
Chianti
Explore Chianti with your family: hilltop villages, castle visits, pasta classes, and some of the best food in Tuscany. Here is everything you need to plan your trip.

Explore San Gimignano with kids: climb medieval towers, discover stunning frescoes, taste award-winning gelato, and soak up the best of Tuscany in one compact hilltop town.
Your family guide
“Fourteen medieval towers, world-champion gelato, and cobblestone alleys that feel like stepping into a storybook.”
— San & Jo
San Gimignano is one of those places that makes your jaw drop the moment you catch your first glimpse of it. Perched on a Tuscan hilltop and ringed by ancient walls, its skyline of medieval towers rises dramatically above the vineyards and cypress trees below. It earned its nickname, the Manhattan of the Middle Ages, for good reason, and your family will feel that magic the second you walk through the town gates.
The whole historic centre is compact and walkable, which is genuinely great news when you are travelling with kids. You can climb a real medieval tower, hunt for ancient frescoes inside a centuries-old cathedral, and reward everyone with award-winning gelato, all within a short stroll of each other. There is no car traffic inside the walls, so little ones can roam freely without you constantly grabbing their hands.
Most families visit San Gimignano as a day trip from Florence or Siena, and a half-day is honestly enough to hit the highlights at a relaxed pace. But if you linger a little longer, you will discover hidden alleyways, a fascinating miniature model of the medieval town, and a contemporary art gallery that surprises everyone who wanders in. San Gimignano rewards curiosity, and curious kids will absolutely love it here.
Best things to do
Climb Torre Grossa for the view
At 54 metres tall, Torre Grossa is the highest surviving tower in town and the only one open to the public. Climbing the steep steps with your kids is half the fun, and the 360-degree panorama over rooftops, towers, and rolling Tuscan hills at the top is genuinely breathtaking. It is accessed through the Palazzo Comunale.
Gelateria Dondoli in Piazza della Cisterna
This award-winning gelato shop has won multiple world gelato championships, and one taste tells you exactly why. The saffron and pistachio flavours are local legends. It sits right on the beautiful triangular medieval square, so you can enjoy your scoop while soaking up the atmosphere around the ancient central well.
Explore the Duomo and its frescoes
The Collegiata di Santa Maria Assunta looks modest from outside, but step in and your kids will stop in their tracks. The interior is covered floor to ceiling in vivid 14th-century frescoes depicting biblical stories, and the deep blue painted ceiling is genuinely stunning. It is one of the most visually dramatic spaces in all of Tuscany.
Wander Piazza della Cisterna
This triangular medieval square is the beating heart of San Gimignano. The ancient well at its centre has been there since 1273, and the surrounding tower houses and stone paving have barely changed since the Middle Ages. It is the perfect spot to sit, let the kids run around, and simply soak in the atmosphere.
Sunset at Parco della Rocca
Built on the ruins of a 14th-century fortress, this park sits at the highest point of the town and offers sweeping panoramic views over the vineyards and hills. It is a lovely spot to let kids roam freely while you watch the sun set over Tuscany. Bring a picnic and make an evening of it.
San Gimignano 1300 museum
This small but brilliant museum features an incredibly detailed miniature model of the town exactly as it looked in the 1300s, complete with all 72 original towers. Kids are genuinely fascinated by it, and the historical dioramas and timeline make the medieval history feel real and accessible. A fantastic stop for curious families.
Galleria Continua
Tucked inside a former cinema, this world-class contemporary art gallery is one of Italy's most respected and it is completely free to enter. The contrast between the medieval setting and the bold modern art inside is genuinely striking. Older kids and teens often find it surprisingly engaging, especially the large-scale installations.
Our verdict
Kids
Climbable towers, champion gelato, and medieval streets to explore make this a genuinely fun day out for children of all ages.
Culture
A UNESCO World Heritage Site packed with frescoes, medieval architecture, and world-class contemporary art. Culture does not get much richer than this.
Food
Excellent local food including homemade pasta, Tuscan soups, and award-winning gelato. Kids will eat well here.
Nature
The surrounding Tuscan hills and vineyards are beautiful, but most of the experience is within the town walls. Parco della Rocca is a lovely green escape.
Budget
Entry fees add up if you visit multiple museums and the Duomo, but gelato is affordable and the streets and piazzas are free to enjoy all day.
Planning your visit
3 hours
Quick visit
Torre Grossa, Piazza della Cisterna, and a gelato from Dondoli. You will see the essentials.
1 day
Sweet spot
Time for the Duomo, the San Gimignano 1300 museum, a sunset at Parco della Rocca, and a proper sit-down lunch.
2 days
Slow down and savour it
Stay overnight, explore when the day-trippers have gone, visit Galleria Continua, and take a walk through the surrounding vineyards.
Fun facts
72 towers, now just 14
At its peak in the Middle Ages, San Gimignano had 72 towers built by wealthy families competing to show off their power and wealth. Two rival landlords even built their towers so that the combined height of both would beat any single rival. Today only 14 survive, but the skyline is still jaw-dropping.
A tower with a very troublesome name
One of the surviving towers is called the Torre Rognosa, which translates roughly as the Troublesome Tower. It earned its name because it was used as the town prison. Next time your kids are being difficult, you know exactly what to threaten them with.
The world's best gelato is made right here
Gelateria Dondoli on Piazza della Cisterna has won multiple World Gelato Championships. The saffron flavour is made using saffron grown just outside the town walls, which has its own protected DOP status. It is genuinely one of the most famous scoops of gelato on the planet.
Taste San Gimignano
Pappardelle with wild boar ragù
Must tryLa Mangiatoia
Cinghiale, or wild boar, is the signature meat of the San Gimignano area. Slow-cooked into a rich ragù and served over wide ribbons of fresh pappardelle, it is deeply satisfying and something your kids are unlikely to forget. A true taste of Tuscany.
Pappa al pomodoro
Safe choiceLa Mangiatoia
A thick, comforting tomato soup made with fresh tomatoes, garlic, basil, and stale bread, this is traditional Tuscan peasant food at its finest. It is mild, warming, and almost always a hit with younger kids who are not yet adventurous eaters.
Ribollita
Local favouriteLa Mangiatoia
Another Tuscan bread soup, this one made with cavolo nero, white beans, and vegetables. It is hearty, healthy, and deeply flavourful. A staple on menus across San Gimignano and a great way to introduce kids to proper Italian home cooking.
Saffron and pistachio gelato
Daily treatGelateria Dondoli
The saffron gelato at Dondoli is made with locally grown San Gimignano saffron DOP and has a subtle, floral sweetness that is unlike anything you will find elsewhere. Pair it with pistachio for a combination that has won world championships. This is the one non-negotiable food experience in town.
Cantucci con Vin Santo
Kids love itCum Quibus
These crisp almond biscuits are made for dipping into a small glass of sweet Vin Santo dessert wine. For the kids, ask for them with a hot chocolate instead. It is a lovely way to end a meal and a tradition that feels very authentically Tuscan.

Explore Chianti with your family: hilltop villages, castle visits, pasta classes, and some of the best food in Tuscany. Here is everything you need to plan your trip.

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