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San Gimignano: My Guide to This Amazing Town

I hereby invite you to discover my Guide to San Gimignano, an amazing Tuscan town. As I stepped into the heart of Italy’s mesmerizing Tuscany region, I found myself in the enchanting embrace of San Gimignano.

It was a moment that felt like stepping into a captivating tale—a tale where history whispered through cobblestone streets, art adorned ancient churches, and the aroma of Tuscan cuisine lingered in the air.

In my guide to San Gimignano, I invite you to join me on a journey through this remarkable town, where every corner holds a piece of the past, every dish tells a story, and every moment is a treasure waiting to be discovered.

San Gimignano Italy Tuscany Town
San Gimignano Italy Tuscany Town

San Gimignano’s roots reach deep into the Etruscan period, but it was during the Middle Ages that it truly flourished. As you read on, I’ll lead you through the town’s iconic medieval towers, each one a sentinel of bygone wealth and power, now standing as proud witnesses to history.

But this is just the beginning of our adventure. I’ll also share with you the delights of Tuscan cuisine and the vibrant modern-day vibes that blend seamlessly with centuries of tradition.

So, if you’re ready to embark on a journey into the heart of Tuscany, where history and culture intertwine with culinary delights, let my guide be your compass.

Where is San Gimignano and how I got there

Where is San Gimignano Italy

Nestled in the heart of Italy’s enchanting Tuscany region, you’ll find the picturesque medieval town of San Gimignano. It’s a place I had the pleasure of visiting, and it left an indelible mark on my heart. 

Positioned about halfway between the renowned cities of Florence and Siena, San Gimignano is often affectionately called the “Medieval Manhattan” or “Manhattan of the middle ages” for its iconic skyline adorned with historic stone towers. These towers, each with its own story to tell, stand tall as a testament to the town’s rich past.

San Gimignano’s well-preserved architecture, from its iconic towers to its Romanesque and Gothic churches, creates an enchanting atmosphere. Strolling through its narrow cobblestone streets, I felt like I had stepped into a living museum.

Beautiful Tuscan Town
San Gimignano Beautiful Tuscan Town

The town’s UNESCO World Heritage status is well-deserved, drawing visitors from all corners of the globe who come to savor Tuscan cuisine, soak up the art and history, and bask in the timeless ambiance. 

Whether you’re an art enthusiast, a history buff, or simply seeking an idyllic Italian escape, San Gimignano’s location in the heart of Tuscany ensures it’s a destination you won’t want to miss.

How I got to San Gimignano

Getting to San Gimignano is an adventure in itself. I found that the best way to get there is by car or bus from nearby cities like Florence or Siena. For first-timers, I recommend traveling light and arriving early to beat the crowds.

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Tuscany Car Rental Italy

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Florence to San Gimignano

Traveling from the enchanting city of Florence to the medieval gem of San Gimignano is a journey that promises stunning Tuscan landscapes and rich historical experiences. Here’s a guide to help you navigate this picturesque route:

  • By Car: The most flexible and scenic way to reach San Gimignano from Florence is by car. The journey takes approximately 1.5 to 2 hours, depending on traffic. Follow the signs for Siena (Siena-Firenze highway, known as the FI-SI) from Florence. Then, take the exit for Poggibonsi Nord. From Poggibonsi, follow the signs to San Gimignano. The road will lead you through the captivating Tuscan countryside, allowing you to savor the beauty of the region.
  • By Bus: If you prefer public transportation, you can take a bus from Florence to San Gimignano. Check the current schedules and routes, as they may vary. The journey typically takes around 1.5 to 2 hours. Buses depart from Florence’s main bus terminal, the SITA bus station near the Santa Maria Novella train station. Be sure to confirm the return schedule for your trip back to Florence.
  • Guided Tours: Another convenient option is to join a guided tour that includes transportation from Florence to San Gimignano. These tours often provide additional insights and stops along the way, enhancing your overall experience.

