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 visit the stunning Siena Duomo (Siena Cathedral) with your fast-track, skip-the-line entrance ticket. As you walk through this incredibly beautiful Tuscan city with your expert guide, you’ll feel as though you’ve journeyed back in time.

Private is just for you and your party, so the top in terms of flexibility, comfort, and privacy. Your knowledgeable English speaking driver, will discuss with you all the different options of the chosen itinerary, so you will be able to customize your day, to perfectly suit your needs and focus just on the attractions/activities you are interested in. Start your day with a relaxing visit of Greve in Chianti to learn about the country lifestyle, admire the beauties of the Chianti wine road and see postcard views, discover the secrets of the Chianti red wine, taste genuine products, and conclude your experience with a visit of Siena, Tuscany’s second most important art city.

Where picturesque views and breathtaking scenery met art and an outstanding food tradition, we are in Val d’Orcia, unsurprisingly UNESCO world heritage. Driving around rolling hills and cypresses linen road, we will focus on tracking down the highest quality Pecorino cheese and red wines. We will head first to Montepulciano, the city, full of elegant Renaissance palaces, ancient churches, charming squares and hidden corners, boasts vast panoramas all over the wonderful Val d’Orcia and Val di Chiana valleys that surround it. Then it’s the turn of Montalcino, medieval village that offers many attractions, from monuments to exquisite wines, this is the land of Brunello, top quality wine that has made this village famous all over the world. A local winery will host us, after a guided tour of the cellar, we will have lunch in an relaxing contest pairing typical Tuscan food with their Brunello wines.

Wine Tour in Chianti and visit to Siena for family or small groups. Spend half day in the iconic landscape of the rolling hills of Chianti”. Visit the wonderful city of Siena, discover the legend of the Black Rooster and taste delicious wines in a typical Tuscan farm. • We will cross the rolling hills of Chianti, among olive groves, cypresses and vineyards until Siena, which has been declared a World Heritage Site by UNESCO and is also known for its legendary horse race of the Palio, which takes place twice a year and attracts hundreds of spectators. The most interesting things to see in Siena are: the famous Piazza del Campo, the Duomo, the Baptistery and the wonderful streets of the historic center such as “Via di Città”. • At the end of the visit we will move to a real Tuscan farm, to understand the secrets of wine production and enjoy a lunch with homemade pasta, bruschetta, ham, pecorino and 8 wine tastings. • The return is scheduled for 3.00 PM. Take a look “What to Expect”

Welcome to Siena, one of the most charming and picturesque cities in Italy. Join us on a 2-hour family walking tour and explore the city’s top attractions. Begin our tour at the Basilica Cateriniana San Domenico, a magnificent church dedicated to Saint Catherine of Siena. Then we will walk down Via Banchi di Sopra, a bustling shopping street lined with elegant boutiques and landmarks. Next, we discover at Piazza del Campo, Il Campo, one of the most beautiful medieval squares in Europe, and the heart of Siena. After that, head to Piazza del Duomo and marvel at the stunning Cathedral of Siena, one of Italy’s most impressive Gothic cathedrals. We’ll also visit Piazzetta Silvio Gigli, a lovely little square with a great view of the cathedral. Our tour ends at Porta Tufi, S.da dei Tufi, one of the medieval gates of Siena, and a perfect place for taking memorable family photos.

Enjoy a stroll through Siena with your local expert guide, a native of this spectacular medieval city nestled in the heart of Tuscany. Join her as she leads you through her hometown on a journey that will combine culture and gastronomy, awaken your taste buds and satisfy your cravings. This walking and tasting tour of the city takes you on a sensual voyage, where you will learn about the concept of Slow Food, a movement that began in Italy. Nibble on enticing delights such as local cheeses served with organic jams, artisanal cured meats (produced without preservatives or additives), bruschetta, truffles and more. Pair these tastings with some of Tuscany’s best wines and finish your tour with a visit to a local baker, where you will get a unique glimpse into the workings of a Tuscan bread master. Conclude with a delightful tasting of Siena’s famous sweets, many of which date back to the Middle Ages. An absolute must for food lovers, and anyone curious about Italian food culture.

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • San Gimignano • Monteriggioni • Siena Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide if option selected. Pickup and dropoff will be at your accommodation. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides (when booked) • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

The historic city of Siena is an enriched destination, with medieval history, beautiful architecture, and colorful culture. This UNESCO listed city has numerous medieval sculptures, some dating back as far back as the 13th-century. Explore and admire the spiritual and earthly monuments that retained both their medieval forms and their remarkable art sets. Come for a stroll to explore the city’s top attractions.

Enjoy this unforgettable High Level Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Siena • San Gimignano Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Siena in Private All-Inclusive Option. Pickup and dropoff will be at your ship. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Enjoy this unforgettable Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Siena • San Gimignano Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Siena in Private All-Inclusive Option. Pickup and dropoff will be at your ship. Private or Shared Tour available options. Worry-free Shore Excursion: We will ensure your timely return to the Livorno Cruise Port for this activity.

