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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You can never stop exploring Italy! There is so much thingsto see! I have been to many cities, but you have shown me something new.
I couldn’t agree more, Alexander. Italy has so much to offer! I hope you get the chance to check out Cortona next time you visit. There is a lot more than I show here, particularly in terms of cathedrals and Etruscan history.
Wow, wow and wow again. You make me want to leave this computer and be on the next flight to this location…..sigh
Thank you, Mardene! I feel exactly the same way. I’d jump on a plane for a return trip in a heartbeat. LOL
These photos are incredible! Italy has been on my bucket list ever since I was a little girl. I love pasta and all Italian food. I would love to go and experience everything the country has to offer.
You won’t be disappointed, Bianca! Thanks for appreciating my photos.
I’m not familiar with ‘Under the Tuscan Sun’ but I can understand why it was based on Cortona. I’m in between Italy and London, but yet to see this lovely town in Tuscany. Maybe the next time I’m back, I’ll visit.
I hope you get the chance to visit. Check out the book or movie in the meantime, if you are interested. I really enjoyed both.
I’ve never been to Italy, but there’s something about the small, paved streets that looks inviting. This area has much to see. I’d like to book a trip for my husband and me someday.
Cortona is just one of many enchanting Italian hilltowns; they are each so charming, as you say! I hope you and your husband have an opportunity to explore one or more in the future. It’s a truly memorable experience!
I feel like I’m in the lovely past of Europe, seeing this magnificent pictures of modern buildings and trees, a monumental fountain and roads that tell stories just by walking on them. I am now a real fan of this place. Cortona, where have you been all my life?!
Yes!
We visited Italy over ten years ago, but this post makes us want to visit Cortona soon. Your pictures and review are great. Thanks for sharing.
Glad you enjoyed this! Thanks for the kind words…
I have ALWAYS wanted to visit Italy! What an amazing trip you had! Beautiful pictures! You definitely made me want to go more than ever now!
Thank you, Jen! It truly was amazing. It makes me all the happier to know that my photos may inspire others to visit. ๐
Looks so pretty. Definitely a lot of culture here
Agreed!
Wow! Looks amazing, I’m just planing my trip to Italy and this hepled me a lot. Thanks for sharing this! ๐
I’m so glad it was helpful!