During 14-days in Italy, I visited cultural gems including Florence, Venice, Cinque Terre, Positano, Fiesole, and even my heritage hometown in Campania. But Cortona was a pilgrimage because it’s the inspiration behind the book and movie, “Under the Tuscan Sun.” Once you arrive, it’s easy to see why.
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In this article, you’re invited to…
- Explore the Rich History and Modern Beauty of Cortona
- Find Out Where to Eat in Cortona Italy
- Follow The Scenic Road to Bramasole
- Arrive at Bramasole, Inspiration for Under the Tuscan Sun
Explore the Rich History and Modern Beauty of Cortona
Cortona, Italy is a Tuscan hill town with a history as rich as its fertile soil. Ancient roots boast Umbrian, Etruscan, and Roman cultures dating as far back as the 7th Century B.C.
History and architecture buffs will enjoy the many churches and Etruscan ruins, and foodies won’t be disappointed by the authentic Tuscan cuisine and regional wines.
Embark on a journey through Italy’s heart with insights from our 2024 Italy guide, enriching your pilgrimage to Bramasole.






Find Out Where to Eat in Cortona







Follow The Scenic Road to Bramasole



Arrive at Bramasole, Inspiration for Under the Tuscan Sun!




I took one last look up at the balcony of Bramasole before heading back to town in Cortona. I couldn’t be happier about my off-the-beaten-path pilgrimage or the opportunity to experience a bit of the inspiration behind “Under the Tuscan Sun” by Frances Mayes. So long, Cortona!
Going to Cortona was a dream come true for me. When the opportunity presented itself, I jumped without hesitations. Where have you always wanted to go, given the chance? Share your thoughts in the comments below.
If you too want to embark on your very own, “Under the Tuscan Sun” inspired pilgrimage, but aren’t exactly sure where to stay while in Cortona, then here are two exceptionally wonderful places to stay.
The first is Casa Dreosti, which is a local bed and breakfast that is brimming with charm, warmth, and character. That’s because plush, well-appointed rooms here start at just $90 per night and feature state-of-the-art, flat-screen TVs. Guests here can also enjoy access to an expansive, communal seating area, as well as a lavish, continental breakfast spread that is available every morning. The hotel also has a fantastic location and is situated just 32 miles away from Perugia and 20 miles away from Arezzo.
However, if you’re looking for a slightly more luxurious stay while in Cortona, then consider Villa di Piazzano. This historic, exquisitely decorated villa in the Italian countryside sits just 3.7 miles outside the city center and features well-manicured gardens, an exquisite terrace for al fresco dining, a spacious pool, and panoramic views of the surrounding landscape. Rooms at this family-run hotel also start at $250 per night and feature antique furniture, air-conditioning, free WIFI, Sky TV, and access to a delicious breakfast spread that includes nothing but the most delicious Tuscan dishes.
And, it doesn’t hurt that Cortona is one of the most beautiful film locations around the world!

About Jackie Gately, editor-IN-CHIEF
I'm Jackie Gately, your travel confidante and the creative force behind Enjoy Travel Life, awarded the "Best Casual-Luxury Lifestyle Blog (USA)" in Travel and Tourism by LUXlife Magazine for four consecutive years. With 25 years of published expertise, I'm a seasoned writer, editor, and photographer curating inspiring travel guides and lifestyle tips for empty nesters. I hope to kindle your spirit of exploration, encouraging you to overcome obstacles and turn your dreams into reality. Learn to minimize your pre-travel angst and maximize the joy of exploration with insights from my experiences. Let's make every adventure a celebration of this exciting phase of life! Follow my social channels for more inspiration.
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