Small-Group Chianti and San Gimignano Sunset Trip from Siena | 8 hours to 9 hours

55 Reviews | Siena
From $190.79 per person Lowest Price Guarantee
Select Date and Travelers
You can select up to 9 travelers in total.
Adult (3-99) Minimum: 1, Maximum: 9
2
Infant (0-2) Minimum: 0, Maximum: 9
0
Free Cancellation For a full refund, cancel at least 24 hours before the scheduled departure time.
Small-Group Chianti and San Gimignano Sunset Trip from Siena
2 Adults x $190.54
$381.08
Approx Total
$381.08

Inclusions / Exclusions

  • Mobile ticket
  • Offered in: English
  • Traditional dinner at farm
  • Professional Guide
  • Transport by air-conditioned minivan
  • Tour of winery with wine tasting
  • Gratuities
  • Hotel pickup and drop-off
  • Entrance fees to attractions in San Gimignano

Overview

On this afternoon and evening tour from Siena to Chianti and San Gimignano, explore the beautiful Chianti region – an area rich with dense oak forests and cypress trees – and discover its famous wine by visiting a local producer, touring their cellars and tasting their wines. Then head to the UNESCO World Heritage town of San Gimignano, famous for its medieval towers. Enjoy the main sights and browse the streets and boutique stores just as the day's crowds begin to dwindle. Visit a local farm and enjoy a farm-to-table dinner of its products and wines during sunset, in a stunning location overlooking the San Gimignano towers and the rolling, vine-covered hills.

Meeting points

Meet under the large tree next to the red brick church

End point

This activity ends back at the meeting point.

Itinerary

  • Basilica Cateriniana Di S. Domenico (Pass By)

    Meet your tour guide at 2.30pm in front of the church of San Domenico in Siena and begin the tour with a comfortable drive through the Chianti countryside. Visit a Chianti wine estate, where you'll tour the grounds and wine cellars while learning about the wine-making process. Sit down and savor a tasting of Black Rooster Chianti Classico wine.

  • Cantinetta di Monteriggioni

    After visiting a Chianti winery, visit a historic town that was once of fortress, Monteriggioni, to marvel at the medieval towers that are still intact. Monteriggioni is a perfectly preserved medieval town with a complete ring of walls and turrets, once Siena’s main bastion of defense against the armies of Florence. Today it is a quiet hamlet and you can enjoy leisure time exploring the charming streets and stores of local crafts.

    30 minutes

  • Historic Centre of San Gimignano

    In the late afternoon, arrive in San Gimignano as the crowds begin to dwindle and the many streets and squares of this medieval town of towers that flourished thanks to the via Francigena, an important trade route. Enjoy free time to enter its impressive church, the Collegiata di San Gimignano, or to explore the Civic Museum (entrance fees at own expense). Alternatively, shop the artisan boutiques for leather goods and hand-painted pottery; sample the fruits of the soil in the food shops and wine bars or discover the town’s many hidden beauties.

    1 hour

  • SS 222 Chiantigiana

    After your time in San Gimignano, head out of town to a nearby rustic farmhouse, where you'll be treated to a classic Tuscan dinner accompanied by wine. Enjoy the farm's products and wine over a convivial dinner with the others on tour that you can now call new friends.

    2 hours

Sample Menu

Additional Info

  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol

Free Cancellation

April 15100% refund
April 16No refund

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.
Reviews

4.8

55 reviews

Total review count and overall rating based on Viator and Tripadvisor reviews
  • 5 stars
    48
  • 4 stars
    5
  • 3 stars
    0
  • 2 stars
    2
  • 1 star
    0

Reviews by TravelOne travelers

Showing 1-5 of 48 reviews with 5 stars

A fabulous blend of wine , walled cities and farm dinner . Just a great experience. Thank you .

Published on Sep, 2024

Our fabulous guide in addition to being full of knowledge about all aspects of the tour also knew the farm and winery staff and owners and made the trip so personal with lots of friendly chat

Marco was an absolutely...

