Siena, San Gimignano and Monteriggioni Wine Tasting and Tour
Active
8h
For a full refund, cancel at least 24 hours before the scheduled departure time.
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About this experience
Uncover the soul of Tuscany on this 8-hour private tour through three of its most iconic towns: Siena, San Gimignano, and Monteriggioni. Travel in style aboard a luxury NCC van, accompanied by a local guide who brings the history and culture to life.
Siena: Stroll through the medieval streets of this UNESCO World Heritage city, marvel at the stunning Piazza del Campo, and visit the inspiring Cathedral.
San Gimignano: This hilltop town will enchant you with its skyline of towers and artisan shops. Enjoy free time to explore the village.
Monteriggioni: Step back in time in this perfectly preserved medieval village nestled among olive groves and vineyards. Its fortress walls and quiet charm will transport you to another era.
No Tuscan journey is complete without indulging in its world-renowned flavors. You’ll be treated to an exclusive wine tasting experience at a local winery, sampling celebrated Chianti wines paired with regional delicacies like pecorino cheese, and cured meats.
Available options
Siena, San Gimignano and Monteriggioni Wine Tasting and Tour
Pickup included
What's included
Modern NCC Vehicle with personal Driver/Guide
Detailed itinerary
1
The famous antagonist city of Florence during the twelfth century. Its soaring skyline is its pride, dominated by the Gothic cathedral (Duomo) and the taut needle of the Torre del Mangia and yet the shell shaped Piazza del Campo, capturing the most attention and fame. It has been seen in films, photographs, and advertising campaigns. The bricks cover the sweetly sloping land underneath and are witness to many events in history, but the most intriguing is the "Palio" horse race, one of the most important things in the life of a Senese native.
2
A town located on the top of a hill and famous for its towers, also a Unesco World Heritage site. Initially seat of a small Etruscan village during Hellenistic period.
3
Located on top of a hill, Monteriggioni is a uniquely walled medieval village that has managed to keep its ancient roots and old charm.
4
A wine tasting at Tenuta Torciano in San Gimignano is a truly immersive Tuscan experience. Set amid rolling vineyards and olive groves, the estate welcomes guests with warm hospitality and rustic elegance. You'll be guided through a tasting of **prestigious wines**, including Chianti, Brunello, and Super Tuscans, paired with **local specialties** like truffle oil, aged balsamic vinegar, salumi, and pecorino cheese.
As you sip, the knowledgeable staff shares insights into winemaking traditions, vineyard history, and pairing techniques, making it both educational and indulgent. Surrounded by the beauty of the countryside and the aromas of fine wine, it’s a moment of pure Tuscan magic.
What's not included
Wine Tasting and Gastronomic experience
Available languages
Guide guide
DE
EN
IT
FR
ES
Important information
Service animals allowed
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Not recommended for travelers with spinal injuries
Travelers should have at least a moderate level of physical fitness
Not recommended for travelers with limited mobility
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
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