Private Siena Walking Tour

See Siena Through a Local's Eyes

Siena is one of the best preserved medieval cities in Italy, which is why we offer a private walking tour of the charming Tuscan town. See the best of Siena, including the Piazza del Campo and the Siena Cathedral.


This is a walking tour, and it will involve some up & down the hill walking.

3 h
custom size
from 3 reviews
1 San Domenico church
2 Relics of St. Catherine
3 The "Contrade"
4 Sienese Delicacies
5 Siena Cathedral
6 She-Wolf of Siena
7 Piazza del Campo
8 Palio Horse Race
9 Town Hall
10 Torre del Mangia


Tuscan Countryside
When in Tuscany, visit Siena! One of the best-preserved medieval cities in Italy, Siena is listed as a Unesco World Heritage site. Join us on a private walking tour along the main streets and squares of the city, including the Piazza del Campo, home to the world-famous Palio di Siena horse race. Visit the Duomo, Siena's stunning cathedral, and stroll right in with your skip the line ticket. Located in the center of Tuscany, Siena sits between Chianti to the North and Montalcino to the South. This three hour tour includes:
  • - A private, local, English-speaking tour guide
  • - A walking tour of the best highlights of historic Siena
  • - Visit to the Siena Cathedral (tickets included)

Basilica di San Domenico

Meet up with your local guide at the Basilica di San Domenico, a gorgeous red brick Gothic church. Before starting your walk down the medieval cobblestone streets, see the jaw-dropping remains of Saint Catherine of Siena. On display in the basilica, is the astounding mummified head of St. Catherine. Born to a family of 25 children, Catherine was known for her religious visions. 

Historic Pastry Shop in Siena

Stop to learn about some traditional Sienese delicacies at one of Siena’s historic pastry shops. Taste some, like panforte (“strong bread”) and ricciarelli. Sweet and creamy, these almond cookies are dusted with sugar icing and available in shops throughout Siena.

Skip the Line Siena Duomo

Follow your personal guide to the Siena Duomo. Completed between 1215 and 1263, the medieval cathedral is unquestionably one of Italy's finest Gothic churches. Siena's cathedral is equally stunning inside and out, and features the work of Italy's finest artists of the day including Nicola and Giovanni Pisano, Donatello, Pinturicchio, Lorenzo Ghiberti and Bernini. Skip the line to enter the cathedral and take in the jaw-dropping interior, complete with Renaissance-era busts of popes and emperors.

Piazza del Campo

Home to Palio di Siena horse race, the Piazza del Campo is the main public square in Siena. Twice a year, ten riders circle the square, riding bareback and dressed in the appropriate colors of the contrade they represent. The historical core of Siena is divided into ancient districts called contrade (or contrada singular). Each year, a representative from 10 out of 17 contrade is selected for the famous horse race.

Where to Eat in Siena

Tuscany is a region famed for food and wine - take advantage! Ask your private tour guide what the culinary specialities of Siena are, and where to get your hands on them. And since Montalcino and Chianti are right around the corner, Siena is perhaps the best place to find almost every style of Tuscan wine produced. Reward yourself with some Brunello di Montalcino or Chianti, you deserve it.