Tours/Florence/Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano
Viator · group up to 16 pax

Tuscany Wine Tour: 2 Wineries & Chianti from San Gimignano

4.8(69)Florence1 hour
VIATOR5.0(1)TRIPADVISOR4.8(68)

Description

Visit two Tuscan wineries without having to worry about designating a driver by opting for this tour that includes transportation. Immerse yourself in the Chianti wine region as you sample a variety of wines. Discover the art of winemaking through tastings while enjoying the scenery of the Tuscan countryside. Then head to San Gimignano to spend some time exploring its medieval ramparts.

Tour Options

From Tuscany on Wheels
  • Small Group Tour: from Tuscany on Wheels office in Chianti Starting point: Tuscany on Wheels - Tours in & from San Gimignano, Strada di Sant' Appiano, 9/i, 50028 Barberino Tavarnelle FI, Italy
From San Gimignano
  • Small Group Tour: From San Gimignano Starting point: Bivio Volterra, 53037 San Gimignano, Province of Siena, Italy

Itinerary

Admission included15 min

Your experience begins depending on the option you selected at the time of booking , either from our headquarters, Tuscany on Wheels (located just few km outside San Gimignano with free car parking available), or directly from San Gimignano.

90 min

First, we’ll visit a winery an hour outside Florence to taste 5 wines, including Chianti Classico, Vernaccia, and Super Tuscan. We’ll also sample a 30-year-old balsamic vinegar, plus truffle extra virgin olive oil. Learn to recognize different flavors and refine your palate with a passionate wine producer. Fun and new skills are guaranteed!

90 min

Next, we’ll visit a local winery in a beautiful area known for D.O.C.G. Vernaccia white wine, overlooking the towers of San Gimignano. The winemakers will guide you through vineyards and cellars, sharing secrets of wine and oil production, and the best wine and food pairings. Enjoy three wines: Vernaccia white, rosé, and Chianti Colli Senesi D.O.C.G. You can also purchase local products and wine at great prices to take home or ship to friends and family.

90 min

The trip isn't over yet as you just earned a bonus stop in San Gimignano for a little stroll before making your way back. You can't miss San Gimignano when you visit Tuscany! San Gimignano is known for its 14 medieval towers, which dominate the skyline and create a unique atmosphere. These towers were built by wealthy families as symbols of their power and status, and today they are one of the town’s main attractions. You can climb to the top of some of the towers and enjoy stunning views of the surrounding countryside.

30 min

The tour concludes at around 4:30 pm at the Tuscany on Wheels office, where you’ll return with wonderful memories, a camera full of photos, and a few new friends. If you selected San Gimignano as your departure point, you have the option to end your tour there instead, at approximately at 2:30 pm, rather than returning to the main office.

Highlights

Our English-speaking tour guide
Free time in San Gimignano
Visit 2 Wineries
2 Wine Tastings, up to 9 Tuscan Wines to taste
Roundtrip transportation
Views of the Chianti wine region sourrounding San Gimignano
Truffle oil & Extra Virgin Olive oil tasting & Snacks

What's included

Included
Our English-speaking tour guide
Free time in San Gimignano
Visit 2 Wineries
2 Wine Tastings, up to 9 Tuscan Wines to taste
Roundtrip transportation
Views of the Chianti wine region sourrounding San Gimignano
Truffle oil & Extra Virgin Olive oil tasting & Snacks
Not included
Gratuities

Traveller Ratings

4.8
69 reviews
5
64
4
2
3
1
2
0
1
2

Important Information

  • Public transportation options are available nearby
  • Suitable for all physical fitness levels

Reviews(69)

Y
Y560PJwillv
June 2, 2026
Great way to experience wine country

So nice to be out in gorgeous wine country sampling all the best it has to offer. Wine and balsamic selection was both diverse and quality. Ned, our driver was knowledgeable and charismatic. I asked several questions and he was able to answer most of them. Good guy, happy to be in his van. San Gimigiano was surprisingly delightful. It offered something different than Florence and Rome, way worth the extra stop. Highly recommend the tour. Just be prepared for a long, sleepy drive home though.

Operator response

Thank you so much for your wonderful review! We're delighted to hear you enjoyed exploring the beautiful Tuscan countryside, tasting the wines and balsamic, and discovering the charm of San Gimignano. We'll be sure to share your kind words with your tour leader Nedas and he'll be happy to know his knowledge and enthusiasm made your day even more enjoyable. Thank you for your recommendation, and we hope to welcome you back to Tuscany again soon!

R
racheljO5521KW
May 2, 2026
Perfect wine tour!

Alex was the best! We had an amazing experience wine tasting in Tuscany! He went above and beyond explaining the history of San Gimignano. Definitely recommend this tour!

Operator response

Thank you so much for your fantastic review! We’re delighted to hear that you had such an amazing wine tasting experience in Tuscany with your tour leader Alessandro. It’s wonderful to know that his passion and knowledge, especially when sharing the history of San Gimignano, helped make your day even more special. Thank you for your recommendation, and we hope to welcome you back for another unforgettable adventure in Italy soon!

R
robbinj235
May 2, 2026
Perfect day in toscana

Had an amazing time with Alessandro as our guide. The perfect day wine tasting in tuscany

Operator response

Thank you for your wonderful review! We’re thrilled to hear that you had an amazing time exploring Tuscany and enjoying the wine tasting experience. It's especially great to know that your tour leader Alessandro helped make your day so memorable. Thank you for choosing us, and we hope to welcome you back for another unforgettable adventure in Italy soon!

B
Beth G
March 24, 2026
Absolutely perfect wine tour from beginning to end in Tuscany!!

Ema was an amazing guide for our time spent in Tuscany. We wouldn’t change a thing about our day. The two wineries we visited were amazing and Ema was very friendly and informative on such a personal level!

Operator response

Thank you for your kind review! We’re glad to hear that you enjoyed your time on our Tuscany Wine Tour with Emanuele. It’s wonderful to know that we could make your day special!

M
megs2282
March 18, 2026
Best tour ever

Ema was the most amazing!!!! I would book 100 trips with him! If you have the opportunity, take it!

Operator response

Thank you for your amazing review! We’re delighted to hear about your experience on our Tuscany Wine Tour with our guide Emanuele. Your feedback is truly appreciated. If you have the opportunity to join us again, you are more than welcome!

S
Sightsee776252
March 16, 2026
Wine tour

This was the best tour ever!!! Luigi was an awesome tour guide and so personable. Perfect amount of time of the tour. Not too long not too short. The first winery was more refined and a larger tasting, the second was more casual but the most beautiful views. A great blend of experiences. One hour in San gimingiano was a good amount of time as well. Definitely recommend!!! The 7 person one is one i definitely recommend.

E
elliesO9519UT
March 16, 2026
So much fun!

Literally the best!! So much fun. Perfect duration. Luigi is the best ever!

N
N8122WDjanetm
March 11, 2026
Tuscany Wine Tour 11/03/2026

Wonderful day trip in Tuscany ! Lorenzo was very accommodating as a driver and very informative. The wineries were a beautiful setting and San Gimignano was a wonderful place to visit.

3
39jaral
March 11, 2026
Fun wine day!

Great ride with Lorenzo ! Lorenzo chauffeured us to two different wineries and San giminghno it was a great experience!

6
690allysonp
March 8, 2026
Best tour!!

Luigi was GREAT! He was so nice and very kind! 100% recommendation this wine tour! My boyfriend and I are 24 years old and this was so much fun!

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