Tours/Florence/Semi Private Deep Wine Chianti and San Gimignano from Florence
Viator · group up to 8 pax

Semi Private Deep Wine Chianti and San Gimignano from Florence

4.9(215)Florence1 hour
VIATOR4.9(93)TRIPADVISOR4.9(122)

Description

This tour is designed to make your Tuscan wine-tasting dreams come true. You'll be able to see all the classic postcard-perfect landscapes of Tuscany while you travel from one cellar to another. You will visit two wineries and have the opportunity to taste a selection of high-quality Tuscan Chianti wines. Lunch is included. If you're a fan of good wine, excellent food, and landscape photography, you'll love this tour. And you'll also have the chance to visit one of the most beautiful villages in the world: San Gimignano, famous for its majestic towers and delicious ice cream. Our tours feature only black, air-conditioned Mercedes Vans, complete with air conditioning, WiFi, and one unlimited Wi-Fi with Pocket-Sized Hotspot for​ each couple and one bottle of water for every tour member and of course a Bottle of Prosecco White Wine for a travelling happy hour at the end of the tour!

Tour Options

Special days
  • Pickup included
Semi Private Morning Tour
  • Pickup included

Itinerary

15 min

We start from the pick up point 8:00 and then drive for 15 minutes towards Piazzale Michelangelo. Piazzale Michelangelo offers a stunning panoramic view of Florence, where you can take in the city in all its glory. The large square is home to a replica of Michelangelo's David in bronze.

85 min

At 8:30 we'll drive for 01:00 hours towards San Gimignano. We then visit the beautiful walled city, San Gimignano, full of history and charm, famous for its imposing towers and delicious ice cream, this tour will be sure to delight your taste buds. The available time there will be 01:25 hours.

150 min

At 10:55 we drive for 50 minutes towards a typical Tuscan farmhouse in the Chianti area. We will travel to the heart of Tuscan wine country, and visit a beautiful farmhouse with a cellar. Here, we will enjoy a delicious Tuscan lunch with amazing regional food and some of the most wines of Italy. This will be a perfect opportunity to relax and enjoy the stunning views of Tuscany countryside. The available time there will be 02:30 hours.

45 min

At 14:30 drive for 25 minutes towards San Michele a Torri where we'll make a final stop at a family run wine estate in the province of Florence, where you will have the opportunity to try other great Chianti wines. Because you can't say you know Chianti if you haven't tried at least 5 or 6 different types of wine from the area. The available time there will be 45 minutes.

Pass by

At 15:50 drive back for 40 minutes, towards the initial pick up point. We will arrive there by 16:30. Well in time to have some more fun during your Florentine afternoon.

Highlights

WiFi on board
Bottled water
Hotel pick up and drop off is included within the pickup zone
Wine tasting and olive oil tasting
Air-conditioned vehicle
1 Bottle of Prosecco White Wine per group
You'll enjoy a delicious Tuscan lunch with some of the best local food you can find, and it will be paired with some of the finest Chianti wines.
One unlimited Wi-Fi Pocket-Sized Hotspot​ for each couple. Stay connected throughout your journey.
We make sure you will get a taste of various Chianti wines before going home. Our tour includes tasting of wines so you can sample the different flavors of this popular Italian wine.

What's included

Included
WiFi on board
Bottled water
Hotel pick up and drop off is included within the pickup zone
Wine tasting and olive oil tasting
Air-conditioned vehicle
1 Bottle of Prosecco White Wine per group
You'll enjoy a delicious Tuscan lunch with some of the best local food you can find, and it will be paired with some of the finest Chianti wines.
One unlimited Wi-Fi Pocket-Sized Hotspot​ for each couple. Stay connected throughout your journey.
We make sure you will get a taste of various Chianti wines before going home. Our tour includes tasting of wines so you can sample the different flavors of this popular Italian wine.
Not included
Gratuity
Hotel pick up and drop off out of the pick up zone is available under request for an extra fee

Pickup Locations & Times

We offer free pick up at hotels, not Airbnb nor apartments, which are located in the AREA A of the traffic limited zone. If your hotel is outside that area or falls in the category of Apartments/Airbnb, you can choose to receive free pick up in front of HOTEL BOCCACCIO (Via della Scala 59) at 8:00 or in front of HOTEL DAVANZATI (Via Porta Rossa 5) at 7:50. Alternatively we can pick you up and drop you off at your hotel for an extra fee to be paid directly to the driver. Ask for quotation. However, please arrive 15 minutes before scheduled departure time at the pickup point.

