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

66 Reviews 5.00 out of 5 stars Based on 66 traveler reviews collected by Cool Shore Excursions and TripAdvisor |
Recommended by 100% of reviewers
100% of reviewers gave this experience a rating of 4 or higher.
|
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards. Florence, Italy
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from $184.23 per person

Lowest Price Guarantee
Private daytrip to Siena & Chianti wine country, with wine tasting from Florence Image 1
Private daytrip to Siena & Chianti wine country, with wine tasting from Florence Image 2
Private daytrip to Siena & Chianti wine country, with wine tasting from Florence Image 3
Private daytrip to Siena & Chianti wine country, with wine tasting from Florence Image 4
Private daytrip to Siena & Chianti wine country, with wine tasting from Florence Image 5
Don't miss out!
On average, this is booked 16 (0) days in advance.
8 hours (approx.)
Hotel pickup offered
Mobile ticket
Offered in: English

Overview

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.

What's Included

  • Private transportation
  • All Fees and Taxes
  • Initial briefing with the driver with explanation of the options, to let you build your perfect day.
  • Lunch
  • Guided tour of Siena and entrace fees in Siena (if applicable)
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Meeting and Pickup

Pickup point
Pickup details

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

What To Expect

Book Online

Our secure website provides real-time availability, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Greve in Chianti

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)
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45 minutes Admission Ticket Free

Strada Statale 222 Chiantigiana (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.
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Panzano in Chianti (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.
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Fattoria di Montecchio

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.
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1 hour Admission Ticket Included

San Donato in Poggio (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.
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Siena

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.
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2 hours Admission Ticket Free

Florence

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
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1 hour Admission Ticket Free

Show 6 more stops

Additional Info

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

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Private daytrip to Siena & Chianti wine country, with wine tasting from Florence?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CET). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

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Activity code: C-5292P33

Traveler Photos

Reviews

5.00
66 reviews

Average 5.00 out of 5 stars based on 66 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
66
4 stars
0
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 16 (0) days in advance.
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Frequently Asked Questions (7)

Activity name

The answers provided below were previously given in response to questions from Cool Shore Excursions customers.

Filter by:

Q: What is the cancellation policy for the Private daytrip to Siena & Chianti wine country, with wine tasting from Florence?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CET).
Apr 2025
Q: What's included in the price?
A:
The following is 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.
The following is NOT included:
  • Lunch.
  • Guided tour of Siena and entrace fees in Siena (if applicable).
Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Private daytrip to Siena & Chianti wine country, with wine tasting from Florence is as follows:

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Private daytrip to Siena & Chianti wine country, with wine tasting from Florence will be included in your confirmation email from Cool Shore Excursions. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • 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
  • Lunch
  • Guided tour of Siena and entrace fees in Siena (if applicable)

Additional Info

Activity name

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

Report Product Issue

Activity name