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Siena, Italy: Your Ultimate 5-Day Medieval Adventure

Savor the essence of Tuscany in captivating Siena.

28 August 2023

Siena, Italy offers a captivating experience with its medieval charm and rich historical heritage. Visitors can explore the magnificent Piazza del Campo, famous for its unique shell-shaped layout and vibrant atmosphere. From its awe-inspiring Gothic architecture to the delicious local cuisine, a trip to Siena promises to be an unforgettable adventure for any curious traveler.

Travel plan

• Check into the charming Hotel Athena, where you'll feel as regal as a Medici.
• Get lost in the maze of narrow streets in Siena's historic center, stumbling upon hidden gems at every turn.
• Visit the awe-inspiring Siena Cathedral, where its stunning black and white façade will leave you breathless.
• Climb to the top of the Torre del Mangia for panoramic views of the city, but watch out for vertigo-induced wobbles!
• Indulge in traditional Tuscan cuisine at La Taverna di San Giuseppe, where the flavors will transport you to culinary heaven.
• End your day savoring a gelato from Gelateria di Piazza, a local favorite with unique flavors like ricotta with figs.

• Embark on a vineyard adventure in the nearby Chianti region, stopping by the idyllic Castello di Brolio.
• Become a sommelier for a day with a wine tasting at Fattoria dei Barbi, where the vino flows as smoothly as the Arbia River.
• Savor a picturesque picnic among the vineyards, feasting on local cheeses, cured meats, and crusty, fresh bread.
• Take a leisurely stroll through the vineyards, letting the Tuscan sun warm your soul and the views steal your breath away.
• End your wine-soaked day with a glass (or two) of Brunello di Montalcino at Osteria le Logge, a cozy trattoria with timeless charm.

• Marvel at the masterpieces in Pinacoteca Nazionale, from Duccio's ethereal Maestà to Simone Martini's lustrous Annunciation.
• Wander through the halls of the Palazzo Pubblico, admiring its frescoed splendor and the legendary "Allegory of Good and Bad Government."
• Immerse yourself in the enchanting Garden of the Horti Leonini, where meticulously clipped hedges and vibrant flowers create a living artwork.
• Sip on a thoughtfully crafted cocktail at Byrd, a trendy bar mixing creativity with mixology to create liquid art.
• Satisfy your artistic cravings with a plate of artfully presented pasta at La Taverna di San Giuseppe, where even your taste buds become artistic connoisseurs.

• Head to San Gimignano, the "Medieval Manhattan," for a day trip from Siena. Marvel at its famous tower-studded skyline.
• Sample the succulent Vernaccia di San Gimignano wine at Fattoria Poggio Alloro, a family-run winery amongst vineyard-dotted hills.
• Take a leisurely bike ride through the countryside, passing by sunflower fields and olive groves, feeling like you're in a Tuscan dream.
• Breathe in the charm of tiny hilltop villages like Monteriggioni, where medieval walls embrace cobblestone streets frozen in time.
• Dine like a noble in Ristorante Malborghetto, indulging in their signature bistecca alla Fiorentina, a mouthwatering grilled T-bone steak.

• Unearth the secrets of Siena's Contrade Museum, where the intense rivalry between the city's historic neighborhoods comes to life.
• Explore the underground wonders of the Crypt of San Miniato, a labyrinth of ancient chambers and sacred relics.
• Find refuge from the city's hustle and bustle in the tranquil Orto de' Pecci garden, where fragrant roses entice you to stop and smell.
• Taste the traditional panforte, a heavenly concoction of dried fruits, nuts, and spices, that has been a Sienese delight since the Middle Ages.
• Bid farewell to Siena at La Taverna di San Giuseppe, enjoying one last heavenly meal before leaving this magical Tuscan city behind.