Deep Wine Chianti and San Gimignano - Private Tour


€175.00 PP

Join a scenic tour of the Chianti region and taste a selection of some of the best wines that Italy has to offer.

Come explore the Chianti wine region with us on a small group tour from Florence! You'll get to see some amazing landscapes and experience famous flavors while you're here.

We'll also have some leisure time to explore the charming medieval town of San Gimignano - famous for its city of towers, and of course, the best ice cream in the world! Your guide will be more than happy to give you some helpful pointers along the way.

We'll also visit two local wineries for tours, followed by a tasting of renowned Chianti varietals. And of course, no Tuscan experience would be complete without a traditional Tuscan lunch!

FROM €175.00

Price per person

Full day TOUR

9 Hours

Private Tour

Max 8 per Mercedes van


From selected hotels

Piazzale Michelangelo: You won't believe the view you get from the top of this square in Florence.

San Gimignano: Explore the walled city for a memorable experience full of history, culture and charm

San Casciano in Val di Pesa: Enjoy a delicious lunch with the best wines of Italy

Local Food: Savor locally made products like cheese, salami and olive oil

San Michele a Torri: You will visit a family-run wine estate where you can try other excellent Chianti wines

This tour is the perfect way to experience all that the Tuscan region has to offer in just one day. You'll be able to admire stunning panoramas of vineyards and olive groves, and sample some of the best Chianti wines in the world. And what could be more delicious than fresh, local Mediterranean cuisine?


Highest average rating based on over 2.000 reviews


Highest average rating based on over 2.000 reviews

We loved the little towns we visited. The owner of the winery was very generous and hospitable. We could see his passion in his work. He was casual, and this created a fun, relaxing environment. To us the prices of the wine and shipping was very reasonable. I believe one of the main highlights for us was the driver Andrea. We enjoyed his stories and his charisma. Totally would recommend him!



Piazzale Michelangelo

We start from your pick-up point at 8:00 am and then drive for 15 minutes towards Piazzale Michelangelo, a stunning panoramic view spot in Florence. From this elevated terrace, you can see all of Florence’s top attractions without any of the city’s traffic. This is a must-see spot for tourists and locals alike who want to take in the beauty of Florence. From here, you can really appreciate all that the city has to offer. The large square is home to a replica of Michelangelo’s David in bronze.

Duration: 15 minutes

We’ll drive to reach San Gimignano, a beautiful walled city. The drive will take approximately one hour and we’ll arrive at 9:30 am. San Gimignano is a town that is oozing with history and charm. It’s well-known for its delicious ice cream and impressive stone towers. These towers were built during medieval times and served as a form of defense. Of the 72 towers that once stood, 14 remain today – a testament to their strength and durability. In 1990, the town’s center was declared a UNESCO World Heritage site.

Duration: 1 hour 25 minutes

We’ll drive for 50 minutes towards a typical Tuscan farmhouse in the Chianti area. We’ll take you on a trip to the stunning Tuscan wine country, where you’ll get to experience delicious wine tasting and lunch amidst the incredible views of the Tuscany countryside. You’ll visit a beautiful farmhouse with amazing cellar, and enjoy some of the most famous wines in Italy while indulging in a delicious lunch made with local ingredients. It’s time for you to sit back, relax, and enjoy the view—we can’t wait to show it all off!

Duration: 2 hours 30 minutes

We’ll drive for 25 minutes towards San Michele a Torri where we’ll arrive at 3:00 pm. We’ll cap off our journey at a family-run wine estate in the province of Florence, where you’ll get to try some other superb Chianti wines. After all, you can’t really say you know Chianti until you’ve tried at least 5 or 6 different types of wine from the area.

Duration: 45 minutes

At around 4:20 pm we will begin the approximately 40-minute journey to reach the initial pick-up point at 5:00 pm and you’ll have plenty of time to enjoy the rest of your afternoon in Florence.

Duration: 40 minutes
Local English-speaking driver/guide with excellent knowledge of the destination
Free Hotel pickup and drop-off (in selected hotels)
Pickup and drop-off from designated meeting points
Luxury Mercedes Vehicle
WiFi on board
Air-conditioned vehicle
Bottled water
1 Bottle of Prosecco White Wine per group
Wireless audio system to better hear the driver even from the last rows
1 iPad each couple (with unlimited mobile data connection)
Wine tasting and olive oil tasting
Wine tour with cellar visits
1 Bottle of Prosecco
Entrances to museums, castles and villas

As part of our commitment to providing a stress-free and comfortable experience for our guests, we offer pick-up at your location within the downtown area of Florence for our private tours. If you are unsure whether your location falls within this area, please let us know in the dedicated section at the time of booking and we will be happy to assist you. Our goal is to ensure that your tour with us is seamless and enjoyable from start to finish.

Stroller accessible

Infant seats available

Confirmation will be received at time of booking
A maximum of 8 people per Mercedes van
The driver/guide will thoroughly introduce the places being visited, from a cultural, historical and artistic viewpoint while driving to and from them, but is not licensed to give explanations at sights or guide inside churches, or museums.You will have free time in the villages
  • For a full refund, you must cancel at least 8 days before the experience’s start time. 
  • If you cancel less than 8 days before the experience’s start time, the amount you paid will not be refunded. 
  • Any changes made less than 8 days before the experience’s start time will not be accepted.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Fabio was a fantastic guide with lots of knowledge. A great tour for people who want to see Tuscany. Beautiful towns, incredible countryside and ended with a brilliant wine tasting. Highly recommend


Our tour guide was personable, knowledgeable and entertaining. We were part of very small group and felt that all got very personal attention. The wine tasting and tour of the winery was great. And the wine, snacks more like a small meal were wonderful as was the hostess at the winery. Would recommend it to friends and family and will when any of them visit Florence

Douglas R

We could not have enjoyed our day more! Our driver was knowledgeable and friendly. The three stops were perfect, broke up the ride so we never felt we were in the car too long. We were lucky to be joined by a nice couple as well. The winery was lovely. It was a beautiful day!

Marie M

Our guide Amiiano was excellent. He was extremely knowledgeable about the area and its history. He was down to earth and friendly. It felt like we were spending a nice day with friends (4 tourists + Amiliano). At every stop, he gave us iPads that had pre=programmed areas of interest on the map so we can be efficient with our exploration. At the end of our tour, Amiliano even busted out a bottle of Prosecco for us to share and toast to a great day.


book this tour

*Best discount negotiated on certain dates, calculated according to the supplier reference price.


From Monday to Sunday from 8:00 a.m. to 8:00 p.m. Local call charges may apply.


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