Siena to San Gimignano

Traveling from the charming city of Siena to the medieval wonderland of San Gimignano is a delightful excursion filled with Tuscan beauty and cultural richness. Here’s a guide to help you make the most of this journey:

  • By Car: The most direct and scenic way to reach San Gimignano from Siena is by car. The drive takes approximately 1 hour, depending on traffic. From Siena, follow the signs for Florence (Firenze) and take the SR 2 road. After about 35 kilometers, you’ll see signs for San Gimignano. Follow these signs to reach your destination. The road will take you through the captivating Tuscan countryside.
  • By Bus: If you prefer using public transportation, you can take a bus from Siena to San Gimignano. The journey typically takes around 1 hour. Buses depart from Siena’s main bus station, located near the train station. Check the current schedules and routes to plan your trip accordingly.
  • Guided Tours: Consider joining a guided tour that offers transportation from Siena to San Gimignano. These tours often include informative commentary and stops at key points of interest along the way, enriching your travel experience.

Arriving to San Gimignano

When I first set foot in San Gimignano, it was like stepping into a medieval fairy tale. Nestled in the heart of Tuscany, this town is a marvel of history and beauty. Its origin dates back to the Etruscan period, but it flourished in the Middle Ages, a fact evident in its architecture and ambiance.

As I explored the town, I couldn’t help but be captivated by its strategic hilltop location, offering breathtaking panoramic views of the rolling Tuscan countryside. In centuries gone by, this vantage point served as a fortified stronghold, providing both protection and prestige.

Today, it’s an invitation for travelers like me to step back in time and immerse ourselves in the town’s medieval charm.

What I did in San Gimignano

Historic Centre of San Gimignano

The well-preserved medieval architecture from 14th century and the charming ambiance instantly transported me to another era. It was a place where history came alive with every step I took.

San Gimignano’s historic center is dotted with historic churches and museums. The Collegiate Church of Santa Maria Assunta, with its stunning frescoes, and the Museo Civico were among the highlights.

Piazza Duomo enchants visitors with its medieval charm and is home to some of the town’s most captivating historic treasures.

The town hall of San Gimignano, known as the Palazzo Comunale, stands as a symbol of the town’s governance and boasts stunning medieval architecture that transports visitors back in time.

The works of celebrated painters like Benozzo Gozzoli, Domenico Ghirlandaio, and Lippo Memmi graced the walls of historic churches and palazzos, offering a personal connection to the town’s cultural heritage.

Within the Basilica of Santa Fina, I marveled at Gozzoli’s frescoes that vividly portrayed the life of the town’s patron saint. In the Palazzo Comunale, Ghirlandaio’s remarkable artwork left a lasting impression on me.

Each offered a glimpse into the town’s artistic and religious heritage

Exploring the Medieval Towers

The skyline is dominated by its fourteen medieval towers, though in the past there were 72 towers used for defence. Climbing the Torre Grossa, the tallest among them, offered me a breathtaking view of the Tuscan countryside.

These towers, once symbols of wealth and power, now stand as proud reminders of the town’s rich history.

San Gimignano Bell Tower

The moment I set eyes on the San Gimignano Bell Tower, I was struck by its elegance and grandeur. Rising against the Tuscan sky, it seemed to whisper tales of centuries gone by, promising a journey back in time.

The San Gimignano Bell Tower, also known as Bell tower of the Cathedral of San Gimignano, carries profound historical significance. Dating back to the 13th century, it served as more than just a structure to house bells. It was a symbol of civic pride, a means of communication, and a testament to the town’s prosperity during the medieval period.

The sounds of the bells tolling from the San Gimignano Bell Tower create a unique auditory experience. These bells have marked significant moments in the town’s history for centuries, and they continue to resonate with a sense of timelessness.

San Gimignano Tower
San Gimignano Tower

Climbing the Torre Grossa for a Bird’s Eye View

One of the must-do experiences in Piazza della Cisterna is climbing the Torre Grossa. This is the tallest of the town’s towers, having a 54 metres height and provides a bird’s eye view of not only the square but also the breathtaking Tuscan countryside. It’s a climb well worth the effort for the panoramic vistas it offers.

Walking Through the Piazza della Cisterna

When I first set foot in the Piazza della Cisterna, it immediately caught my attention. This historic square, nestled in the heart of this enchanting Tuscan town, is a true gem waiting to be explored.

As I entered the Piazza della Cisterna, I was instantly struck by its timeless beauty. The well-preserved medieval architecture and the triangular layout of the square create an atmosphere that feels like stepping back in time. It’s a place where history and modern-day life blend seamlessly.

This triangular piazza is the heart of the town. Surrounded by medieval buildings, it’s a perfect blend of history and lively modern-day activities. I loved just sitting at a café, sipping espresso, and watching the world go by.

