Small-Group Chianti and San Gimignano Sunset Trip from Siena
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8h - 9h
For a full refund, cancel at least 24 hours before the scheduled departure time.
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About this experience
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.
Available options
Small-Group Chianti and San Gimignano Sunset Trip from Siena
What's included
Traditional dinner at farm
Professional Guide
Transport by air-conditioned minivan
Tour of winery with wine tasting
Detailed itinerary
1
Stop 1
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.
2
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.
3
Stop 3
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.
4
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.
What's not included
Gratuities
Hotel pickup and drop-off
Entrance fees to attractions in San Gimignano
Available languages
Guide guide
EN
Reviews breakdown
Viator
4.6
29 reviews
5★
22
4★
5
3★
0
2★
2
1★
0
Tripadvisor
5.0
33 reviews
5★
33
4★
0
3★
0
2★
0
1★
0
Important information
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
Meeting point
Meet under the large tree next to the red brick church
About Siena
Siena is a medieval city in Tuscany, Italy, renowned for its rich history, stunning architecture, and the famous Palio horse race. The city's well-preserved historic center is a UNESCO World Heritage site, offering a glimpse into Italy's medieval past with its cobblestone streets, towering churches, and grand piazzas.
Top Attractions
Piazza del Campo
Piazza del Campo is the heart of Siena and the site of the famous Palio horse race. This stunning, shell-shaped square is surrounded by historic buildings and is a must-visit for its architectural beauty and vibrant atmosphere.
Historical
1-2 hours
Free
Siena Cathedral (Duomo di Siena)
The Siena Cathedral is a masterpiece of Italian Gothic architecture, featuring stunning marble facades, intricate mosaics, and beautiful frescoes. The cathedral's interior is equally impressive, with a richly decorated nave and a magnificent marble floor.
Religious
1-2 hours
€8-12
Basilica of San Domenico
The Basilica of San Domenico is one of the largest churches in Siena and houses the relics of St. Catherine of Siena. The church's interior is adorned with beautiful frescoes, sculptures, and a magnificent choir.
Religious
1 hour
Free (donations appreciated)
Palazzo Pubblico
The Palazzo Pubblico is a historic palace that houses the Museo Civico, which showcases a collection of medieval and Renaissance art. The palace's courtyard and tower offer panoramic views of the city and surrounding countryside.
Historical
1-2 hours
€9-12
Santa Maria della Scala
Santa Maria della Scala is a historic hospital and museum complex that showcases the city's rich history and art. The complex features beautiful frescoes, sculptures, and a labyrinthine network of underground passages.
Historical
1-2 hours
€7-10
Must-Try Local Dishes
Pici all'Aglione
A traditional Tuscan pasta dish made with hand-rolled pici pasta and a garlic and tomato sauce.
Main course
Vegetarian
Ribollita
A hearty bread and vegetable soup, often made with cannellini beans, kale, and carrots.
Soup
Vegetarian
Panforte
A traditional Siena dessert made with dried fruits, nuts, and spices, often enjoyed during the Christmas season.
Dessert
Vegetarian, contains nuts
Peposo
A traditional Tuscan beef stew, slow-cooked with wine, garlic, and spices.
Main course
Contains meat
Popular Activities
Hiking in the Tuscan countryside
Cycling tours
Wine tasting tours
Visiting hot springs
Enjoying local cuisine
Exploring historic sites
Visiting museums
Attending the Palio horse race
Best Time to Visit
June to August, July 2 (Palio di Provenzano), August 16 (Palio di Assunta)
The peak season in Siena is during the summer months, especially around the Palio horse races. The weather is warm and sunny, perfect for exploring the city's outdoor attractions and enjoying the vibrant atmosphere.
22°C to 34°C
72°F to 93°F
Practical Information
Language
- Official: Italian
- Widely spoken: English, French, Spanish
- English: Moderately spoken
Currency
Euro (EUR)
Time Zone
GMT+1 (CET), GMT+2 (CEST) during daylight saving time
Electricity
230VV, 50HzHz
Safety Information
Overall Safety Rating: Generally safe
Siena is generally safe for tourists, with low crime rates. However, pickpocketing and petty theft can occur in crowded areas, so it's important to stay vigilant.
Important Precautions:
- • Keep valuables secure
- • Be cautious of pickpockets in crowded areas
- • Use licensed taxis or ride-sharing apps
Getting there
By air
- Florence Airport • 80 km (50 miles)
- Pisa International Airport • 120 km (75 miles)
By train
Siena Station
By bus
Siena Piazza Gramsci, Siena Piazza del Duomo
Getting around
Public transport
The bus system in Siena is efficient and covers most parts of the city and nearby towns. Buses are a convenient way to get around, especially for those staying outside the city center.
Taxis
Available • Apps: MyTaxi, FreeNow
Rentals
Car, Bike, Scooter
Neighborhoods
San Martino
San Domenico
Santa Maria della Scala
Day trips
Chianti Wine Region
20-40 km (12-25 miles) • Half day to full day
The Chianti region is famous for its vineyards, rolling hills, and picturesque villages. It's a perfect day trip for wine enthusiasts and those looking to explore the Tuscan countryside.
San Gimignano
35 km (22 miles) • Half day to full day
San Gimignano is a medieval hilltop town known for its towering houses and stunning views of the Tuscan countryside. It's a UNESCO World Heritage site and a must-visit for history buffs.
Val d'Orcia
60-80 km (37-50 miles) • Full day
Val d'Orcia is a UNESCO World Heritage site known for its stunning landscapes, hot springs, and picturesque villages. It's a perfect day trip for nature lovers and those looking to relax in a beautiful setting.
Festivals
Palio di Siena • July 2 and August 16
Siena Jazz Master Classes • July
Siena International Film Festival • November
Pro tips
- Visit the historic sites early in the morning or late in the afternoon to avoid crowds
- Try local specialties like pici pasta, ribollita, and panforte
- Explore the city's hidden gems, such as underground passages and historic streets
- Attend the Palio horse race for a unique cultural experience
- Take a day trip to the Chianti wine region for wine tasting and scenic landscapes
From $25
per person
Price varies by option
Secure booking
Free cancellation available
