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Pienza Escapade: A 5-Day Tuscan Adventure

Pienza: Savor Tuscany's idyllic charm in a perfect Renaissance gem.

28 August 2023

Pienza, Italy is a picturesque Tuscan village known for its charming medieval architecture and stunning countryside views. Visitors can explore the town's narrow winding streets, visit historic sites such as the magnificent Pienza Cathedral, and indulge in delicious local pecorino cheese and wine. With its relaxed atmosphere and breathtaking surroundings, Pienza is an ideal destination for those seeking a serene and culturally rich getaway in Italy.

Travel plan

• Check into the charming La Bandita Townhouse, a boutique hotel with luxurious rooms and stunning views of the rolling Tuscan hills.
• Begin your adventure with a stroll through Pienza's historic center, taking in the beautiful Renaissance architecture and charming cobblestone streets.
• Indulge in a delicious lunch at the Osteria La Porta, where you can savor mouthwatering local specialties like pecorino cheese and pici pasta.
• Visit the Palazzo Piccolomini, a magnificent palace with exquisite frescoes and a delightful garden that represents the epitome of Renaissance ideals.
• Treat yourself to a gelato from Buon Gusto Gelateria, where the flavors are as delightful as the cheerful faces of the gelato artisans.
• End the day with a relaxing walk along the town walls, offering breathtaking panoramic views of the picturesque Val d'Orcia.

• Embark on a scenic drive through the enchanting Val d'Orcia, admiring the postcard-perfect landscapes that inspired countless Renaissance painters.
• Visit the sleepy village of Monticchiello, known for its theatrical traditions and charmingly quaint atmosphere.
• Discover the unique beauty of the Abbey of Sant'Antimo, a mystical Benedictine monastery where Gregorian chants still echo through the ancient stone halls.
• Treat yourself to a leisurely wine tasting at the Azienda Agricola Poliziano, a family-run winery producing exceptional Vino Nobile di Montepulciano.
• Enjoy a romantic dinner at Il Falconiere, a Michelin-starred restaurant nestled in the nearby town of Cortona, renowned for its sublime cuisine and enchanting atmosphere.
• Return to Pienza and be lulled to sleep by the gentle melody of the Tuscan landscape.

• Journey through the rustic countryside to the picturesque village of Montalcino, famous for its exquisite Brunello di Montalcino wines.
• Visit the historic fortress, Fortezza di Montalcino, where you can immerse yourself in medieval charm and enjoy panoramic views of the vineyard-clad hills.
• Savor a traditional lunch at Osteria al Chiuso, delighting in the flavors of Tuscan cuisine paired perfectly with a glass (or two) of Brunello.
• Wander through the idyllic vineyards of Podere Le Ripi, a biodynamic winery, and partake in a wine tasting experience that will transport your taste buds to paradise.
• Pamper yourself with a rejuvenating massage or wellness treatment at Fonteverde, a luxurious spa nestled in the rolling hills of San Casciano dei Bagni.
• Return to Pienza and relish a cozy dinner at Latte di Luna, an intimate restaurant where you can indulge in hearty Tuscan dishes bursting with local flavors.

• Take a scenic bike ride through the countryside to the charming village of Bagno Vignoni, famous for its thermal baths and quaint medieval square filled with warm, healing waters.
• Discover the secrets of pecorino cheese production at the Caseificio Cugusi, a family-owned dairy farm where you can taste and learn about this beloved Tuscan delicacy.
• Enjoy a leisurely picnic in the peaceful Parco della Banditaccia, a verdant oasis with stunning views of the Val d'Orcia, while savoring local delicacies procured from Pienza's bustling market.
• Join a cooking class at La Buca delle Fate, where you will learn the art of making handmade pasta and traditional Tuscan dishes using the freshest local ingredients.
• Experience an unforgettable dinner at Il Dopolavoro, a Michelin-starred restaurant located on a stunning Monteverdi estate, offering innovative cuisine paired with exceptional wines.
• Indulge in a late-night passeggiata through Pienza's enchanting streets, enjoying the romantic atmosphere under the soft glow of lampposts.

• Rise early and catch the magical sunrise over the Val d'Orcia, bidding a fond farewell to this picturesque corner of Tuscany.
• Enjoy a leisurely breakfast at Bar Il Casello, sipping on a rich espresso and savoring a freshly baked cornetto while reminiscing about your Tuscan adventures.
• Spend your final hours in Pienza exploring the quaint artisanal shops, where you can find unique souvenirs and handmade treasures.
• savor a gourmet lunch at La Buca di Enea, a hidden gem tucked away in the heart of Pienza, showcasing the best of Tuscan cuisine made with love and passion.
• Take one last stroll along Pienza's idyllic streets, savoring the sweet scents of blooming flowers and the warm embrace of the locals.
• As you bid adieu to this charming Tuscan gem, cherish the memories made and carry a piece of Pienza's magic with you wherever your travels may lead.