Tours/Florence/Private daytrip to Siena & Chianti wine country, with wine tasting from Florence
Viator · Private tour

Private daytrip to Siena & Chianti wine country, with wine tasting from Florence

5.0(54)Florence1 hour
VIATOR5.0(7)TRIPADVISOR5.0(47)

Description

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss with you all the different options of the chosen itinerary, so you will be able to customize your day, to perfectly suit your needs and focus just on the attractions/activities you are interested in. Start your day with a relaxing visit of Greve in Chianti to learn about the country lifestyle, admire the beauties of the Chianti wine road and see postcard views, discover the secrets of the Chianti red wine, taste genuine products, and conclude your experience with a visit of Siena, Tuscany's second most important art city.

Tour Options

Private daytrip to Siena & Chianti wine country, with wine tasting from Florence
  • Pickup included

Itinerary

45 min

After having met your driver at your accommodation in Florence, during the 45 minutes drive to reach Greve in Chianti, (the most famous village of the Chianti Classico countryside), he will explain all the details of your day, to be sure the schedule fits your needs. Once in Greve in Chianti, the birthplace of the famous Tuscan explorer Giovanni da Verrazzano, the Tuscan who discovered the New York Harbor, admire the Piazza Matteotti, a gently sloping square which is the hub of life in Greve; visit the many local shops and wine stores, including the famous butcher shop Falorni, or the Enoteca Le Cantine (one of the biggest wine shop in Tuscany)

Pass by

After the visit of Greve in Chianti depart for a 30 minutes drive through one of the most beautiful wine road in Italy, full of rolling hills, huge vineyards and olive trees, typical of the Chianti Classico area.

Pass by

On the way to the winery admire the charming Tuscan hilltop village of Panzano in Chianti, located exactly halfway between Florence and Siena, with the curch of Santa Maria Assunta and the imposing Tower of the Castle.

Admission included60 min

Your experience at the winery will start with an introduction about the history of the estate, followed by the visit of the old wine cellars with the explanations about the wine making process, and all the secrets to produce the Chianti red wine and the Tuscan olive oil, famous all over the world. After the visit, take a seat and taste different wines (Chianti Classico, Riserva, Super Tuscans, etc.) and the olive oil, one of the most important ingredients of the italian cooking. In case Fattoria Montecchio is not available, you will visit another wine estate in the same area.

Pass by

For food lovers, just 5 minutes away from the wineries, there is a family owned restaurant called La Locanda di Pietracupa, where you can taste one of the best and most genuine food of Tuscany, paired with a great selection of local wines. This is just an option in case you like to have a lunch at a restaurant; obviously being lunch at your own expenses, you are free to decide where to go, or skip the restaurant and eat something faster in Siena.

120 min

In Siena your driver will bring you directly in Piazza del Duomo, and will drop you off right in front of the magnificent Cathedral with its bell tower; after the visit of the square, where you can also admire the Santa Maria della Scala museum and the Palazzo Arcivescovile, with an easy 5 minutes walking you will reach one of the most famous squares in Italy, Piazza del Campo, a brick-paved square where the famous Palio horserace (the most important event of Siena) is held, twice a year. Here you can also see the imposing Town Hall with its Mangia Tower, the Cappella di Piazza, the Gaia Fountain, and all the beautiful palaces surrounding the square.

60 min

Conclude your experience with a relaxing one hour drive back to your accommodation in Florence, after a day full of memories about the real essence of Tuscany

Highlights

Private transportation
All Fees and Taxes
Initial briefing with the driver with explanation of the options, to let you build your perfect day.
Private English-speaking driver, with fully equipped, Mercedes vehicle
Air-conditioned vehicle
Guided visit of 1 Tuscan winery followed by wine/olive oil tasting

What's included

Included
Private transportation
All Fees and Taxes
Initial briefing with the driver with explanation of the options, to let you build your perfect day.
Private English-speaking driver, with fully equipped, Mercedes vehicle
Air-conditioned vehicle
Guided visit of 1 Tuscan winery followed by wine/olive oil tasting
Not included
Guided tour of Siena and entrace fees in Siena (if applicable)
Lunch