Traveller Ratings

4.9
215 reviews
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202
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Important Information

  • Wheelchair accessible
  • 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
  • A maximum of 8 people per Mercedes van
  • Direct pick up and drop off from some hotels locates in the historic center (A zone). For all other locations private residences and B&B the meeting points is: In front of Hotel Boccaccio-Tino Caffè, Via della Scala 59 (one minute walking distance from Santa Maria Novella train station), Florence at 8,00 am. Please arrive 15 minutes before scheduled departure time. If you wish you can have breakfast there, English or continental or just a "cappuccino". As I Just Drive guests at Tino Caffè you are entitled to have a 10% discount.

Reviews(215)

R
ryanpN9130TZ
July 25, 2026
Amazing experience from start to finish!

My fiancée and I had an amazing time at the San Gimingnano and Chianti region tour. Our tour guide and driver, Marco, was very knowledgeable about the history of the region and provided great information throughout the entirety of the trip. He really brought the experience to life for us. Marco is very friendly and a great person and was a large part of why the experience was so memorable. As for the wine tasting tours, both vineyards had excellent tours with knowledgeable and friendly guides. The selection of wines provided were excellent to try the regional wines of Chianti. Overall, this was an experience we will never forget and highly encourage anyone to book for your trip to the Tuscany region!

N
noahmS8422XI
July 19, 2026
Great Overall Experience, Especially for the Price!

David was our tour guide and was excellent! We got lucky and were the only people on our tour that day, so we got a private tour around Tuscany for a great bargain. Even if you aren’t the only ones, the van is plenty big, has great air conditioning, and the places you go are very exciting! San Grimignano was very nice for the history buffs and the rest of the trip was centered around Tuscan wine and cuisine, both of which are excellent!

V
V9622MAstefaniat
July 18, 2026
Amazing day

Great tour. Marco was absolutely amazing, kind and so knowledgeable. We loved having him as our guide. We will request him for our future tours.

S
Sheri_N
July 11, 2026
San Gimignano/Winery Tour Must Do

We loved this tour. We had enough time in San Gimignano to stroll around and shop and didn’t feel rushed. The lunch was amazing with several courses and the wineries had fabulous Chianti wine. You will probably want to ship some home kind of good! This tour is worth the price and the small group made it better.

S
Sara_S
June 16, 2026
This was a lovely tour!...

This was a lovely tour! Our guide was David, who was an absolute joy to ride along with and to learn from. The two wineries were perfect - excellent wine tastings paired with a delicious lunch and selection of Tuscan meats & cheeses. The San Gimignano portion of the trip was not for us as it is really just a place to shop. But if you want to do some shopping, there are a large variety of cute shops and you’d likely enjoy it. Either way that is just a short piece of the tour. Highly recommend both this tour and specifically David!

D
DayTrip50495771733
June 12, 2026
Great experience!

We thoroughly enjoyed the wine tour. The vineyards were knowledgeable and fun! Marco was our driver, he was very nice and made the trip even more enjoyable.

Z
Z8871JGsarahe
June 10, 2026
Beautiful day in Tuscany

A wonderful day spent in great company , our guide Nedo was amazing so knowledgeable, highly recommend, thank you

L
lisarI5213TY
June 5, 2026
Amazing days with Claudius!

We had an amazing time! Claudius was our amazing guide four different days! We saw Cinque Terra, Pisa, Lucca, Greve, II Molino Di Grace Winery, another winery, San Giomano, and Florence. At the end of our ten days we spent four with Claudius and he was a part of our family. Truly appreciate all he did! We have been back in the states for a few days and we still chat and reminisce about our days in Italy. He made us feel special - like celebrities! Love him for that.

G
Global54504627354
June 5, 2026
Lovely day led by Nedo!

Nedo was the best! Loved his passion and engagement. San Gimignano was the best little stop and the winery visits and tasting were so lovely. Highly recommended.

C
craig p
June 3, 2026
Claudius was our driver and he was exceptional. His knowledge of the region was second to none. Make sure you book tour

The tour itself was terrific and the wines and food were spectacular.

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