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Explore Cortona on Your Private Guided Tour in Arezzo, Tuscany

If you’re drawn to the charm that inspired Frances Mayes’ Under the Tuscan Sun, visit Cortona to experience the same picturesque streets, warm local people, and the romantic appeal of villa Bramasole; you’ll find the town’s character - made famous by the book and film - perfect for booking Events, workshops, or relaxed stays through Varoom. Located in the heart of Tuscany near Arezzo, this setting invites you to fall for its welcoming community and historic atmosphere as you plan art, food, or romantic activities; the story’s focus on restoration and connection highlights the kinds of authentic experiences you can arrange here. Whether you’re organizing a cultural tour, a hands-on workshop, or a cozy group gathering, choosing Cortona places you where the novel’s spirit comes alive and helps you match accommodations to the experience you want to book in Tuscany.

About this activity in Arezzo

Cancellation policy
For a full refund, cancel at least 24 hours before the scheduled departure time.

Highlights

  • Visit Cortona, the hilltop town made famous by Frances Mayes’ Under the Tuscan Sun-experience the same timeless charm that inspired the book and film
  • Enjoy a mix of art, culture and scenic strolling suited to couples, families and small groups exploring Arezzo, Tuscany
  • Discover intimate streets, panoramic views and local character that make the area ideal for tours, workshops and romantic Events
  • Benefit from knowledgeable local guidance to connect more deeply with the town’s history, architecture and culinary scene

Important Information

  • The experience is accessible for all fitness levels; most pathways are walkable but expect some cobbled streets and gentle inclines
  • Public transportation options are available nearby, making it easy to reach Cortona from other parts of Arezzo and Tuscany
  • Infants and small children are welcome and can be accommodated in a pram or stroller on most routes
  • Smart casual dress is recommended for Events and visits in town - comfortable shoes will help on uneven surfaces

Meeting Point

Meet in Cortona’s central Piazza della Repubblica for easy access to the town’s highlights and clear directions from your guide

Includes

  • You'll be led by a local guide in Arezzo, Tuscany, who knows the area and can enhance your experience with local insights.

Other

  • Infants and small children are welcome to ride in a pram or stroller, making this activity family-friendly for those visiting the area.
  • Public transportation options are available nearby, so you can reach the meeting point in Arezzo using regional buses or trains.
  • This experience is suitable for all physical fitness levels, so you can enjoy the activity whether you prefer a relaxed pace or something more active.
  • Dress code is smart casual - comfortable yet neat attire is recommended while exploring the destination.

Customer Reviews

10/10
Based on 10 Reviews
jeffbA7115BW
• Oct 25, 2025 04:30:22 AM
Summary: Carol was great. We enjoyed the history she shared with us at a good pace. Nice walk through Cortona revealing the past and what remains today.
Frank_D
• Aug 31, 2025 12:46:34 PM
Summary: Laura provided us an extensive, detailed history of Cortona that could not have been provided by someone other than a lifelong resident. She introduced us to other locals who were generous with their time to give us an equally passionate description of the town. To be clear, Laura hosted only my wife and myself, no group. She patiently answered questions and explained the history well in English, which is obviously not her native language. This tour is highly recommended.
kathyd5626
• Jul 21, 2025 01:31:42 AM
Summary: Our tour guide, Laura, was fantastic. Besides being enthusiastic and knowledgeable about Cortona, she was also so helpful in pointing out interesting art galleries, restaurants and even booking a wine tasting for the next day.

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Know more about Arezzo

Cortona gained widespread fame from Frances Mayes' book Under the Tuscan Sun and the film adaptation, which spotlight the town's charm and inspired many visitors to explore its art and culture. If you book an Art & Culture event here, you'll be following the same cultural trail that made the town iconic in literature and film.
You can book Tours & Sightseeing activities that let you experience the town celebrated in Under the Tuscan Sun, focusing on the streets, vistas, and local character that drew the protagonist to fall in love with the place and its people.
The warm depiction of the town and its community in Under the Tuscan Sun highlights a welcoming atmosphere, which translates well to Family & Kids activities. Families often choose tours and experiences here to enjoy the same friendly environment that charmed the book's protagonist.
Yes - the story of the protagonist falling in love with the town and villa Bramasole has made the area a natural fit for Romantic & Couples experiences. Many visitors choose intimate tours and romantic outings to soak up the same atmosphere that features in the book and movie.
Absolutely - the book and film emphasize the lifestyle, restoration of villa Bramasole, and connection with locals, making Cortona an appealing backdrop for Workshops & Learning activities that immerse you in Tuscan traditions and practical skills.
Because the narrative around villa Bramasole and the protagonist's deep connection to the town encourages lingering - booking Multi-Day / Full-Day experiences lets you fully absorb the places and people that made Cortona famous in Frances Mayes' book and the film.