Private Day Trip Siena and Chianti Wine Experience with lunch

5.0

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Recommended by 100% travellers

100% of guests rated this experience 4 stars or higher

5.0 (21)

Recommended by 100% travellers

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5.0

Reviews

Recommended by 100% travellers

100% of guests rated this experience 4 stars or higher

5.0 (21)

Recommended by 100% travellers

Earliest Date Available: November 2, 2026This experience is in high demand. Book now to lock in the next available date.

Free CancellationCancel for free up to 1 day before your experience

Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world

Why book with byFood?

Japan's #1 food travel platform

Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT

Location

Florence

Duration

8 hours

Group size

Max 7 guests

Accessibility

Stroller Accessible

Language

English, Italian

Location

Florence

Duration

8 hours

Group size

Max 7 guests

Accessibility

Stroller Accessible

Language

English, Italian

Why travelers loved this

5.0

•21 reviews

US$710.51 per guest

Instant Confirmation

Guest

Adult x1

Date

Add dates

Select Options

Earliest Date Available: November 2, 2026This experience is in high demand. Book now to lock in the next available date.

Free CancellationCancel for free up to 1 day before your experience

Food for HappinessFor every guest in your booking, we donate 10 meals to children around the world

Why book with byFood?

Japan's #1 food travel platform

Trusted by 50,000+ travelers worldwideCurated by food lovers, for food loversFeatured in CNN, Forbes & NYT

Description

Good to Know

• EXPERIENCE FOR YOUR PRIVATE GROUP • Leave behind the bustling city of Florence with a private full-day tour in a luxury Mercedes Minivan. Stroll through the Gothic streets of Siena and discover the black-and-white art and architecture of its historic center, a UNESCO heritage site. Taste renowned Chianti wines and authentic Tuscan cuisine in famous family-owned cellars of local olive oil and aged balsamic vinegar. • 8hr Full-Day private tour of Siena and Chianti from Florence • Pick-up and drop off at your selected hotel/ location (Florence Down Town) • Private transportation by minivan, Air-Conditioned • Tasting of cold cuts and cheeses from the exceptional Falorni butcher shop • English-speaking licensed driver • Learn about local history, food and culture • On request we can organize Lunch in Farm or Winery. (highly recommended)

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
Departure is suggested at 9:00am
In case of rain, umbrellas are provided by your driver
A confirmation is appreciated the day before the appointment by e-mailing or via iMessage or WhatsApp
Minors under 18 years old are not allowed to drink alcohol (wine tasting)
You will be picked up directly at your hotel or address provided at the time of booking at the exact time of the start of the tour.
Upon request, during the reservation we can organize lunch in wine cellars or on farms, this is a highly recommended experience, especially for wine lovers. (We also offer vegetarian and gluten-free lunches, and accommodate allergies. Upon request 24hrs before the tour).

Local guide tour in winery

Tasting of cold cuts and cheeses from Falorni butcher

On-Board WiFi

Private transportation by minivan air-conditioned

Unlimited cold mineral water

Pick-up and drop-off at your selected hotel/location (in Downtown Florence)

Lunch and wine tasting on farm or winery (to be paid on-location from 50€pp to 60€pp)

Wine tasting (to be paid on-location from 30€pp to 40€pp)

Private city guide.

3 hours · Admission Ticket Free

Siena

Siena is one of the most popular and visited places in Tuscany. It is known throughout Italy for its distinguished medieval architecture. Upon arrival, explore its rich history and art, through its notable local monuments such as the famous seashell-shaped Piazza del Campo and the outstanding Siena Cathedral. Many local shops fill the historic streets of Siena, a great opportunity for you to taste local food or buy some gifts!

Siena is one of the most popular and visited places in Tuscany. It is known throughout Italy for its…

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Duomo di Siena

The Cathedral of Santa Maria Assunta is the main location of Catholic worship in Tuscany, and the diocese of Siena. The building is located in the square of the same name in the center of the city. Built in Italian Gothic style, it is one of the most significant and spectacular churches built in Italy.

The Cathedral of Santa Maria Assunta is the main location of Catholic worship in Tuscany, and the di…

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Piazza del Campo

Piazza del Campo (or simply, il Campo) is the main square of the city of Siena. Unique for its particular and original seashell shape, it is renowned all over the world for its beauty and architectural integrity, as well as for being the place where the Palio di Siena takes place twice a year.

Piazza del Campo (or simply, il Campo) is the main square of the city of Siena. Unique for its parti…

1 hour · Admission Ticket Free

Strada in Chianti

The SS222 road, better known as Chiantigiana, is one of the most beautiful roads in Italy. It passes along the entire Chianti region, from Florence to Siena. Driving on it is a great way to discover the area. You will take this scenic road going north, starting from Siena and reaching Castellina in Chianti. The area is rich with castles and villages. One example is the Castle of Fonterutoli, where you will stop to admire the small medieval village surrounded by endless vineyards, centuries-old woods, and green hills.

