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A 4-Day Romantic Escape: Love and Laughter in Charming Siena

Fall in love beneath the Tuscan sun in enchanting Siena.

28 August 2023

Experience romance in the enchanting city of Siena, Italy. Take a leisurely stroll through its charming streets, lined with historic buildings and cozy cafes, and indulge in authentic Italian cuisine at intimate restaurants. Immerse yourselves in the rich culture by visiting the iconic Siena Cathedral and explore the stunning Tuscan countryside on a romantic wine tasting tour.

Travel plan

• Start your day with a delightful espresso at a tiny cafe tucked away in the winding streets of Siena.
• Make your way to Piazza del Campo, the buzzing heart of the city, and marvel at the grandeur of the Palazzo Pubblico.
• Unleash your inner art aficionado at the Museo dell'Opera del Duomo, where stunning masterpieces from the Sienese School await your admiration.
• Climb to the top of the Torre del Mangia for sweeping panoramic views of the city embrace the wind in your hair and feel like the ruler of Siena!
• Visit the awe-inspiring Siena Cathedral, and be dazzled by the intricate marble work and exquisite stained glass windows.
• Indulge in a romantic dinner at Trattoria la Torre, a cozy restaurant tucked away in a picturesque corner of the city. Savor the flavors of traditional Tuscan cuisine and toast to amore!

• Embark on a scenic drive through the undulating hills of Tuscany, venturing into the famed Chianti wine region.
• Join a winery tour and immerse yourself in the grape-scented magic learn about the winemaking process and sample exquisite Chianti Classico.
• Enjoy a leisurely picnic in the vineyards, surrounded by the enchanting Tuscan countryside. Sip wine, taste local delicacies, and soak up the serenity.
• Unleash your inner sommelier at Castello di Brolio, a majestic castle-turned-winery. Explore the vineyards, savor rare vintages, and bask in their regal ambiance.
• Head back to Siena and experience the joyful chaos of Mercato di Piazza Salimbeni, a bustling market filled with vibrant produce, aromatic spices, and artisanal delights.
• Cap off the day with a romantic dinner at Osteria Da Divino, a charming restaurant known for its warm ambiance and delectable Tuscan dishes.

• Embark on a whimsical day trip to San Gimignano, a medieval gem nestled on a hilltop. Transport yourself back in time as you stroll through its cobblestone streets.
• Climb the Torre Grossa, the tallest tower in San Gimignano, and be rewarded with breathtaking panoramic views of the surrounding Tuscan countryside.
• Step into the enchanting world of gelato at Gelateria Dondoli where every frozen treat is crafted with love and creativity. Prepare for flavor explosions!
• Immerse yourself in the world of Vernaccia di San Gimignano, a unique white wine boasting floral aromas and refreshing zing. Sample the local nectar at a quaint winery.
• Savor a delicious lunch at Ristorante Cum Quibus, nestled within the medieval walls. Try their signature saffron-infused dishes a true culinary delight!
• Wrap up the day with a sunset stroll through San Gimignano's vineyards, bathed in golden hues. Savor the romance and create memories that will last a lifetime.

• Indulge in a leisurely breakfast at Nannini, a historic pastry shop famous for its delectable panforte, a traditional Tuscan dessert bursting with nuts, dried fruits, and spices.
• Immerse yourself in the vibrant atmosphere of Mercato Centrale, where you can savor the scents, flavors, and colors of local produce, cheeses, and charcuterie.
• Join a cooking class at La Scuola di Cucina di Lella, where you'll dive into the secrets of traditional Tuscan cuisine. Learn to make fresh pasta like a true nonna!
• Feast on a lavish lunch at Gino Cacino, a charming trattoria praised for its divine pasta dishes. Sample pici cacio e pepe, a simple yet heavenly combination of pasta, cheese, and cracked pepper.
• Sip on an aperitivo at All'Orto de' Pecci, a lush garden oasis hidden within the city walls. Bathe in the beauty of nature while savoring refreshing cocktails under the Tuscan sun.
• Conclude your stay in Siena with an unforgettable dinner at Il Biondo, a Michelin-starred restaurant merging traditional Tuscan flavors with modern culinary techniques. Prepare for a taste sensation!
• Remember, Siena has even more to offer than these suggestions, so don't forget to explore and make your own discoveries along the way!