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(211)Florence1 hour
VIATOR4.9(92)TRIPADVISOR4.9(119)

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

Semi Private Morning Tour
  • Pickup included
Special days
  • 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
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
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

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
211 reviews
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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(211)

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.

L
Lyanne L
June 2, 2026
Almost perfect

It was great! The only thing I was a tad disappointed with was that we did not have a lunch outdoors with the view and we never got to walk around with a glass of wine outside. The two wineries were great and wonderful at explaining everything they do. David, our driver was excellent! The food was amazing and the wine was fabulous!

D
danasT3128SK
May 28, 2026
Best Way to See Tuscany, Small Towns, and Wineries

Our tour with Gabriele was fantastic and a perfect way to spend our anniversary! While we booked the semi-private tour, no one else signed up for our tour and we had a private tour. The tour is planned perfectly so you attend Piazzale Michelangelo and San Gimignano in the morning before all the crowds and big tour buses come. Really made such a difference and beautiful impression on our time in these places. The small family wineries with tours and tastings were so personable and fantastic. The lunch was fabulous - a four course tasting menu! We appreciated the pick-up right in front of our hotel (Hotel Davanzati) and the booking discounts with the hotel and in cash payment. The whole team before and during the tour were so responsive within 24 hours any time we had questions; we had a personal situation before the trip where we had to switch back and forth between the two small group tour options (wine tasting and CinqueTerre) and the team was completely understanding and kind throughout. Thank you!

A
angelbrigman
May 27, 2026
Winery

Marco was wonderful! Very informative and great personality!

M
Mynonnie
May 25, 2026
Day trip to San Gimignano and two wineries

The first stop on our trip was the Piazzale Michelangelo, which was quite a surprise. If you’re in Florence, it’s a must see/do. The views over the city are outstanding. The drive to the spot is quite beautiful as well. Then, our next stop was the quaint town of San Gimignano. We had about an hour or so there to wander on our own. We loved the town so much we could have stayed there all day. I was glad it was our first stop as the larger tour groups started coming in as we were leaving. So I recommend getting there early. Also, the line for the world famous gelato is also a lot shorter before the crowds start descending on the town. There are amazing views of the vineyards and there are many cute shops and restaurants to visit. Our next stop was the first of two wineries. This one was the larger and, I guess more commercial, of the two. The second one was a family run business. I enjoyed our visit to the first winery more than the other. In fact, the one winery would have sufficed. It’s a lot of wine to drink in a day. The first winery was a combination of food and wine. Both the food and the wines were delicious. I’m not a wine lover mostly because of the way it makes me feel afterward, but as their wine is made without sulfates, you don’t experience the headaches and dehydration as you do with other wines. Of course, at the end of the demonstration and wine tasting, the sales pitch came. It wasn’t too bad though or too much pressure to buy anything. You can have their wines, olive oil, and balsamic vinegars sent to your home address without shipping fees. Their wines were very good, but the balsamic vinegar was really outstanding. Their olive oils were delicious as well. So for some, it might be worth it to purchase some of the items. We weren’t at the second winery very long. A representative from the winery gave an explanation on how the wine is produced and then we had a wine tasting. Overall, it was a great day. If I were to do it again, though, I would try to find a tour that stops at San Gimignano, a winery, and Siena. I would have preferred a visit to Siena over a visit to the smaller winery. Marco, our guide and driver, was great - very kind and helpful. I would definitely book a tour with this group again.

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