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Cortona, Italy: A 4-Day Romantic Escape

Unveil romance in the heart of Cortona, Italy.

28 August 2023

Cortona, Italy, nestled in the picturesque region of Tuscany, offers the perfect setting for a romantic getaway. Explore the charming streets hand-in-hand, marvel at the stunning Renaissance architecture, and indulge in authentic Italian cuisine at intimate local trattorias. With breathtaking views of the rolling hills and vineyards, Cortona captivates couples, creating unforgettable memories in this enchanting destination.

Travel plan

• Check-in at the enchanting Hotel Italia, a charming historical inn with dreamy views of Cortona’s rolling hills.
• Wander through the narrow, cobbled streets of Cortona's old town, discovering hidden treasures at every turn.
• Satisfy your taste buds at Ristorante Il Preludio, where authentic Tuscan flavors mingle in mouthwatering dishes.
• Satiate your sweet tooth with a gelato from Gelateria Snoopy, known for its eccentric flavors like lavender and chili chocolate.
• Sip a limoncello cocktail as the sun sets, admiring the breathtaking panorama over the Val di Chiana from the terrace of Bar Le Gelateria.

• Get lost in the world of Renaissance art at the Museo Diocesano, where masterpieces by Fra Angelico and Luca Signorelli await.
• Take a leisurely stroll through the picturesque Parco Bramasole, the garden that inspired the best-selling novel and movie "Under the Tuscan Sun."
• Immerse yourself in the contemporary art scene at the MAEC Etruscan Academy Museum, displaying both ancient and modern works.
• Treat yourself to a homemade pasta feast at Trattoria Toscana, a charming little spot where local flavors marry with culinary creativity.
• Savor a glass of locally-produced Vino Nobile di Montepulciano at E Under the Tuscan Sun, a cozy wine bar with a quirky ambiance.

• Embark on a scenic hike to the medieval hilltop town of Montepulciano, surrounded by vineyards and breathtaking vistas.
• Explore the underground tunnels of the historic Fortress of Girifalco, peering into the ancient chambers that carry legends of love and war.
• Delight in a leisurely picnic amongst the olive groves and cypress trees at Parco della Sterpaia, basking in the harmony of nature.
• Pamper yourselves with a luxurious soak in the natural hot springs of Bagno Vignoni, followed by a couples massage at a nearby spa.
• Relish a romantic candlelit dinner at La Locanda nel Loggiato, where traditional Tuscan delicacies are elevated to new heights.

• Visit the Cortona Farmers Market, a colorful paradise bursting with vibrant fruits, fragrant herbs, and artisanal cheeses.
• Take a guided cooking class at Tenuta Casanova, learning the secrets of Tuscan cuisine and creating a feast fit for royalties.
• Bid farewell to Cortona with a romantic sunset drive to Lake Trasimeno, where the sky mirrors the turquoise hues of the water.
• Indulge in a final dinner at Osteria del Teatro, where passion meets gastronomy, and traditional Italian dishes are elevated to an art form.
• Toast to the memories made in Cortona with a glass of sparkling Prosecco, savoring the essence of la dolce vita before bidding arrivederci.