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Romantic Rendezvous: 5 Days in Enchanting Cortona

Discover endless romance in the enchanting town of Cortona, Italy.

28 August 2023

Experience the enchanting beauty of Cortona, Italy, on a romantic getaway. Nestled amidst captivating landscapes, this hilltop town offers breathtaking views of vineyards and olive groves. Immerse yourselves in the rich history, explore medieval streets hand in hand, and savor authentic Tuscan cuisine, creating memories that will last a lifetime.

Travel plan

• Check into the charming Relais Il Falconiere, a dreamy hotel nestled amidst lush Tuscan vineyards and olive groves.
• Take a leisurely stroll through the cobblestone streets of Cortona, soaking in the medieval charm and stunning views of the Val di Chiana.
• Indulge in a romantic dinner at Osteria del Teatro, a cozy restaurant known for its delectable Tuscan dishes and intimate atmosphere.
• Sip on a glass of local wine while enjoying the captivating sunset from Piazza della Repubblica.
• End the day with a slow dance under the starry Italian sky, serenaded by the enchanting melodies of street musicians.

• Immerse yourself in art at the Museo Diocesano, marveling at its impressive collection of religious masterpieces from the Renaissance.
• Explore the charming streets lined with artisan shops, and treat yourself to a unique piece of locally crafted pottery as a memento.
• Climb the winding paths up to the Etruscan tombs, where ancient history whispers its secrets.
• Savor a traditional Tuscan lunch at Trattoria Dardano, where the hearty flavors will transport you to a bygone era.
• Wander through the enchanting halls of Palazzo Comunale, where the town's history comes alive through its engaging exhibits.

• Embark on a wine tasting adventure at the exquisite Fattoria Le Capezzine, delighting in the flavors of their award-winning Chianti wines.
• Enjoy a leisurely picnic in the picturesque countryside, surrounded by rolling hills and the sweet aroma of blooming wildflowers.
• Discover your inner chef by taking a cooking class at Il Falconiere's Michelin-starred restaurant, learning the secrets of Tuscan cuisine.
• Indulge in a romantic dinner at Ristorante Tonino, where creative dishes showcase the harmony between traditional and modern Italian flavors.
• Relax with a glass of limoncello as you watch the moon rise over Cortona, painting the sky with a cascade of shimmering stars.

• Rise early and ascend the steep slopes to reach the pinnacle of the town, where the majestic Medici Fortress stands proudly.
• Lose yourself in the tranquility of the Le Celle Hermitage, founded by St. Francis of Assisi in the 13th century, amidst a woodland sanctuary.
• Recharge with a leisurely lunch at La Bucaccia, a quaint restaurant tucked away in the heart of Cortona, acclaimed for its Tuscan specialties.
• Explore the Eremo Le Celle, a stunning hermitage nestled in the olive groves, where solitude and spirituality intertwine.
• End the day with a breathtaking view of Cortona from the picturesque Il Sodo, a terrace offering a panoramic vista of the town and the valley.

• Take one last leisurely stroll through the ancient streets of Cortona, bidding farewell to the tranquil beauty that captured your heart.
• Savor a farewell brunch at Locanda al Pozzo Antico, where delightful flavors bid you arrivederci with love.
• Pack your bags with memories and treasures from the artisan shops, ensuring a piece of Cortona stays with you forever.
• Depart from Cortona with a heart full of love and the soul of an artist, forever enchanted by the beauty of this hidden gem.
• Dream of the day you return to Cortona, where your heart will feel at home once more.