Siena , Italy

Private Hiking in Chianti

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About this experience

Chianti and its ancient roads, some of which reconnect with the history of spirituality, archeological and rural traditions of this land. There are only a few places in the world like Chianti where the natural landscape becomes one with the millenary history. There are quite a few footpaths that take you on the trail of the Middle Ages, which left deep and still well-kept evidence among these hills. Together with a local hiking Guide you will have the chance to walk along these age-old routes, considered strategic in the past history of Chianti that for centuries have attracted pilgrims to this sublime territory. This experience represents the best way of enjoying the landscape that Tuscany has to offer in full harmony with nature. Then just slow down and merge yourself with it. Different hiking level and routes available to make this outdoor activity suitable for everyone. To complete the experience, you will enjoy a Typical Tuscan Lunch paired with wine.

Available options

Private Hiking in Chianti

What's included

Bottled water

Alcoholic Beverages

Tour escort/host

Wine tasting

Lunch

Detailed itinerary

Castellina in Chianti is a comune (municipality) of c. 2,800 inhabitants in the province of Siena, in the Italian region Tuscany, located about 35 kilometres (22 mi) south of Florence and about 15 kilometres (9 mi) northwest of Siena. It is part of the Chianti Hills, between the valleys of the Arbia, Pesa and Elsa rivers.
The territory of Castellina in Chianti borders the following municipalities: Barberino Val d'Elsa, Castelnuovo Berardenga, Greve in Chianti, Monteriggioni, Poggibonsi, Radda in Chianti, Tavarnelle Val di Pesa.
The first settlements in the area dates from the Etruscan age, and they were probably devastated by Gaulish invasions at the time of the latter's invasions against Rome.

In the early Middle Ages the town was known as Salingolpe; in the 11th century Matilda of Tuscany gave it as fief to the counts Guidi and, subsequently, to the Trebbio. In the early 15th century it became a stronghold, of which today the Rocca remain.

Vagliagli is a village in Tuscany, central Italy, administratively a frazione of the comune of Castelnuovo Berardenga, province of Siena. At the time of the 2001 census its population was 386.
Vagliagli is about 16 km from Siena and 27 km from Castelnuovo Berardenga.

Fonterutoli is a village in Tuscany, central Italy, administratively a frazione of the comune of Castellina in Chianti, province of Siena. At the time of the 2001 census its population was 80.
Fonterutoli is about 20 km from Siena and 5 km from Castellina in Chianti.

What's not included

Gratuities

Hotel pickup & drop off

Available languages

Guide guide

EN IT ES

Important information

Service animals allowed

Specialized infant seats are available

Travelers should have at least a moderate level of physical fitness

Children must be accompanied by an adult

Minimum drinking age is 18 years

Dress code is smart casual

Important notes

• Dress code is smart casual
• Minimum numbers apply. There is a possibility of cancellation after confirmation if there is not enough passengers to meet requirements. In the event of this occurring, you will be offered an alternative or full refundMinimum drinking age is 18 years

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