Siena is — in its “a little bit country, a little bit rock-n-roll” way — the perfect Tuscany town to visit with kids. Its historic center (much of it pedestrian only) is big enough to offer a mix of bustling shop-lined thoroughfares and picturesque medieval side streets to explore, yet small enough to be easily visited on foot in a day, even with kids in tow.
With wide-open, car-free spaces where younger travelers can blow off a bit of steam, fabulous artwork to satisfy their more staid older siblings, and a yearly historic festival with enough pomp and revelry to satisfy everyone, the numerous things to do in Siena, Italy with kids puts it squarely on the map of every family’s Tuscan vacation itinerary.
Siena, like much of Italian towns is filled with cobbled streets, hills, and heat in the summer months. Pack wisely so you can tackle the elements, both natural and manmade
Although Siena does have a small children’s playground in the historic center (on Vicolo della Fortuna), there’s no need to look farther than the town’s famed Piazza del Campo for a recess break. This vast, shell-shaped public square generally teems with tourists soaking up the sun, kids kicking around soccer balls and tight klatches of locals avidly discussing the day’s gossip.
With the added bonus of pigeons just begging to be chased and a number of cafes ringing the square, where parents can relax with a cappuccino while keeping an eye on the chasing, this is one of the most picturesque “playgrounds” in Tuscany. Possibly even more important, there is excellent gelato close by.
If you have aspiring kings and queens among you, another fabulously Sienese monument-now-playground is the Fortezza Medicea (Medici Fortress), located slightly outside of the old town with a beautiful view over the historic center. The wide outer walls, topped with shaded, bench-lined walking paths, and the original brick ramparts at the rectangular fortress’ four corners make for an excellent play space with a bit of culture thrown in.
The Enoteca Italiana is located in the fortress as well, just in case the grown-ups are interested in a bit of wine tasting and purchasing while the kids play.
Even kids who profess to be “churched out” will be amazed by the incredible inlaid floors in the Siena Duomo (Duomo di Siena). Kept covered by protective carpets for most of the year, the eye-popping marble panels are revealed once a year (usually from August to October), and their intricate biblical and allegorical scenes stretch across the entire cathedral interior.
These are best seen with a guide (Ciao Bambino recommends vetted guides as part of their Family Vacation Planning Service), whose explanations can make the tableaux come to life for both kids and parents. The most spectacular way to view the floor is from the dizzying heights of the gallery, by booking the Porta del Cielo tour directly at the Duomo.
If you want to see more churches in Siena, make sure you stop at the Basilica of San Domenico, which began construction in the 13th century, and is worth a look if you have time.
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Siena is perhaps best known for its raucous Palio, a medieval festival and horse race held each year in early July through mid-August. With a bit of careful planning, attending the Palio di Siena can be one of the most memorable adventures your family can have in Italy.
I strongly discourage any visitor from showing up blind on the day of the Palio race, however, as the crowd crush and general mayhem can be overwhelming for anyone, but especially for children.
The most rewarding way to participate in the Palio is through a Palio-themed day tour customized specifically for families. These tours give context to the event by explaining the city’s history — including the 17 rival neighborhoods (“contrade”) that compete — and give your family the opportunity to experience the Palio as participants rather than mere spectators by including you in the pre-race contrade banquets, having you meet the horses and their jockeys, and arranging for you to watch the race itself from the best vantage points in the piazza.
If you’d rather not book a day tour, there are still ways to make the Palio enjoyable for your family. To avoid the worst of the crowds, consider attending the pre-race trials (known as “prove”) held each morning and evening during the three days prior to the race itself. Make sure you’ve aligned yourselves with a contrada and have picked up a scarf (fazzoletto), sold virtually everywhere during the week of the Palio, with its colors to don.
If you are set on seeing the Palio itself, consider purchasing bleacher seats (trying to see the race above the crowd is tough for kids, especially if they are easily overwhelmed in populated spaces). You’ll have a bird’s-eye view of the race and the pre-race pageantry, including costumed processions and flag-throwing demonstrations.
Relevant Links:
Best family accommodations and kid-friendly activities in Italy
Top things to do in Tuscany with kids
52 things to know before traveling to Italy with kids
Essential tips for a farm stay in Tuscany with kids
10 tips for travel to Italy with kids
Editor’s note: This post was accurate when published. We advise checking independently for the latest information and updates. Ciao Bambino does not accept responsibility or liability for any errors or omissions in, or for any actions taken based on, the information presented.
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Hello! Would you recommend the “Porta del Cielo” tour with a 5 years old? Are the steps of the stairs too high? And is there railing or protection once you are on the gallery? Thank you!!!
Hi Carolina – Like most churches from this period, the stairs are narrow and steep. There are some railings and barriers in place, but we’d recommend engaging a kid-friendly guide who can talk with you firsthand about your concerns and help you decide whether this tour would be right for you. Let us know if we can help!
Piazza del Campo- one of the world’s most beautiful piazzas and a wonderful “playground” for kids!!
Hello. We were planning a day trip to Siena next Sunday, July 2nd. It’s the only day we have free to go. Reading through your article, it seems we’d be a bit overwhelmed by all the Palio festivities. Is it too late to book a tour as recommended in the article? We are a family of four with two children (8,9). Are there any recommended family-friendly tours/guides? Thanks!
Hi Karen – Would you like one of our expert Italy advisors to reach out in email? The Palio with kids is a challenge and requires careful planning and advice. Please let us know!
Looking for a place to stay in or near Sienna with my family, including two children ages 7 & 11. We may also have other families traveling along side. Third week in June for just two nights.
Hi Melissa, Thanks for your message. One of Family Travel Advisors specializing in Italy will reach out in email to see if we can help. Happy Planning! -Amie