Small-Group Chianti and San Gimignano Sunset Trip from Siena

4.8 (68 reviews) 8–9 hours Free cancellation

out of 5

68 reviews

4.8

Chianti and San Gimignano Sunset Tour — Photos: the activity supplier, via Viator

San Gimignano at dusk — Photos: the activity supplier, via Viator

About this activity

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.

Day Trips Full-day Tours Bus Tours Private and Luxury Culture Small Group Excellent Quality Top Product

At a glance

Duration: 8–9 hours
Confirmation: Confirmed within 48 hours
Ticket: Mobile or paper ticket accepted
Group: Up to 8 people
People per booking: 1–9
Guide: English
Operated by: Tuscan Escapes by Papilio SRL

Ages: Infants (0–2 years) · Adults (3–99 years)

What is included

Included

Included: Traditional dinner at farm
Included: Professional Guide
Included: Transport by air-conditioned minivan
Included: Tour of winery with wine tasting

Not included

Not included: Gratuities
Not included: Hotel pickup and drop-off
Not included: Entrance fees to attractions in San Gimignano

Itinerary

Basilica Cateriniana Di S. Domenico

Passing 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

30 min

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.
Historic Centre of San Gimignano

one hour

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.
Strada Statale 222 Chiantigiana

2 hours Admission included

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.

Meeting point and pickup

Everyone meets at the meeting point.

Meeting point

Meet under the large tree next to the red brick church

End point

Meet under the large tree next to the red brick church

Cancellation

Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

If you cancel	You get back
At least one day before	100%
Less than a day before	0%

The operator may cancel if too few people book; you then get another date or your money back.

Good to know

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