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Semi Private Small Group Best of Chianti Landscapes and Wine Tour from Florence

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Firenze, Italy
Semi Private Small Group Best of Chianti Landscapes and Wine Tour from Florence

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Free cancellation
Up to 24 hours in advance. Learn more
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icon9 hours  (Approx.)
Pickup from select hotels
Mobile ticket
iconOffered in: English
Good for avoiding crowds


Discover the inspiring landscapes and famous flavors of the Chianti wine region on a small-group tour from Florence. Enjoy leisure time to explore the charming medieval towns of Monteriggioni, Siena, and San Gimignano with helpful pointers from your guide. Visit a local winery for a vineyard and cellar tour, followed by a tasting of renowned Chianti varietals along with local cheeses, cured meats, and olive oil. Group size is limited to eight people for a more personalized experience.
  • Taste Chianti's famed varietals at a local winery
  • Savor locally made products like cheese, salami and olive oil
  • Small group limited to eight ensures personalized service
  • Free hotel pickup and drop-off included
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Bottled water
Wine tasting and olive oil tasting
Pickup and drop-off from designated meeting points
Small-group tour max 8 people in a Mercedes Van
Hotel pickup and drop off for centrally located Florence hotels only

Departure Point

Via della Scala, 57, 50123 Firenze FI, Italy

Direct pick up and drop off from hotels in the historic center (A zone). For other locations private residences and B&B meeting points is: In front of Hotel Boccaccio-Tino Caffè, Via della Scala 57, Florence at 8,30 am. Please arrive 10 minutes before scheduled departure time.

Departure Time

8:30 AM

Return Details

Returns to original departure point
  • Confirmation will be received at time of booking
  • A maximum of 8 people per Mercedes van
  • Wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Infants must sit on laps
  • Transportation is wheelchair accessible
  • Most travelers can participate
  • 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 8,30 am. Please arrive 10 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.
  • This tour/activity will have a maximum of 8 travelers
  • OPERATED BY I Just Drive
You can cancel up to 24 hours in advance of the experience for a full refund.
  • For a full refund, you must cancel at least 24 hours before the experience’s start time.
  • If you cancel less than 24 hours before the experience’s start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the experience’s start time will not be accepted.
  • Cut-off times are based on the experience’s local time.
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

Learn more about cancellations.

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67 Reviews
3 stars
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Reviews by Viator travelers

Showing 1-10 of 67 reviews
The highlight of our trip to Italy!
, Oct 2021
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!
Absolutely amazing!
, Sep 2021
This was probably the best tour we did while in italy. My friend and I were picked up in a very nice black Mercedes van by the nicest guide named Fabio from “I just drive” and ended up being the only people on the tour. Our guide new everything about the Tuscany landscape and details about each town, but most importantly treated us like VIP. He was so fun and friendly, and completely tailored our experience to our preferences. The semi-private is WELL worth the little extra it costs to be comfortable on such a long day trip! We were so glad we didn’t hop on the charter bus tour.. Fabio first took us to the hill overlooking Florence to take photos then went to San Gimignano and lastly Siena with a quick stop in Monteriggioni on the way. Siena by far was our favorite! The streets and shops are beautiful in both San Gimignano and Siena but Siena was just magical. A beautiful dome church and unbelievable medieval buildings at each turn. Looked exactly like where the twilight movie was filmed (in “volterra”) and they happened to have a Ferrari car show that day so it was even more amazing. Last we stopped at a family owned organic winery in Tuscany for a tour and tasting of wine and the best figs and cheeses we’d ever had! They had the most beautiful views overlooking the Chianti/Tuscany hills. Finally when Fabio dropped us back at our hotel he gave us a nice bottle of Prosecco to end the tour. Thank you Fabio and I just drive for making our experience so magical
Terrific Tuscan Tour
, Jun 2021
My friend and I were the only 2 people on the tour and it was amazing. We got to see San Gimgnano, Siena, Monteriggioni, and enjoy some organic wine at a winery. Daniel was great. He picked us up on time, gave us tips on the places we visited, and was very informative. I highly recommend this tour!
icon Response from Host , Jul 2021
Dear Friend, Thank you very much for taking time to post your kind feedback. Really glad to read you had a safe and great experience with us and thank you so much for recommending us. We hope to see you again on your next visit to Florence. Ciao, I Just Drive Staff
Tuscany area tour
, Sep 2019
Overall the tour was a good experience. But not a 5 star. LIKES: Small group setting; time to explore own your own, see 3 places in one day. Transportation was in a nice Mercedes Van; new and great air conditioning. DISLIKES: you are at the mercy of the other guests to stay on time. one couple was 25 min late to our meeting time and that really pushed the rest of our trip to be rushed. Also if you have pre-planned exactly what you want to see in Sienna you can spend all you time wandering about and not have time to see anything. Our Wine Tour was very informative and in a nice setting but we did not get out of the building to see any views. Maybe because we were pushed on time but we really would have liked to had photos of rolling tuscan hills from a winery during our tour. Our tour guide was nice and gave a bit of history to things, but could have pointed us to specific directions in Sienna so that we made better use of our short time there.
1 traveler found this review helpful
Love Tuscany
, Jun 2019
This was a wonderful tour, a lot more than we expected. Our driver Daniel was very knowledgeable of sights, history, and wines that went with certain foods. His recommendation if it was on our to do list was Chianti Classico with a steak ❤️❤️ We highly recommend this tour and Daniel.
Great even with a rainy day
, Jun 2019
Our driver was excellent, informative but not overly so. We were wet for a large part of the trip but enjoyed very much anyway,
1 traveler found this review helpful
Amazing tour with knowledgeable and friendly guides!
, Feb 2019
This is a must do if you want to see a bit of Tuscany when visiting Florence. The perfect amount of exploration and driving for a day in the countryside. The three city visit ended with a great wine tasting. When in Siena I would highly recommend lunch here Osteria Da Divo for a little truffle pasta. Delizioso!
1 traveler found this review helpful
Perfect Day
Marie M
, Jul 2018
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!
Book this tour!!! This was one of my...
Caitlin H
, Jun 2018
Book this tour!!! This was one of my favorite days of our whole two week trip through Italy and Greece. Our tour guide, Daniel, was AMAZING. He was friendly, entertaining, and shared a lot of good information. The van was very comfortable. Daniel also gave us each an iPad with service so that we could use maps and find out way around the towns. We were in San Gimignano for an hour, Sienna for 1.5/2 hours, and Monteriggioni for only 20 minutes we were running a bit late and needed to by at the winery by a certain time. This was not a big deal because the town was tiny - just enough time to get some great pictures and head to have some great wine. Apparently there are 2 different wineries you could visit depending on availability - if you are able to go to San Michele A Torri then you get to go to the less touristy one. Great wine and beautiful location. All in all this was a fantastic tour and we would recommend!
1 traveler found this review helpful
Very comfortable drive with small...
Ngaio B
, Apr 2018
Very comfortable drive with small group and fabulous guide Daniel. Couldn't fault it. Really glad we booked the tour - definitely a highlight of our Italy trip.

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