GemmaSan Gimignano, the jewel of Tuscany, is a town that looks like it was plucked straight out of a Renaissance painting. With its medieval towers, winding cobblestone streets, and panoramic views of rolling hills, this small town packs a big punch in terms of charm, culture, and experiences. Summer is the perfect time to explore San Gimignano—sun-drenched streets, vibrant markets, and local festivals make it come alive. From my own personal experience, the town is one of those places that makes you want to slow down, soak it all in, and just enjoy life one gelato at a time.
If you’re planning a summer trip here, you’re in luck. I’ve compiled a detailed list of the 10 things to do in San Gimignano in summer—from must-see landmarks to experiences you didn’t know you needed. Whether you’re into history, food, or just wandering aimlessly while discovering hidden corners, this guide has something for you.
1. Climb the Torre Grossa for Panoramic Views
San Gimignano is famous for its towers, and the Torre Grossa is the tallest of them all. Standing at 54 meters, it offers an unbeatable view of the entire town and the surrounding Tuscan countryside.
Climbing the tower is a workout, but every step is worth it. The spiral staircase twists and turns as you ascend, giving you glimpses of the town from different angles. At the top, you’ll see terracotta rooftops stretching into the horizon, vineyards, olive groves, and the gentle Tuscan hills rolling into the distance.
From my overall experience, the early morning or late afternoon is the best time to climb. You avoid the crowds, and the lighting is perfect for photography—sunrise bathes the town in golden hues, while sunset paints the towers in soft pastels. Don’t forget your camera; this is a memory you’ll want to capture.
2. Explore Piazza della Cisterna
This beautiful triangular square is the heart of San Gimignano and arguably the most photogenic spot in town. Piazza della Cisterna is named after the central cistern that once supplied water to the town. Today, it’s surrounded by charming medieval buildings, cafés, and gelaterias.
Sit at one of the cafés with a cold drink and watch the world go by. The square is bustling with life in the summer, with street performers, local vendors, and tourists wandering in awe of the medieval architecture. From my own personal experience, this square feels like the heartbeat of San Gimignano—you can spend hours here without ever feeling bored.
If you’re a history buff, take a moment to study the frescoed facades of the surrounding buildings. Many have survived centuries and tell stories of the town’s prosperous past.
3. Taste the World-Famous Gelato at Gelateria Dondoli
San Gimignano is not just about towers and history—it’s also the gelato capital of Tuscany. Gelateria Dondoli, located right in Piazza della Cisterna, is famous worldwide for its award-winning flavors.
In the summer, the line can be long, but it moves quickly, and trust me, it’s worth every minute. Try flavors you won’t find anywhere else, like saffron, lavender, or Vernaccia wine sorbet. From my overall experience, pairing a scoop of gelato with a leisurely stroll through the streets of San Gimignano is pure bliss.
A little tip: If you want to avoid the busiest times, head there early in the morning or later in the evening when the sun begins to set. You’ll get your gelato without feeling like you’re in a human traffic jam.
4. Visit the Collegiata di Santa Maria Assunta
This Romanesque church is one of the most important religious sites in San Gimignano. The Collegiata di Santa Maria Assunta, also known as the Duomo of San Gimignano, is famous for its frescoes depicting biblical stories.
Walking inside is like stepping into a time capsule. The frescoes are incredibly detailed and remarkably well-preserved. You’ll find stories from the Old and New Testament, along with depictions of saints and martyrs. For anyone interested in art history, this is a must-see.
From my own personal experience, taking a quiet moment to sit inside and admire the frescoes allows you to truly appreciate the craftsmanship of medieval artists. It’s peaceful, reflective, and gives you a break from the bustling summer crowds outside.
5. Walk the Town Walls for a Unique Perspective
San Gimignano’s medieval walls have stood for centuries, offering both protection and a breathtaking vantage point. Walking along the town walls is one of the best ways to see the town from above without paying for tower tickets.
You’ll spot towers, rooftops, and streets from angles most visitors miss. The walls also provide excellent photo opportunities, especially in the golden hour of summer evenings. From my overall experience, walking the walls is a mix of exercise and sightseeing—perfect for those who like to combine both.
