Tuscany is famous for its fine wines, UNESCO-listed landscapes, and historic cities, and this day tour from San Gimignano ticks off all three. Enjoy wine tasting in the Chianti wine region; explore historic Montalcino; and sample the famous Brunello di Montalcino wine. Tour includes hotel pickup and drop-off.

Chianti and Brunello wine tasting tour from San Gimignano
Enjoy wine tasting in the Chianti wine region
Sample a range of Tuscan specialties and Brunello di Montalcino wine in Montalcino
Great-value tour includes hotel pickup, and round-trip transport

Sample Menu

Main

Snack with sliced cold meats and typical salami

What's Included

2 Wine tastings in prestigious local wineries
All taxes, fees and handling charges
Expert multilingual escorts
Transport by air-conditioned minivan for a maximum of 8 people
Snacks
Free time in Montalcino

Gratuities
Lunch

Meeting and Pickup

You can head directly to the meeting point, or request pickup

Meeting point

Porta San Giovanni
Via S. Giovanni, 126, 53037 San Gimignano SI, Italy

Pickup point

Porta San Giovanni
Via S. Giovanni, 126, 53037 San Gimignano SI, Italy

End point

This activity ends back at the meeting point.

What To Expect

Begin your tour with a 10am or 11am pickup (depending on the season) from your San Gimignano hotel and hop aboard an air-conditioned minibus for a scenic drive through the Tuscan countryside.

Arrive at the local winery and learn more about the Chianti wine region as you tuck into Tuscan specialties such as salami and cheese, and sip a selection of Chianti’s renowned wines.

Continue through the UNESCO-listed landscapes of the Val d’Orcia, stopping to admire the views along the way, then arrive in historic Montalcino. Take time to explore the town and its striking castle, then set off to a local wine cellar to sample the region’s famous Brunello di Montalcino wine, accompanied by more Tuscan delicacies.

After the tour, return to San Gimignano, where you’ll be dropped off at your hotel around 7pm or 8pm.

Additional Info

Confirmation will be received at time of booking
Customers must be able to climb and descend stairs
Not wheelchair accessible
Please also note that if your Hotel is located inside the walls of San Gimignano in a pedestrian area, you will be asked to meet our driver just outside of Porta San Giovanni
Stroller accessible

Near public transportation
Infant seats available
Most travelers can participate
This tour/activity will have a maximum of 8 travelers

Cancellation Policy

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.

Featured review

Jacquelyn_R

Great experience sipping wine with a group of wonderful people. Having fun and gaining knowledge about how wine is made from beginning to the bottle. Thank you for an awesome day.

Reviews

4.0

7 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews

Reviews by Viator travelers.

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Showing 1-6 of 7 reviews

Enjoyable memories

Kathy_B, Sep 2023

The entire experience was pleasant and added enjoyable memories to our holiday in Italy! Highly recommend!

Response from Host, Sep 2023

Dear Customer, Thank you for taking your time and sharing your feedback with us. Glad to know that you had a good time on the tour. Thank you for recommending the tour to other customers too. Hope to have you again in our tours in the near future. Best regards, My Tour in Italy team.

If anyone is considering booking this tour - DON'T!

Emily_W, May 2023

If anyone is considering booking this tour - DON'T! It was terrible from start to finish. Rude & incompetent driver. Extremely unprofessional tour. 4 hours of driving time and minimal time actually spent at vineyards/tasting wine. Our driver got lost on the way to the second vineyard and became abusive towards us in their frustration. One vineyard actually expressed concern about our safety on the tour due to the driver we'd been allocated by this company. There are plenty of closer vineyards in San Gimignano & in the nearby area which you should go to instead by using either a taxi or public transport. If you book this tour, you'll regret it! You'll be wasting your money and you'll be wasting a whole day of your holiday - don't make the same mistake that we did

Wineries were great but plan on a lot of transportation time!

Delores_N, Apr 2023

The wineries were beautiful. The people at the wineries were very nice, knowledgeable and helpful. It was a long drive from the meeting point in San Gimignano to the 2 wineries we visited so plan to spend more time driving than at the wineries. Bring snacks and plenty of water to drink.

Not great value for money

Julie_D, Oct 2022

We were picked up in San Gimignano and then drove 45 minutes to Siena to pick up others. It was then around 40 minutes more to the first winery and a further 20 minutes to the second one. We spent around 4 hours in the van out of the 7.5 hours of the trip. Only about 2 hours were at the wineries. At the two wineries we were given around 4 small samples of their wine which were very tasty. I don't think this tour was good value for money particularly but it was nice to be picked up at our door. Also our guide had a strong accent and was difficult to understand.

Awesome experience

Jacquelyn_R, Jul 2022

Great experience sipping wine with a group of wonderful people. Having fun and gaining knowledge about how wine is made from beginning to the bottle. Thank you for an awesome day.

This was the best wine tasting tour...

Barbara C, Sep 2017

This was the best wine tasting tour we have ever done and we have done this several times. The first winery was truly an experience as they took the time to make it a fun experience which included food and wine. The second winery was okay but nothing like the first. I would highly recommend this tour although it could be shortened a bit.