Published on Aug, 2024

Marco was an absolutely amazing tour guide! He was so knowledgeable and personable. The tour was the perfect ending to our time in Siena allowing us to explore neighboring areas. The beauty, views, and wine were perfection! Highly suggest!

Tuscany Wine and Food

Published on Jul, 2024

We loved the whole experience from the commentary on the history of wine in the Tuscany area by our Tour Guide Danielle to the wine tasing stops. We visited a wine cellar on the winery/ farm used by several generations of the same family. The dinner served at the end was delicious and the wine was excellent.

Special memories

Published on May, 2024

The countryside was spectacular. I enjoyed free time in the villages, and all that was included on this tour. The high point was the dinner at a local farm/vineyard. First of all, the setting was stunning. But the warm and personal nature of the meal:cooked by the Mother, in their home, was the high point. We sat and ate with the family. It was such an authentic experience , which I will treasure the memory for years to come. I also want to single out our guide, Necco (sp?). He went out of his way to ensure that I had safe transportation home. That was above and beyond what he had to do, at the end of a very long day. My sincere thanks go out to him.

Beautiful experience

Published on May, 2024

This was a wonderful tour - the best we went on in Italy! Our guide was very knowledgeable and friendly, the wine tasting was wonderful, and the dinner was perfect. Highly recommend!

Personalize Your Destination Experience
Italy

Italy

9497 tours

View
Compare Similar Experiences

Current

time

8 hours to 9 hours

time Free Cancellation
55
From
$191 /   Person
time

2 hours

time Free Cancellation
549
From
$42 /   Person
time

8 hours

time Free Cancellation
206
From
$191 /   Person
time

2 hours to 3 hours

time Free Cancellation
199
From
$156 /   Person
time

8 hours

time Free Cancellation
142
From
$191 /   Person
time

8 hours

time Free Cancellation
96
From
$263 /   Person
Special Offer
time

2 hours 30 minutes

time Free Cancellation
88
From
$80 /   Person
Special Offer
time

2 hours

time Free Cancellation
46
From
$151 /   Group
time

2 hours

time Free Cancellation
40
From
$164 /   Person
Likely To Sell Out
time

3 hours

time Free Cancellation
18
From
$272 /   Group
time

7 hours

time Free Cancellation
16
From
$148 /   Person
time

2 hours

time Free Cancellation
10
From
$48 /   Person
time

2 hours 30 minutes

time Free Cancellation
9
From
$127 /   Person
Customers Who Bought This Tour Also Bought
time

9 hours

time Free Cancellation
813
From
$191 /   Person
time

2 hours

time Free Cancellation
549
From
$42 /   Person
Likely To Sell Out
time

3 hours

time Free Cancellation
292
From
$90 /   Person
time

4 hours

time Free Cancellation
285
From
$127 /   Person
time

1 hour to 2 hours

time Free Cancellation
266
From
$20 /   Person
time

2 hours

time Free Cancellation
263
From
$64 /   Person
time

8 hours

time Free Cancellation
206
From
$191 /   Person
time

2 hours to 3 hours

time Free Cancellation
199
From
$156 /   Person
time

4 hours

time Free Cancellation
165
From
$296 /   Person
Special Offer
time

11 hours

time Free Cancellation
149
From
$75 /   Person
time

8 hours

time Free Cancellation
142
From
$191 /   Person
Special Offer
time

5 hours

time Free Cancellation
141
From
$81 /   Person
Connect with TravelOne
travelone
Louise Berg
Destination Expert
TravelOne Subscribe
We organise unforgettable vacations.
Subscribe for trending deals.
© Copyright 2025 TravelOne Technologies Inc. | All Rights Reserved.
Visa Card Mastercard Maestro Amex Discover

TravelOne uses cookies to give you the best possible service. If you continue browsing, you agree to the use of cookies. More details can be found in our privacy policy.