you will taste, the undisputed symbol of Tuscany! You will enjoy two Chianti wines tastings, suitably accompanied by succulent typical Tuscan food, all in the pleasant settings of astonishing locations.

Our wine tour in the Chianti region, available only to small groups in the comfort of a minibus that will be at your disposal for the entire duration, will start from an not-to-be-missed stop: the Brolio Castle. It is an imposing neo-gothic building located on a hill from which you can enjoy a fantastic view, perfect for taking pictures. We will leave you free to enter the walls of what can be called 'the birthplace of Chianti'. In fact, it is here that Barone Ricasoli (1809-1880) perfected the Chianti recipe which, bar some slight variations, is the one making up the current specification. Baron Bettino Ricasoli was a fascinating and eclectic figure: just think that he was mayor of Florence, President of the Council of the Kingdom of Italy and founder of the daily "La Nazione"! Surely his most valued accomplishment was his success in being able to balance out Sangiovese and other grapes, the decisive element responsible for the unique and unmistakable taste and scent of Chianti. Just a small recommendation: be careful when you wander round Castello Brolio! It appears that the ancient building is haunted by the ghost of the ingenious baron, so better keep your eyes open then!

After visiting this charming castello in Chianti, your day will continue following the guiding thread of Tuscany’s iconic wine. We will therefore take you to a winery because, as you know, wineries lie at the heart of Chianti and are a must if you want to learn the fascinating secrets for the production of the wonderful nectar. At this point, after the lessons on the geography and history of Chianti, you will have to face the practical test: a delicious Classic Gallo Chianti wine tasting while listening to entertaining and interesting stories and funny anecdotes about one of the best Tuscan typical products.

Our wine tour in the Chianti region continues with another visit that, depending on availability, you will pay to another charming Chianti castle in Tuscany or the charming vaulted rooms of a winery. Here you will be served a tasty lunch of Tuscan typical food washed down with excellent local wines. We now bet that, just thinking about the excellent Tuscan cold cuts, the tasty cheeses or the delicious olive oil will have already made your mouth water. Are you already consulting your agenda to find the best time to enjoy this fantastic wine tasting experience? How could we blame you? Wait, though ... we have some other nice surprises to tease you a little more.

After the Chianti wine taste and the lunch based on Tuscan typical products, a nice walk to burn the calories off is just what you need. And that’s what you will get up to, but not in any place! You will in fact visit a characteristic medieval walled village and wander through its streets to discover an ancient and fascinating time that here seems to have really stopped.

And if by chance, at this point, you still fancy a little wine, we will certainly not stop you! At the end of the day, wine tasting in Tuscany is surely the best way to discover the heart of this land. And that’s why we will take you on another Chianti winery visit. Here you will literally hang from the lips of the owner himself, listening to him telling you in a passionate and fascinating way all the tales, anecdotes and interesting facts that for centuries have linked his family to the production of wine. Considering in fact that Chianti wineries visits are the best way to relish all the essence of one of the finest Tuscan produce, we will once again give you the opportunity to sip some excellent wine. You will also taste the so-called Super Tuscan wines. These are wines that, by choice of the producer, do not stick to the DOCG Chianti wine specifications using instead different grapes to Sangiovese such as Bordeaux, cabernet sauvignon and merlot. You will have this final tasting in the fantastic setting of the garden of the farmstead, immersed in the wonderful atmosphere of the surrounding nature enjoying some cheerful and relaxing company. There couldn’t be a better way to end our wine tasting Chianti tour: a fantastic day spent visiting Chianti castles and discovering Chianti, an enchanting area between Florence and Siena, known as the beating heart of Tuscany’s history and tradition and its renowned wine production.

We are sure that after this wine tasting experience the gentle slopes of the hills, the olive tree branches and the rows of vines, the ancient castles, the quaint villages and the fascinating cellars will forever hold a special place in your heart...

© Insidecom Tour Operator
(authorization no. 62027 dated 09/07/12 with determination no. 2052/2012)

Important info


from 1st March to 31st December

Departure point:

Siena, outside the Church of San Domenico

Departure time

Mondays and Thursdays
9.30 am

Languages available



Full: €140.00

children up to 3 years: free
children from 4 to 11 years: €70.00

approx. 8 hours
  • Transport by minibus
  • Expert professional driver/escort
  • Two wine tastings in two wineries in the Chianti area
  • Lunch at a Chianti winery
  • Stop-off at the Castello di Brolio
  • What is not specified under "Inclusions"
Additional information:

There will be no refund in case of NO-SHOW (non-attendance at the start of the tour at the allocated time and at the meeting point indicated on the voucher) and/or rejection of the service on the day; if customers wander off during the tour; or if they decide to leave the tour before the end of the service.

To take part in the tour, you must be at the meeting point at least 15 minutes before the departure time specified, and present either a paper or an electronic voucher.

Bookings can be made up to 48 working hours before the service.

Please let us know if you suffer from any food intolerances.

Comfortable shoes are recommended.

In case of any problems on site, please ring the emergency number on the voucher.

In exceptional cases and/or reasons of force majeure that may prevent the tour already purchased to run regularly (i.e. acts of nature, strikes, exceptional closures, serious unexpected events or health problems experienced by the person in charge with the service after which it is really impossible to find a substitute), the tour might be cancelled. The customer will be notified of this as soon as possible and will be asked to choose between postponing the tour on the first date available or receiving a prompt refund of the price paid for the tour, if the cancellation policy of the service itself allows a refund.

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