San Gimignano, Siena and Chianti Small Group Wine Tour
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San Gimignano, Siena and Chianti Small Group Wine Tour

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(770 reviews)
9h
For a full refund, cancel at least 24 hours before the scheduled departure time.
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Mobile or paper ticket accepted

About this experience

Discover the best of Tuscany in one unforgettable day. This small-group experience takes you from Florence to the medieval towns of Siena and San Gimignano, followed by a relaxing Chianti wine tasting at a family-run winery. Enjoy a scenic drive through rolling hills, cypress-lined roads, and historic vineyards while our expert tour leader takes care of all logistics. Perfect for travelers wanting to see the top Tuscan highlights without rushing or worrying about transportation.

Available options

Small Group Tour

What's included

Free time in San Gimignano
WiFi on board
Wine tasting in a typical winery
Lunch
Free time in Siena
Expert tour leader

Detailed itinerary

1

Admire this ancient fortress located right outside the center of Siena

2
Stop 2

Spend your afternoon discovering the city of Siena and its stunning center. In the afternoon the tour continues with sightseeing in Siena. Here our official guides will lead our tour to the old city center. You will have the chance to admire the magnificent Siena Cathedral (called Duomo) and the Town Hall in the Piazza del Campo, the scenery of the world-famous Senese Palio horse race.

3
Stop 3

The shell-shaped famous city center - Piazza del Campo, as the locals call it is an important spot for all the civic and political life of Siena, as well as the location for celebrations. Piazza del Campo is also where the famous Palio di Siena takes place, twice a year. Ten horses, representing the main districts, race around the square for the famous Palio event .

4

One of the main roads of the historical center. Pass here with your guide

5
Stop 5

Siena’s Cathdral is one of the finest Gothic-Romanesque churches in Italy, and its beauty it's s breathtaking. From the outside you will see three portals with the central one dominated by a bronze sun and the facade is in black and white marble, which are also the colours of the city.

6

Admire this part of the Siena Cathedral. The church also houses paintings and sculptures made by Donatello, Pinturicchio and Nicola Pisano.

7
Stop 7 Pass by

An ancient fountain covered with white marble located in Piazza del Campo. The fountain is formed by wolves which represent the mother of Romulus and Remus, to celebrate the link to ancient Rome. The original sculpted panels are not on the square – they were removed for preservation purposes, but you can now see them at Santa Maria della Scala.

8

Discover the history and anecdotes of the city. The best way to do this is on foot, admiring the city's transformations over the centuries and enjoying spectacular landscapes and curious details.

9

One ancient Palace located in the heart of Siena. There will be no shortage of references to the great noble families, such as the Piccolomini, Tolomei and Salimbeni, and their palaces, the great tradition of the Palio di Siena, and also the stories of pilgrimage and sanctity that distinguish the city.

10
Stop 10

This was the government of the Republic of Siena and also nowadays represent one of the city hall of the city. Here you will find the Civic Museum of Siena which houses famous paintings and frescoes, including the “The Maestà”

11

In the stunning Tuscan countryside enjoy a private tour of the winery before indulging in a tasting of their finest products. Sip on a selection that includes 5 wines paired with artisanal olive oils like extra virgin, truffle, and spicy pepper, as well as their Gold Seal balsamic vinegar.

The lunch is a true Tuscan feast. Start with appetizers of Tuscan cheese, cured meats, bruschetta, and salad. Savor the first course of Lasagne al Tartufo and hearty Tuscan ribollita, followed by dessert: cantucci paired with Ildebrando Vin Santo. This exceptional dining experience highlights the rich flavors and heritage of Tuscany, making your visit unforgettable.

12

This is one of the gate to enter the medieval hamlet

13
Stop 13

Have some free time in this stunning medieval village also declared world cultural heritage from UNESCO due to its beauty and for its tower houses. This was also known as the "Manhattan of the Middle Ages". You will have free time to visit everything you want in San Gimignano, such as taste one of the best ice-cream in the world at Gelateria Dondoli.

14

During your free time you can decide to visit the beautiful Duomo located in the main square of the village. This is an extraordinary example of a well-preserved Medieval urban town, with the original old walls. This is also the main reason why UNESCO included this town into the world heritage sites.

15

One of the main squares of the village, has this name cause there is a wheel in the middle of the square. Admire beautiful palaces that face the square. The old town center is full of alleys and beautiful squares, museums, palaces, churches, magnificent towers and craftsmen’s workshops.

16

If you wish to climb one original tower house and go back to the Middle Ages then you should climb this tower. From the top the view is stunning. This wonderful landscape will seduce you with its unique skyline made of towers. Most of the tower in San Gimignano were built during the 14th century by families who wanted to demonstrate their growing power.

What's not included

Hotel pickup and drop-off
Gratuities
Guided tour of Siena

Available languages

Guide guide
EN IT ES

Reviews breakdown

Viator 4.2
292 reviews
5★
165
4★
61
3★
34
2★
15
1★
17
Tripadvisor 4.6
478 reviews
5★
363
4★
66
3★
25
2★
13
1★
11

Important information

Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
A moderate amount of walking is involved.
Operates in all weather conditions, please dress appropriately
Entrance to the Siena Cathedral is not included, clients can enter at their own expenses and depending on Cathedral opening times. Please note that will not available on Sundays or Bank Holidays and during special event opening times can change
Please note that the Portuguese and Chinese options require a minimum of 4 pax. Otherwise, the tour will be guaranteed in English.