The SS222 road, better known as Chiantigiana, is one of the most beautiful roads in Italy. It passes…

2 hours · Admission Ticket Not Included

Casa Emma wine tasting

*OPTIONAL lunch at the Farm or Winery. Have lunch in a wonderful organic farm. While the owner will show you around the property, his wife will prepare a delicious and unforgettable lunch for your private group. The owner will show you to his cellar to admire his Super Tuscans and Chianti Classico wines -Craft Wine- and to the nearby Acetaia, a vinegar cellar, with old vinegar. Afterwards, experience a unique dining setting while taking in an amazing Tuscan panorama. You will taste organic specialties, such as the typical Lasagna with traditional sauces, crostini, local meats and cold cuts, legumes, seasonal vegetables, honey, and cheeses seasoned with an incredible aged balsamic vinegar. Wine will accompany this lunch every step of the way. Each of the four main courses and desserts will be paired with a different and distinctive glass of wine. We will conclude with ice cream and balsamic vinegar or other desserts. *(This option will include the visit of Castellina in Chianti.)

*OPTIONAL lunch at the Farm or Winery. Have lunch in a wonderful organic farm. While the owner will…

1 hour · Admission Ticket Free

Panzano in Chianti

A visit in the picturesque Panzano is a must! As you take a few steps to reach Panzano’s medieval 11th century tower, you are truly immersed in another time. Enclosed by its fortified walls, you feel as if you’re returning to the Middle Ages. Take breathtaking pictures of the extraordinary southern valley, where hundreds of plots of land are planted with Sangiovese vines.

A visit in the picturesque Panzano is a must! As you take a few steps to reach Panzano’s medieval 11…

1 hour · Admission Ticket Free

Greve in Chianti

Experience the unforgettable town of Greve in Chianti, located in the heart of the Chianti Classico wine region, and home of the famous explorer Giovanni da Verrazzano. An unmissable visit is also due at the ancient and famous Falorni butcher shop, where you will have the opportunity to taste exceptional Tuscan snacks made with local cold cuts and cheeses!

Experience the unforgettable town of Greve in Chianti, located in the heart of the Chianti Classico…

Pickup Point

Select a pickup point

Pickup Details

You will be picked up directly at your hotel or address communicated at the time of booking at the exact time of the start of the tour. Departure and pickup time is suggested at 9:00 am. Upon request, you can change your pickup time (24hours before)

Free cancellation

Cancel up to 1 day before for a full refund.

No refund within 1 day of the experience or no-shows.

5.0

21 reviews

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+23 photos

21 reviews

Companion372983March 2026 • TripAdvisor

Fabulous Day

What a perfect day with Alessandro. Thank you for a wonderful day. We appreciate you giving us an amazing tour of Tuscany. I would highly recommend booking this tour. Alessandro has plenty of knowledge of the area since he was born and raised here. He took us to some of his favorite hidden gems and gave us fun facts along the way. If you want a quintessential Tuscany day this is for you. You can customize it anyway you want but we let Alessandro pick for us and he delivered. Thanks again for a m...read more

L9992DDlisabNovember 2025 • TripAdvisor

Siena day trip and wine tasting

An absolutely beautiful day with Alessandro as our driver. He goes above and beyond! We highly recommend him. A perfect way to visit Siena and top it off with a winery tour and exquisite lunch on their veranda. Thank you for a lovely tour!

Stay615656October 2025 • TripAdvisor

Sienna, wine tour and a fun personalized day of exploring Tuscany!

Alessandro provided a five star touring day! Highly recommend! The best way to tour Sienna, wine country is with a private driver! UniqueTuscany Tours with Alessandro is a perfect choice!

solorisg2025September 2025 • TripAdvisor

Wedding celebration for my oldest granddaughter.

Great experience.. Alessandro was very courteous and knowledgeable about every detail in everything we wanted to know. My first time in Italy.

546faithyJanuary 2024 • TripAdvisor

Great day in Tuscany!

Had the best day with Alessandro. We went to the beautiful city of Siena, had lunch and a wine tasting at a boutique winery/farm and another tasting at a family winery/farm. Both made organic wine and evoo that were very high quality. Able to ship wine home. Alessandro planned the day according to our preferences and was very knowledgeable about the Tuscany area and pleasant to be with. Highly recommend!

5.0 (2)

Private tour of Siena Monteriggioni San Gimignano, Winery, lunch

Florence

Florence

10.5 hours

Private Experience

US$982.97

5.0 (5)

Private Tuscan Dinner from Florence

Florence

7 hours

Private Experience

US$653.30

Private Day Trip Siena and Chianti Wine Experience with lunch

Why travelers loved this

Experience details

Description

Good to Know

What's included

Itinerary

Siena

Duomo di Siena

Piazza del Campo

Strada in Chianti

Casa Emma wine tasting

Panzano in Chianti

Greve in Chianti

Meeting and pickup

Cancellation policy

All reviews

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