FAQs About Visiting Piazza della Cisterna

What’s the best time to visit Piazza della Cisterna?

The best times to visit are during spring and early autumn for pleasant weather and fewer crowds.

Can you climb the Torre Grossa at night for a view of Piazza della Cisterna?

No, the tower climbing is typically available during daylight hours.

Are there any specific local dishes to try in the restaurants around the Piazza?

Yes, you must try Tuscan dishes like pasta with truffles and enjoy the gelato for dessert.

Discovering Local Cuisine

Tuscan cuisine is a delight, and San Gimignano is no exception. I indulged in dishes like ribollita and pappa al pomodoro. The local wine, Vernaccia di San Gimignano, is a must-try. Its crisp and refreshing taste perfectly complements the regional flavors.

San Gimignano Restaurants

Osteria San Giovanni

This charming osteria likely offers a menu filled with traditional Tuscan dishes, featuring local ingredients. I would choose Osteria San Giovanni for its rustic ambiance and the opportunity to savor authentic regional flavors, such as handmade pasta, Chianti wines, and perhaps some local truffle specialties.

We chose to eat here and the Taglioni al Tartufo were the best pasta with truffle I has in all Tuscany. We also had Tiramisu for desert and let me tell you, it was fresh and amazingly tasteful.

I definitely recommend this place, not to mention that it is located right in the heart of the main Piazza.

Taglioni al Tartufo Pasta with truffle Osteria San Giovanni
Taglioni al Tartufo Pasta with truffle Osteria San Giovanni
Osteria San Givoanni Tiramisu
Osteria San Givoanni Tiramisu

Vinaio di San Gimignano

Best place to have a sandwich with fresh bread, with fresh local ingredients, quality meat and local cheese and other toppings. You can have your sadwich with a glass of white wine or red whine. It has the best sandwiches in town.

Gustavo Mescita Vini Enoteca

This family-owned restaurant not only serves delicious local food and wine but also provides exceptional service. It’s a welcoming sanctuary from the heat and crowds outside, making it a must-visit spot. Don’t miss their fantastic bruschette mix; it’s a culinary delight that you have to taste!

I had a delightful dining experience at this enoteca in San Gimignano. They offer a tempting selection of antipasti, including a veggie option. I recommend trying their salumi and cheese platter, where you can choose your favorite cuts, or let the waiter surprise you.

They also have porchetta available upon request. The quality of the meat and cheese was outstanding, and the roasted veggies were delicious, drizzled with flavorful olive oil.

Trattoria Antica Macellaria

This hidden gem in the heart of San Gimignano is a must-visit. The pasta was perfectly cooked, and the starters, like the bruschetta mix and cheese platter with honey, were unbelievably tasty. The wine selection added to the experience, and the staff’s friendliness made the evening perfect.

Be sure to book in advance or arrive before 1 pm.

The wild boar tagliatelle, in particular, is a standout dish you have to try. There are other delicious options like gorgonzola ravioli and large sharing cuts of steak. Their sirloin is an impressive 800 grams, and they also serve huge t-bones.

In summary, if you’re searching for a delectable steak or pasta dish, this restaurant is the place to go. The food is exceptional, and the service is top-notch. I’m definitely planning to return for more unforgettable dining experiences!

Visiting the Collegiate Church of Santa Maria Assunta

The church’s Romanesque architecture is stunning, but the real treasures are inside. The frescoes, depicting scenes from the Old and New Testaments, are simply mesmerizing. It’s a testament to the artistic heritage of this small town.

Exploring the Artisan Shops

Wandering through the narrow streets, I discovered numerous artisan shops. From hand-painted ceramics to locally produced olive oil, the craftsmanship here is exceptional. I couldn’t resist buying a few souvenirs to remember my trip.

Local Shops in San Gimignano
Local Shops

The Charm of San Gimignano at Night

As the sun sets, the town transforms. The streets, lit by soft lights, create a romantic atmosphere perfect for evening strolls. The local restaurants and bars come alive, offering a cozy setting to enjoy Tuscan cuisine and wine.

Day Trips from San Gimignano

San Gimignano’s location makes it ideal for exploring Tuscany. I took day trips to the Chianti region, known for its wine, and to the historic city of Siena. Each place has its unique charm and is easily accessible.