Enjoy this unforgettable High Level Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Siena • San Gimignano Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Siena in Private All-Inclusive Option. Pickup and dropoff will be at your ship. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Enjoy this unforgettable Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Siena • San Gimignano Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Siena in Private All-Inclusive Option. Pickup and dropoff will be at your ship. Worry-free Shore Excursion: We will ensure your timely return to the Livorno Cruise Port for this activity.

• Experience for your private group. Explore the art, culture and medieval history of Italy on this private 10-hour Siena, San Gimignano and Pisa tour from Florence. Book the experience for your private group (up to eight people max), and visit the UNESCO–listed city of Siena and Pisa. Discover top attractions such as the Piazza del Campo and the 13th-century Siena Cathedral. Stroll along the bustling Via di Città then head into the countryside, where fertile hillsides line the route. Explore the wonderful medieval city of  San Gimignano, we and the day visiting the faumus square of landing tower of Pisa.  • Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available at any needs.

This is the tour of the most ancient Etruscan and Roman Maremma which has remained intact over time. The Middle Ages are well represented both in Pitigliano and in Sovana. We explore Pitigliano, a city “excavated” in the tuff that stands on a natural platform. The city is called “Little Jerusalem” because it hosted an important Jewish community twice. Possibility to visit the Synagogue. Admission not included. Guided walk in Sovana, an enchanted city and an authentic medieval village. We will see very ancient early medieval churches. Entrances not included. The thermal and healing spring attracts users from all over the world. Here you can breathe authenticity, history and rurality. Breathtaking views. Spectacular wines. The villages we will visit preserve the characteristics of Tuscany and its inhabitants still speak the ancient dialects. Possibility to visit an excellent cellar. Cost not included. Possibility to have lunch on the farm. Cost not included.

The imposing Abbey of Monte Oliveto Maggiore in Asciano is an oasis of spirituality located in the pleasant context of the Crete Senesi. It was listed among the 25 TOP 2025 destinations by National Geographic. The visit of the Abbey starts from the entrance where the audio guide will be delivered that will take you on a journey to discover the secret places of the Monastery, from the beautiful church, the Great Cloister, then continues in the refectory, in the chapter house and then in the large library where books, manuscripts and volumes of great value are kept. We conclude in the scenic underground cellar with aged barrels and tasty oil served in high-value glasses. The visit to the Abbey ends with an exquisite tasting: – 3 wines of the monastic tradition – 1 extra virgin olive oil of their production, served in dedicated glasses – Chopping board with Tuscan cold cuts and cheeses accompanied by bread and breadsticks

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • San Gimignano • Siena Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide if option selected. Pickup and dropoff will be at your accommodation. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • San Gimignano • Siena Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide if option selected. Pickup and dropoff will be at your accommodation. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • San Gimignano • Siena Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide if option selected. Pickup and dropoff will be at your accommodation. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • San Gimignano • Monteriggioni • Siena Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide if option selected. Pickup and dropoff will be at your accommodation. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Enjoy this unforgettable Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Siena • San Gimignano Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Siena in Private All-Inclusive Option. Pickup and dropoff will be at your ship. Private or Shared Tour available options. Worry-free Shore Excursion: We will ensure your timely return to the Livorno Cruise Port for this activity.

Enjoy this unforgettable Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Siena • San Gimignano Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Siena in Private All-Inclusive Option. Pickup and dropoff will be at your ship. Private or Shared Tour available options. Worry-free Shore Excursion: We will ensure your timely return to the Livorno Cruise Port for this activity.

Enrich your trip to Florence with a voyage into the heart of Tuscany, with a visit to two of the most beautiful, characteristic towns – Siena and San Gimignano. A car and private driver will be waiting for you at your hotel in Florence to take you to San Gimignano where you will meet our guide and begin the visit to San Gimignano and Siena. This wonderful tour will give you a fascinating to window into Tuscany. An amazing experience where you will see that even though though these two enchanting cities are very close to Florence, their culture, traditions and foods are very different indeed. A fascinating opportunity with us to taste typical foods of the area and seeing the great sites like the towers of San Gimignano to the famous Piazza del Campo in Siena and see the great Cathedral of Sienna which is without a doubt, one of the most beautiful churches in Italy filled with beautiful works of art including beautiful frescoes by Pinturicchio.

Enjoy this unforgettable High Level Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Siena • San Gimignano Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Siena in Private All-Inclusive Option. Pickup and dropoff will be at your ship. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • San Gimignano • Monteriggioni • Siena Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Private option. Pickup and dropoff will be at your accommodation. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Enjoy this unforgettable High Level Shore Excursion and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Siena • Saint Gimignano Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Siena in Private All-Inclusive Option. Pickup and drop off will be at your ship. Private or Shared Tour options available. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles