If there’s one destination that completely took my breath away, it’s Cortona, Italy. Nestled in the heart of the Tuscan countryside, this charming medieval town is even more stunning in person than in pictures or videos. In this guide, I’m sharing the best things to do in Cortona, where to stay, must-try local cuisine, and unforgettable experiences that will make you fall in love with Tuscany.
Where to Stay in Cortona: The Hidden Gem of Borgo di Vagli
If you’re looking for the best place to stay in Cortona, Borgo di Vagli is an absolute must. This beautifully restored Tuscan hamlet offers an authentic Italian countryside experience, complete with breathtaking views, medieval architecture, and a sense of peace that’s hard to find anywhere else.
Borgo Di Vagli
The History of Borgo di Vagli
Dating back to the 10th century, this hidden gem was originally a watchtower for the Castle of Pierle. In the 14th century, it was repurposed into a quaint hamlet using stones from the original structure. Today, Borgo di Vagli stands as a testament to history, carefully restored by award-winning architect Fulvio Di Rosa.
One of my most memorable moments was meeting Fulvio Di Rosa himself at the hamlet’s on-site restaurant, I’cche c’è c’è, where he joins guests every Monday for an authentic Tuscan pizza night. The experience was beyond inspiring!
Castle of Pierle
What Makes Borgo di Vagli Special?
Scenic Views: Wake up to rolling hills, misty valleys, and the peaceful sounds of nature.
Authentic Tuscan Architecture: Exposed wooden beams, antique shutters, and hand-laid stone walls transport you back in time.
Exceptional Dining: The on-site restaurant serves homemade Tuscan cuisine prepared over a wood-fired grill, using fresh ingredients from Cortona and the hamlet’s own property.
Unforgettable Hospitality: From arranging private dinners to booking wine tours in Tuscany, the dedicated staff ensures a magical stay.
If you want a more intimate experience, you can even cook your own Italian meal using fresh produce, pasta, and wine from the on-site market. My husband and I did just that on our last night, and it was one of the best meals of our trip!
Borgo di Vagli View
Best Things to Do in Cortona, Italy
Cortona is rich in history, art, and culture, offering something for every traveler. Here are some must-visit spots:
1. Visit the Santa Margherita Sanctuary
Perched high above Cortona, this stunning sanctuary offers breathtaking panoramic views of the surrounding Tuscan landscape. Whether you’re a history lover or simply looking for the best photo spots, this is a must-see.
2. Explore the Etruscan Academy Museum (MAEC)
Step back in time and discover Etruscan artifacts, Roman relics, and Renaissance masterpieces. This museum is perfect for history enthusiasts wanting to learn more about Cortona’s ancient roots.
3. Discover Cortona’s Monthly Antique Market
Held on the third Saturday of each month, this authentic Italian market is the perfect place to shop for antiques, local produce, and handcrafted goods.
4. Walk Through Cortona’s Medieval Streets
With stone-paved alleys, charming boutiques, and traditional Tuscan cafés, wandering Cortona’s streets feels like stepping into a storybook.
5. Experience the Cortona On The Move Photography Festival
This annual event attracts photography lovers from around the world and features stunning exhibitions, workshops, and artist talks.
6. Visit the Famous Villa Bramasole
If you loved Under the Tuscan Sun, you’ll recognize this villa from Frances Mayes’ bestselling memoir and film. A visit here is a must for fans of the book!
Cortona
Where to Eat in Cortona
Tuscany is known for its incredible cuisine, and Cortona is no exception. Here are some top spots for an unforgettable dining experience:
I’cche c’è c’è – Located at Borgo di Vagli, this restaurant offers homemade Tuscan dishes cooked over a traditional wood-fired grill.
La Loggetta – A romantic spot in Cortona’s main square, perfect for enjoying handmade pasta and local wines.
Trattoria Dardano – A cozy, family-run eatery serving classic Tuscan specialties like ribollita and bistecca alla
Tuscan Food
Why Cortona Stole My Heart
Cortona is more than just a beautiful Tuscan town—it’s a magical experience filled with history, culture, and unforgettable people. Whether it was dining with locals, exploring medieval ruins, or waking up to mist-covered valleys, every moment felt like a dream.
If you’re looking for the perfect blend of history, luxury, and authentic Italian charm, Cortona, Italy, is the place to be. And if you truly want to immerse yourself in the Tuscan lifestyle, staying at Borgo di Vagli is an absolute must.
Have you ever been to Cortona or dream of visiting Tuscany?