Pickup Locations & Times

Your private driver will pick you up directly at your accommodation, in Florence city center (hotel, apartment, villa, etc.). Please provide all the details for the pick up

Traveller Ratings

5.0
54 reviews
5
54
4
0
3
0
2
0
1
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Important Information

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels

Reviews(54)

S
shalinl2019
July 9, 2026
Excellent experience

Had Alessio as our guide who was very personable and knowledgeable. Fantastic day out. Highly recommend it.

S
Storyteller769397
July 6, 2026
Great wine day trip

Great day trip. Great wineries. Raffles and Michela made the day and bus trip extra fun. Highly recommend

L
Lawrence_F
July 5, 2026
The trip was perfect....

The trip was perfect. Great tour guide Roberto is highly recommended. Couldn’t have asked for a better trip!

M
milliepacheco
June 23, 2026
Beautiful day in Tuscany

Leo was an extremely helpful and knowledgeable guide! We had an extremely great trip and learned so much. Everything was great. Thank you Leo!

A
anth0rin
May 24, 2026
Great fun and informative

RAF and Tony were great fun and informative. We were well looked after on the coach and they were always willing to help out with photos etc. one of our more enjoyable trips.

4
410meeteshs
May 7, 2026
Wonderful experience with Lorenso and Francesco from Prestige Tours

Had a wonderful day with lorenso and Francesco from Prestige Tours. Lorenso was friendly, knowledgeable and veeey thoughtful. Would definitely do another tour with them in future. Highly recommended!!!

R
ryanbO6928HA
April 29, 2026
Wonderful Experience, Tasting at Mensanello, Tuscany

Alex Cessio was great and the overall experience was wonderful. I went on this trip with my wife, and Alex was very knowledgeable, giving us a tour before the tour in Florence. We ended up at Mensanello and it was a wonderful tasting experience. Finally, Alex drove each of us into Florence and made sure each of us from the small group got safely back to our hotels while sharing more information about the city like favorite stores and restaurants. Everything exceeded expectations.

M
M4292HSjamesm
April 11, 2026
Great knowledge and safe driving. Excellent wine tasting and scenery. Thanks guys.

Daniele and Sergio provide a friendly world class experience! We highly recommend this trip.

P
Passenger33151162982
March 21, 2026
Incredible experience with amazing wine and atmosphere. Leo is the best.

Leo was a really wonderful guide! I would go out of my way to get him as a guide again.

Operator response

Ciao! Thank you so much for your kind words! We’re delighted to hear that Leo made such a strong impression on your experience. We’ll be sure to pass along your lovely feedback to him—it will mean a lot. We truly appreciate your support and hope to welcome you back again soon for another great tour!

C
C5931QOdavidn
March 17, 2026
Half Superb Half Day trip to Chianti Region Wine Estate Visit

An awesome experience for half day visiting 2 vineyards and tasting sessions. The wines were superb and the pairings with the delicious meats and cheese were extremely nice. Our guide Matteo was a wonderful guide explaining the history of the wines in Florence as well as providing us with more information on how wines are classified and rated. Francesco took photos for us and also helped take us to each destination with a pleasant ride on the tour bus. The weather was superb and I definitely recommend to those who would like to enjoy a relaxing and refreshing day.

Operator response

Ciao David! Thank you so much for your wonderful review! We’re thrilled to hear you had such an awesome half-day experience visiting the two vineyards and enjoying the tastings and food pairings. It’s great to know Matteo’s knowledge of Florentine wine history and classifications added depth to your visit, and we’re also very happy Francesco helped make the journey comfortable and memorable (and captured some great photos for you!). We’re glad the beautiful weather made the day even more special, and we truly appreciate your recommendation. We hope to welcome you back for another relaxing and enjoyable experience soon! 🍷

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