Exploring the Medieval Marvels of San Gimignano with Aoife

Day 2: A Day of Discovery in San Gimignano: Towers, Truffles, and Tuscan Treats

Explore San Gimignano's highlights: Piazza della Cisterna, Porta delle Fonti, and scenic viewpoints, plus truffle shopping and Tuscan dining.

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San Gimignano's Heartbeat


Today, Aoife and I truly immersed ourselves in the medieval charm of San Gimignano. It was a day filled with exploration, delightful discoveries, and the kind of simple pleasures that make traveling so rewarding. From bustling piazzas to serene viewpoints, every corner of this Tuscan gem held a new experience.

Our day began, as most good days do, with a hearty breakfast. We strolled over to Giardino Bistrot, a charming spot known for its delightful pastries and strong coffee. I always appreciate a good cup of coffee to kickstart my day, and Aoife is a big fan of pastries, so it was the perfect spot for us to begin our San Gimignano explorations. The cafe was run by a mother and daughter, combining the modern and the traditional in a pleasantly harmonious way. It was the perfect way to get ready for a day of exploring the medieval town.

Experience exquisite Tuscan flavors at Giardino Bistrot in San Gimignano – where every dish tells a story.
Experience exquisite Tuscan flavors at Giardino Bistrot in San Gimignano – where every dish tells a story.

Fueled up, we headed straight for Piazza della Cisterna, the heart of San Gimignano. The triangular shape of the piazza is striking, surrounded by medieval houses and towers that seem to whisper stories of centuries past. It was bustling with activity, a mix of locals and tourists all drawn to its central location. I couldn't help but imagine what it must have been like in the Middle Ages, with merchants hawking their wares and knights clattering through on horseback. Fortunately, the atmosphere was very different today, with locals and tourists creating a buzz around the beautiful square.

Discover the enchanting Piazza della Cisterna in San Gimignano, a historical landmark bursting with medieval charm, local culture, and vibrant atmosphere.
Discover the enchanting Piazza della Cisterna in San Gimignano, a historical landmark bursting with medieval charm, local culture, and vibrant atmosphere.

San Gimignano is more than just a picturesque town; it's a living, breathing testament to the enduring appeal of medieval history and culture.


Aoife, ever the observant one, pointed out the well in the center of the piazza. It was once the town's primary water source. Piazza della Cisterna truly felt like the heart of San Gimignano, a place where history and daily life intertwined seamlessly.

Next on our list was Porta delle Fonti, one of the ancient gates that opens into the second, larger circuit of San Gimignano's walls. The walk to the gate was a pleasant one, offering glimpses of the town's architecture and the surrounding countryside. The gate itself is steeped in history, named for the public fountains located just down the hill. According to local legend, Saint Geminianus miraculously appeared here to save the town from barbarian hordes – quite the endorsement. We took a moment to appreciate the craftsmanship of the gate, imagining all those who had passed through it over the centuries.

Explore Porta delle Fonti, a historical gateway in San Gimignano, a perfect blend of medieval charm and stunning Tuscan landscapes.
Explore Porta delle Fonti, a historical gateway in San Gimignano, a perfect blend of medieval charm and stunning Tuscan landscapes.

Following the path from Porta delle Fonti, we descended to the medieval public springs. This area was once the primary source of water for the town, and you could still see the ancient stone basins where people would collect water. It was fascinating to imagine the daily lives of the townspeople, who relied on these springs for their survival. The fountains consist of ten arches, a mix of Romanesque and Gothic styles, adding to the area's charm. It was a peaceful spot, the sound of water trickling through the stone arches creating a soothing atmosphere.

After immersing ourselves in the town's history, we decided to indulge in another quintessential Italian experience: shopping. We stumbled upon a Truffle Boutique, and as someone who appreciates the finer things, I couldn't resist stepping inside. The aroma of truffles was intoxicating, and the shop was filled with a variety of truffle-infused products, from oils and sauces to cheeses and spreads. I ended up purchasing a small jar of truffle paste, envisioning the delicious pasta dishes I could create back in Dublin. Aoife, meanwhile, found a truffle-infused cheese that she was eager to try. The shop owner was passionate about his products, sharing tips and recipes with us. It was a delightful experience that added a touch of luxury to our day.

Discover the essence of Tuscan cuisine at Truffle Boutique in San Gimignano, where exquisite truffle products await every food lover.
Discover the essence of Tuscan cuisine at Truffle Boutique in San Gimignano, where exquisite truffle products await every food lover.

For lunch, we chose La Mandragola, a restaurant recommended for its traditional Tuscan cuisine. The restaurant was cozy and inviting, with a menu that showcased the region's culinary specialties. We started with some bruschetta, topped with fresh tomatoes and basil, followed by a hearty ribollita, a traditional Tuscan bread and vegetable soup. It was the perfect comfort food after a morning of exploring. We also shared a bottle of local wine, a crisp Vernaccia di San Gimignano that complemented the flavors of our meal. I must say, the food was wonderful, and the atmosphere was warm and inviting. It’s these kinds of authentic experiences that I truly cherish when traveling.