Meeting point

Meet us at "Via dell' Oriuolo Piazza del Duomo" - at the intersection with Via del Proconsolo
Please look for our assistant holding a panel advertising our tour.

Important notes

Meet our staff in front of "Tuscany Region - Guadagni Strozzi Sacrati Palace".
Once arrived, look for our staff member(s) wearing either a green t-shirt or a white shirt with green foulard with myTour logo.
*For urgent communication please contact +39 0577236330

About Florence

Florence, the capital of Italy's Tuscany region, is a treasure trove of art, architecture, and history. Known as the birthplace of the Renaissance, it's home to iconic masterpieces, stunning cathedrals, and a rich cultural heritage that continues to captivate visitors from around the world.

Top Attractions

Duomo

The Florence Cathedral, known as the Duomo, is a masterpiece of Renaissance architecture. Its iconic dome, designed by Brunelleschi, offers panoramic views of the city.

Architecture/Religious 2-3 hours Free to enter the cathedral, €18 for the climb to the dome

Uffizi Gallery

One of the world's most famous art museums, the Uffizi Gallery houses works by Botticelli, Michelangelo, and Leonardo da Vinci.

Museum/Art 2-3 hours €20

Ponte Vecchio

A medieval stone bridge famous for its jewelry shops. It's one of the most iconic landmarks in Florence.

Architecture 30 minutes to 1 hour Free

Piazzale Michelangelo

A panoramic terrace offering breathtaking views of Florence. It's a perfect spot for sunset and photography.

Scenic Viewpoint 1-2 hours Free

Accademia Gallery

Home to Michelangelo's famous statue of David, the Accademia Gallery is a must-visit for art lovers.

Museum/Art 1-2 hours €16

Must-Try Local Dishes

Bistecca alla Fiorentina

A thick-cut, grilled T-bone steak, seasoned simply with salt and pepper. It's a must-try for meat lovers.

Dinner Contains beef, not suitable for vegetarians or vegans

Ribollita

A hearty vegetable and bread soup, traditionally made with leftover bread and vegetables. It's a classic Florentine dish.

Lunch/Dinner Vegetarian, can be made vegan

Lampredotto

A Florentine street food made from the fourth and final stomach of a cow. It's typically served in a sandwich.

Lunch Contains beef, not suitable for vegetarians or vegans

Cantucci

Almond biscotti traditionally served with Vin Santo, a sweet Tuscan wine. They are crunchy and perfect for dipping.

Dessert Contains almonds, can be made gluten-free

Popular Activities

Hiking in the Tuscan countryside Cycling tours Hot air balloon rides Wine tasting tours Spa day at a luxury hotel Strolling through the gardens of Villa medici Visiting museums and art galleries Attending opera or concerts

Best Time to Visit

April to June, September to October

These months offer pleasant weather and fewer crowds compared to the summer peak. Ideal for sightseeing and outdoor activities.

15-28°C 59-82°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

Florence is generally safe for tourists, but pickpocketing and petty theft can occur, especially in crowded areas. Be aware of your surroundings and take precautions to protect your belongings.

Important Precautions:
  • • Keep valuables secure and out of sight
  • • Be cautious of your surroundings, especially in crowded areas
  • • Use licensed taxis or ride-sharing apps

Getting there

By air
  • Florence Airport • 5 km from city center
  • Pisa International Airport • 85 km from city center
By train

Santa Maria Novella Station

By bus

Villa Costanza Bus Station, Florence Airport Bus Terminal

Getting around

Public transport

The bus network covers the entire city and is the primary mode of public transport. Buses are frequent and reliable.

Taxis

Available • Apps: MyTaxi, FreeNow

Rentals

Car, Bike, Scooter

Neighborhoods

Santa Maria Novella Oltrarno San Lorenzo Santa Croce

Day trips

Siena
70 km from Florence • Half day to full day

A medieval city known for its stunning Piazza del Campo and the Palio, a traditional horse race held twice a year.

Pisa
85 km from Florence • Half day

Home to the iconic Leaning Tower of Pisa, this city offers a mix of historic sites and scenic views.

Chianti Wine Region
30-50 km from Florence • Full day

A picturesque wine region known for its rolling hills, vineyards, and charming villages.

Festivals

Festa di San Giovanni • June 24 Calcio Storico Fiorentino • June (dates vary) Firenze dei Fiori • April to June

Pro tips

  • Visit major attractions early in the morning or late in the afternoon to avoid crowds
  • Book tickets for popular attractions in advance to save time and avoid long queues
  • Explore the city's hidden gems, such as the Oltrarno neighborhood and the secret passages of the Palazzo Vecchio
  • Try local specialties like Bistecca alla Fiorentina, Ribollita, and Lampredotto
  • Learn a few basic Italian phrases to enhance your experience and connect with locals
From $25 per person

Price varies by option

Adults
Age 13-99
1
Childs
Age 3-12
0
Infants
Age 0-2
0
Booking requirements:
  • Min travelers: 1
  • Max travelers: 15
  • Adult required for booking
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Free cancellation available
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