You booked this experience
Make your trip unforgettable

Small-Group Chianti and San Gimignano Sunset Trip from Siena

67 Reviews 4.84 out of 5 stars Based on 67 reviews collected by City Balloon Tours and TripAdvisor | Recommended by 97% of reviewers |
Badge of Excellence |Badge of Excellence This experience is highly rated by travelers and has met our top quality standards.
Siena, Italy
Don't miss out!
On average, this is booked 18 (0) days in advance.

8 to 9 hours (approx.)
Mobile ticket
Offered in: English

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.

What's Included

  • Traditional dinner at farm
  • Transport by air-conditioned minivan
  • Tour of winery with wine tasting
  • Gratuities
  • Hotel pickup and drop-off
  • Entrance fees to attractions in San Gimignano
See 1 moreSee 3 more

Meeting Location

Meeting point

Piazza San Domenico
53100 Siena SI, Italy

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

Book Online

Our secure website provides real-time availability, and free, no-hassle cancellations up to 24 hours before your tour begins.
Read more

Safe & secure Easy breezy Hassle‑free

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.
Read more

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.
Read more

30 minutes Admission Ticket Free

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.
Read more

1 hour Admission Ticket Free

Strada Statale 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.
Read more

2 hours Admission Ticket Included

Show 3 more stops

Additional Info

  • Public transportation options are available nearby
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Specialized infant seats are available
  • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
  • This tour/activity will have a maximum of 8 travelers

Frequently Asked Questions (7)

Q: What is the cancellation policy for the Small-Group Chianti and San Gimignano Sunset Trip from Siena?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CET).This tour 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. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-5493CHIANTISUNSET

Traveler Photos

Reviews

4.84
67 reviews

Average 4.84 out of 5 stars based on 67 traveler reviews collected by City Balloon Tours and partner sites such as Cool Destinations and TripAdvisor

5 stars
60
4 stars
5
3 stars
0
2 stars
2
1 star
0
Don't miss out!
On average, this is booked 18 (0) days in advance.

Similar Tours & Activities

Small-Group Chianti Trip with Wine Tasting from Siena

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian …More

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian...

8 hours Free Cancellation
5.0 (83)
from
$217

San Gimignano and Chianti Classico Wine and Food PRIVATE TOUR from SIENA

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in …More

* Customizable, door-to-door tour of San Gimignano and Chianti Classico, wine and food Tour from Siena * Private and exclusive service * 8 hours in...

8 hours Hotel pickup offered
5.0 (7)
from
$193

Half-day Private Walking Tour of Siena

Enjoy Siena with a professional guide who will let you discover the beauties of this UNESCO world heritage listed city. The itinerary will include the …More

Enjoy Siena with a professional guide who will let you discover the beauties of this UNESCO world heritage listed city. The itinerary will include the...

3 hours Free Cancellation
5.0 (2)
from
$425

Private Off Road Wine Tour in Chianti from Siena

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads, …More

Discover the highlights of Chianti Classico riding through Tuscany’s scenic backroads in a 4WD. There’s a certain magic in traveling along the hidden gravel roads,...

6 hours Hotel pickup offered Free Cancellation
5.0 (2)
from
$340

Travelers Who Bought This Tour Also Bought

Skip the Line: Siena Duomo and City Walking Tour

Immerse yourself in Italy’s history on this 2-hour sightseeing tour. Explore Siena's UNESCO World Heritage-listed Old Town; discover Siena's central square, Piazza del Campo; and …More

Immerse yourself in Italy’s history on this 2-hour sightseeing tour. Explore Siena's UNESCO World Heritage-listed Old Town; discover Siena's central square, Piazza del Campo; and...

2 hours Free Cancellation
4.8 (781)
from
$46

Siena: Val d’Orcia Wine Tour with Lunch & Brunello

Discover the enchanting allure of Tuscany's most renowned winery region, where every step through the picturesque landscapes of Pienza and Montepulciano is a delightful fusion …More

Discover the enchanting allure of Tuscany's most renowned winery region, where every step through the picturesque landscapes of Pienza and Montepulciano is a delightful fusion...

10 to 11 hours Free Cancellation
4.1 (94)
from
$146

Siena Medieval Power Quest: Self-Guided Family Feud Game

Unravel the secrets of medieval Siena through a thrilling quest of power, rivalry, and hidden history. This isn’t just a walk - it’s an adventure …More

Unravel the secrets of medieval Siena through a thrilling quest of power, rivalry, and hidden history. This isn’t just a walk - it’s an adventure...

60 to 90 minutes Free Cancellation
4.2 (26)
from
$9

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover …More

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover...

9 hours Free Cancellation
4.9 (1,035)
from
$217

What's Included

Activity name

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

Additional Info

Activity name

  • Public transportation options are available nearby
  • Not recommended for travelers with poor cardiovascular health
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Specialized infant seats are available
  • Customers who have not reached Italy's legal drinking age of 18 will not be served alcohol
  • This tour/activity will have a maximum of 8 travelers

Report Product Issue

Activity name