Tuscany view landscape
Tuscany view from town

Where to stay in San Gimignano – Accommodation Options

While this town does offer excellent accommodation options, if you’re looking to immerse yourself in the true essence of Tuscan charm, consider staying in the picturesque countryside that surrounds the town.

Here, you can choose from a variety of enchanting lodgings, such as cozy bed-and-breakfast-style guesthouses or rustic agriturismi, which are small working farms that also rent out rooms. 

This countryside accommodation not only allows you to experience the serene beauty of the Tuscan landscape but also provides a unique opportunity to connect with the rural traditions and flavors of the region.

It’s a chance to step away from the bustling town center and enjoy the tranquility and authenticity that the Tuscan countryside has to offer, making your stay in San Gimignano even more memorable.

I chose a quaint bed and breakfast housed in a restored medieval building. For those on a budget, there are also affordable guesthouses and hostels.

Hotels in San Gimignano City Center

Here are a few Hotels in San Gimignano near the City Center:

Leon Bianco is located in a 11th century in one of San Gimignano’s main squares. It features wood-beamed ceilings and modern amenities.

Hotel L’Antico Pozzo is located in the heart of the city in a 15th century building fully renovated with amazing interior and unique rooms.

Hotel Bel Soggiorno with its large rooms and delicious restaurant, located in the center of town.

Agriturismi Accommodation near San Gimignano

Here are some options just outside San Gimignano, including the place where we stayed

Il Castagnolo B&B with its fantastic views over the Tuscan hills and private pool is the best choice if you don’t want to be far from the city, but want to see the green hills.

Villasanpaolo Resort & Spa is just 5 minutes’ drive from town, surrounded by olive trees and featuring and outdoor and indoor swimming pool.

If you are visiting Tuscany here are the Best Places to Stay in Tuscany, find them all in my detailed article that helps you plan your trip.

Navigating the Streets

The best way to explore the town is by foot. The cobblestone streets and hidden alleys are full of surprises. I stumbled upon quaint cafes and stunning viewpoints just by wandering around.

Narrow Street
Narrow Street in San Gimignano Italy

Cultural Events and Festivals

Throughout the year, San Gimignano hosts various festivals and events. I was lucky to experience a local wine festival, where I immersed myself in the town’s culture and traditions. It’s a great way to connect with the locals.

Tips for Sustainable Tourism

While enjoying the town, I was mindful of practicing sustainable tourism. Respecting local customs, supporting small businesses, and minimizing my environmental footprint made my trip not only enjoyable but also responsible.

My Personal Highlights

Some of my most memorable moments include watching the sunset from the top of a tower, tasting the best gelato in the main square, and making friends with local artisans. These experiences made my trip truly special.


San Gimignano is more than just a tourist destination; it’s a journey into history, culture, and culinary delights. Its charm lies in its ability to transport you to another time while offering all the comforts of the modern world. I left with unforgettable memories and a promise to return.


What’s the best time to visit San Gimignano?

Spring or early autumn for pleasant weather and fewer crowds.

Can you drive inside San Gimignano?

The town center is mostly pedestrian, but there are parking areas outside.

Is San Gimignano suitable for families?

Absolutely, it’s great for all ages with lots to see and do.

How many days do you need in San Gimignano?

At least two days to fully experience its charm.

Are there any vineyards near San Gimignano?

Yes, the surrounding countryside is dotted with beautiful vineyards.

What is special about San Gimignano?

San Gimignano’s special charm lies in its remarkably well-preserved medieval architecture, especially the iconic stone towers that define its skyline. The town’s unique blend of history, art, and Tuscan beauty makes it truly exceptional.

Is San Gimignano worth seeing?

Absolutely, San Gimignano is a must-see. Its captivating historic center, with its medieval towers and artistic treasures, offers an enriching and unforgettable experience that I highly recommend.

How long should you spend in San Gimignano?

To truly savor San Gimignano, plan for at least two days. It allows you to explore the historic sites, enjoy local cuisine, and soak in the atmosphere. However, even a day trip can provide a glimpse of its charm.

Is it better to stay in San Gimignano or Siena?

The choice depends on your preference. San Gimignano offers a quieter, historic atmosphere, while Siena provides more amenities and cultural activities. Both are worth exploring, based on my experience.

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