Don’t forget comfortable shoes! Some parts of the walls can be uneven, but the effort is rewarded with some of the best panoramic views in Tuscany.
6. Explore Local Wine at a Vernaccia Tasting
San Gimignano is the birthplace of Vernaccia di San Gimignano, a white wine that dates back to the 13th century. Visiting a local winery for a tasting is an absolute must.
Summer is ideal for vineyard tours because you can stroll through sun-drenched grapevines, learn about the wine-making process, and enjoy tastings in open-air terraces. From my own personal experience, pairing Vernaccia with local cheeses and cured meats elevates the experience—it’s a taste of Tuscany you won’t forget.
Some wineries offer small classes where you can learn about the history of the wine, the grapes, and even a bit of Tuscan wine etiquette. Trust me, it’s more fun than you might expect, and you’ll come away with some insider knowledge to impress your friends.
7. Discover Hidden Gems in the Backstreets
While the main squares are beautiful, some of the most magical experiences in San Gimignano come from wandering its narrow backstreets. Here, you’ll find quiet courtyards, small artisan shops, and cafes that feel like they’ve been frozen in time.
Look for local crafts, handmade jewelry, and small art galleries tucked away from the tourist crowds. From my overall experience, the backstreets are where you truly feel the spirit of San Gimignano—less polished, more authentic, and full of surprises.
Tip: Take a map but don’t follow it too rigidly. Some of the best discoveries happen when you wander aimlessly and stumble upon a hidden alley or charming little shop.
8. Attend a Summer Festival or Event
San Gimignano comes alive in summer with a range of festivals and events. From medieval reenactments to music concerts, there’s always something happening. The Summer Medieval Festival is particularly fun, with people dressed in period costumes, street performances, and historical parades.
From my own personal experience, attending a festival gives you a unique chance to immerse yourself in local culture. You’ll see the town in a different light, enjoy traditional foods, and maybe even join in the dancing. Festivals are perfect for families, solo travelers, and anyone looking for a bit of fun during their visit.
Check local listings before your trip to see what’s happening—you might time your visit perfectly to catch an event that’s truly memorable.
9. Taste Local Cuisine in a Traditional Trattoria
No trip to San Gimignano is complete without indulging in local Tuscan cuisine. Look for traditional trattorias serving homemade pasta, fresh truffles, and succulent meats. Summer menus often feature fresh, seasonal ingredients that you won’t find anywhere else.
From my own personal experience, ordering a plate of pici pasta with wild boar ragu, followed by cantucci cookies dipped in Vin Santo, is a perfect Tuscan meal. Pair it with a glass of local wine, and you’re tasting the region in the most authentic way possible.
Don’t be afraid to ask the staff for recommendations—they often share their favorite dishes or secret menu items that aren’t listed. Trust me, it’s how you discover culinary treasures that make your visit unforgettable.
10. Watch the Sunset from the Countryside
Finally, after exploring towers, squares, and streets, take a short walk or drive outside the town to the Tuscan countryside. San Gimignano’s surrounding hills are perfect for watching the sunset. The warm summer light bathes vineyards, olive groves, and rolling hills in a golden glow that is nothing short of magical.
From my overall experience, this is the perfect way to end a day in San Gimignano. Bring a small blanket, a bottle of local wine, and just sit back. Watching the sun dip behind the medieval towers while the countryside glows is a memory that stays with you long after your trip.
Final Thoughts
San Gimignano in summer is a blend of history, culture, food, and breathtaking scenery. From climbing towers and tasting world-famous gelato to exploring quiet backstreets and sipping Vernaccia in a sun-soaked vineyard, the town offers experiences that you’ll truly love.
Whether you’re visiting for the history, the food, or just to soak in the Tuscan sun, there’s something here that you truly need to see. And the best part? Every corner of San Gimignano invites you to slow down, explore, and enjoy life a little more fully.
From my own personal experience, the combination of summer light, charming streets, and authentic Italian experiences makes San Gimignano a destination that stays with you forever. So pack your camera, your walking shoes, and your appetite—San Gimignano is waiting for you.
I’m Gemma, a passionate lifestyle blogger sharing my creative world with you. Gemitaliano.com is my little corner of the internet, glad you’re here.