I have wandered these streets for days now and its extraordinary the number of things there are to see and experience in this city. I’ll tell you about the horse races, a mummified digit and head, the most exquisite views, a massive market and even a fortress. Here are 5 free things to do in Siena Italy that you really shouldn’t miss.

Basilica of San Dominico
This beautiful church was constructed in the early part of the 13th century and enlarged in the next century to what we see today. Built on the top of a hill that was given to the city, its gothic architecture stands robust and stalwart like a beacon.



Inside the vast space of the basilica is the Chapel of Saint Catherine. She was a significant historical figure of the city, born here, wrote important theology and was canonized in 1461. In her later years she was living in Rome at the request of the Pope. When she passed away, he wanted her buried there. The Sienese people wanted to have her back home but thought they would get caught if they tried to smuggle the whole body. Instead, they cut off her head and thumb, hid them inside a silk bag and brought them back to Siena.


Saint Catherines body still resides in Rome to this day, but now she is also missing a foot that is in Venice.
Views of Siena
While at the basilica, it was a complete and wonderful surprise to discover a stunning view of the city. Once out from the main doors, head down the left-hand side of the church. Peek into the open door at the rear, and there you will see the crypt.


Just past this, look up and find the most magnificent view of medieval Siena before your eyes. It’s an incredible scene, those warm shades of brick and mortar, the houses and buildings, a perfect image of what the city looked like 800 years ago. Marvellous!
Horse Signs
Probably the most famous thing about Siena is the twice-yearly horse races called Palio di Siena. Held since the 17th century, 10 riders race around the main square, bareback in July & August of every year. There are 17 city wards that are competing, but only 10 can race. The 7 not racing get automatically placed into the next years race and the extra 3 spots are selected by a draw. Competition is fierce! I won’t get into details but they can be gruesome!



What you can do any time of year however, is suss out the 17 neighborhoods. There is an incredible amount of passion and pride, so each medieval ward displays its colours and symbol all year round. First begin to look for the ceramic signs on the street corners. This tells you who’s neighborhood you are currently in. Rhino? Turtle, giraffe, sea serpent? Caterpillar? Owl?



Next look for other symbols, colourful light fixtures, flags, fountains, window decorations, street art, old horseshoes, it becomes and wonderful way to discover and explore Siena, a treasure hunt if you will.
Weekly Market
I am blown away by the sheer size of this market in Siena, one of Italy’s largest. Held every Wednesday from 8:30ish to 1:30 at La Lizza and all the streets surrounding the Fortezza Medicea. If you want to experience the culture and authenticity of the city and Tuscany in general, this is your place.

From fresh and seasonal produce, to cheeses and preserved meats. Breads, fresh baked meats and savoury food, olives and all things dried.





Get a sense of current fashion styles from the multiple vendors selling clothing, shoes and accessories. Smell and feel the leather goods that this region is so famous for. Watch locals filling their bags with items and chatting with the vendors in their animated ways.



A market is always a great place to really feel a destination and this one is exciting, vibrant and lively.
Fortezza Medicea
And since we are right here, lets explore this medieval fortress too! Built in 1561, what spurred the construction was a terrific defeat for Siena by Florence. Siena never really recovered, which is why it is such an exceptional place to see medieval architecture today. If it had of flourished, much of what we can see would have been replaced by Italian renaissance structures and design.



The fortress is of rectangular shape and has four massive brick bastions. On top of the walls is a beautiful footpath that takes visitors around the entire structure. Views from all sides are absolutely lovely to behold. The centre is currently used as a cultural square where you may find events taking place. There are benches, flower gardens, an outdoor gym and park like spaces that make this the perfect spot if you need a respite from the busy city or are looking for views.



Siena has been a joy to explore and discover. With the city being so much larger than I anticipated, I have had no shortage of little nooks and crannies, churches, piazzas, and hidden gems to find. The atmosphere is vibrant and youthful, the people friendly and welcoming, Siena is an all-around, great place to visit.








