Siena legends
Discover the Soul of Medieval Siena
Contrade, hidden corners, and stories that shape the city
Walk through Florence with a local guide who brings its art, history, and traditions to life. From Michelangelo’s David to the streets where the Renaissance began, each moment connects you more deeply with the city.
Siena Legends
Explore Siena with a native local guide who will introduce you to the city’s legends, traditions, and hidden corners. As you walk through its medieval streets, you’ll discover not only remarkable architecture and art, but also the rivalries and stories that still shape life in the city today.
A highlight of the visit is the Contrada Museum, an intimate place at the heart of Siena’s districts that reveals the traditions behind the famous Palio and the deep identity of the city.
For those choosing the full-day experience, the visit can also include the Cathedral of Siena, its remarkable Crypt, and the Palazzo Comunale in Piazza del Campo, home to extraordinary frescoes by Simone Martini.
The day can easily be extended with a visit to nearby San Gimignano or a wine tasting at a historic castle winery.

What’s Included
Your Siena Legends experience includes:
- Private transfer from your accommodation (if staying outside Siena)
- Licensed native tour guide
- Half-day or full-day guided walking tour of Siena
- Visit to the historic center and its hidden corners
- Visit to a Contrada Museum, offering insight into Siena’s unique traditions

Good to Know
Both half-day and full-day options are available, and the experience can be adapted according to your interests. Extensions to nearby towns or wineries can easily be included.
We Recommend
- Wearing comfortable walking shoes, as Siena’s historic center includes hills and cobbled streets.
- Allowing time to explore the city slowly — Siena reveals its character in its small streets and hidden corners.

Plan Your Visit to Siena with Best of MAS
Siena is our home, and we’d love to help you discover it beyond what most visitors see. From the stories behind the famous Palio to the quiet beauty of its medieval streets, we’ll shape your visit around what interests you most.
The best way to begin is with a free video consultation, where we can talk through your ideas and design your time in Siena together.
Prefer to start with a message?
Contact us and we’ll take it from there.