Experience authentic Italian cuisine at La Mandragola in San Gimignano – where every dish tells a story.
Experience authentic Italian cuisine at La Mandragola in San Gimignano – where every dish tells a story.

With our bellies full and our spirits high, we set out to find the Viewpoint San Gimignano. The walk to the viewpoint was uphill, but the promise of panoramic vistas kept us motivated. As we climbed higher, the views became increasingly stunning, with the towers of San Gimignano rising majestically against the backdrop of the Tuscan countryside. When we finally reached the viewpoint, we were rewarded with a breathtaking panorama. Rolling hills, vineyards, and olive groves stretched out before us, bathed in the golden light of the afternoon sun. It was a moment of pure serenity, a chance to appreciate the beauty of Tuscany in all its glory. Aoife and I spent a good while simply soaking in the view, capturing photos, and committing the scene to memory. I have to say, the view was worth every step of the uphill climb.

Discover the stunning panoramas of Tuscany at Viewpoint San Gimignano, a scenic gem overlooking the medieval town and its lush vineyards.
Discover the stunning panoramas of Tuscany at Viewpoint San Gimignano, a scenic gem overlooking the medieval town and its lush vineyards.

As evening approached, we made our way to Osteria Delle Catene for dinner. This restaurant was known for its traditional Tuscan dishes, prepared with a modern twist. The atmosphere was elegant yet relaxed, with soft lighting and attentive service. We decided to try some of their signature dishes, starting with the saffron pasta, a local specialty. The pasta was perfectly cooked, and the saffron sauce was rich and flavorful. For our main courses, I opted for the Chianina beef stewed in Chianti wine, while Aoife chose the wild boar ragu. Both dishes were outstanding, showcasing the quality of the local ingredients and the skill of the chef. We paired our meal with a bottle of Chianti Classico, a robust red wine that complemented the richness of the food. The osteria was in a tranquil and less crowded location and offered dishes with saffron and Chianina beef, with a simple and sober interior. It was the perfect way to end a day of exploration, savoring the flavors of Tuscany in a refined setting.

Experience authentic Tuscan flavors at Osteria Delle Catene in San Gimignano, where tradition meets culinary excellence.
Experience authentic Tuscan flavors at Osteria Delle Catene in San Gimignano, where tradition meets culinary excellence.

As we walked back to Hotel Leon Bianco, the town was quiet and peaceful. The stars were out, and the air was cool and crisp. We reflected on all that we had seen and done, feeling grateful for the opportunity to experience the magic of San Gimignano. I must say, it was a day well-spent, filled with history, culture, and the simple pleasures of good food and good company. I can't wait to see what tomorrow brings, as we plan to explore the Mura della città, Torri degli Ardinghelli, and Galleria Continua, and perhaps enjoy a drink at Bar La Cisterna.

Discover the enchanting Hotel Leon Bianco in the heart of San Gimignano, perfect for travelers seeking comfort, convenience, and captivating local attractions.
Discover the enchanting Hotel Leon Bianco in the heart of San Gimignano, perfect for travelers seeking comfort, convenience, and captivating local attractions.

Tomorrow, we plan to explore the city walls, the Ardinghelli Towers, and the Galleria Continua. We might even find time for a drink at Bar La Cisterna. It's these moments of discovery and connection that make travel so enriching, and I'm grateful to be sharing them with Aoife.

Tomorrow promises more adventures, with plans to explore the ancient city walls, visit the Ardinghelli Towers, and perhaps even delve into the contemporary art scene at Galleria Continua. And who knows, we might just end the day with a relaxing drink at Bar La Cisterna. Until then, buona notte from San Gimignano!

Go to day 1 Stepping Back in Time: My First Day Exploring the Medieval Towers of San Gimignano
Go to day 3 A Day of Towers and Tastes in San Gimignano
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Exploring the Medieval Marvels of San Gimignano with Aoife

Join us on a cultural journey through San Gimignano's medieval wonders, exploring history, architecture, and Tuscan delights together.

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Meet this Featured Explorer

David Smith
  • Occupation icon Occupation: Antiques Dealer
  • Country icon Country: Ireland
  • Age icon Age: 55

Hello there! I'm David Smith, a 55-year-old antiques dealer originally from the United States, but now living in Dublin, Ireland with my wife Aoife. After years of exploring Ireland and beyond, I've turned my passion for travel and history into a blog for Evendo. I share my experiences, blending personal anecdotes with historical facts and practical travel tips. Whether you're a history buff, a culture enthusiast, or simply seeking authentic travel advice, I hope my stories inspire you to embark on your own adventures!

Interests:
  • History
  • Genealogy
  • Folk Music
  • Gardening
  • Local Cuisine
More about David Smith

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