Nestled in the heart of Tuscany, Cortona and Arezzo beckon travelers with their timeless charm and captivating history. Did you know that Cortona was the setting for the bestselling book and movie, ‘Under the Tuscan Sun’?

As visitors wind through the cobblestone streets and medieval architecture, they are transported to a bygone era. But what hidden gems lie within these ancient walls, waiting to be discovered?

The allure of these enchanting towns is undeniable, promising a day trip filled with intrigue and wonder.

Just The Basics

Day Trip From Rome to Cortona and Arezzo - Just The Basics

  • Explore the rich heritage and charm of Cortona and Arezzo in Tuscany.
  • Immerse in Tuscan culture through medieval architecture and traditional cuisine.
  • Enjoy a hassle-free day trip with a knowledgeable driver and convenient inclusions.
  • Witness the beauty of Piazza Grande, Basilica of San Francesco, and panoramic views on this excursion.

Trip Details

Day Trip From Rome to Cortona and Arezzo - Trip Details

Embarking on a day trip from Rome to Cortona and Arezzo offers travelers a captivating 12-hour journey through the picturesque landscapes of Tuscany with the convenience of an English-speaking driver and deluxe vehicle at their service.

In Cortona, visitors can explore historical landmarks like the Etruscan Academy Museum and the Le Celle Franciscan Hermitage. Arezzo, known for its medieval charm, boasts the stunning Piazza Grande and the Basilica of San Francesco.

Travelers can indulge in local cuisine at a trattoria, savoring Tuscan specialties like ribollita and pici pasta. This excursion promises an immersive experience blending history, culture, and culinary delights, all while traversing the enchanting countryside of Tuscany.


Day Trip From Rome to Cortona and Arezzo - Itinerary

Navigating through the enchanting countryside of Tuscany, the day trip from Rome to Cortona and Arezzo promises a blend of historical exploration and culture.

The itinerary includes stops at both Cortona and Arezzo, offering opportunities to explore historical landmarks and indulge in authentic Tuscan cuisine. In Cortona, visitors can wander through the charming streets, visit ancient churches, and admire the medieval architecture.

Arezzo beckons with its rich history, showcasing sites like the iconic Piazza Grande and the Basilica of San Francesco. Plus, travelers can enjoy a leisurely lunch at a local trattoria, savoring traditional Tuscan dishes while taking in the beauty of these picturesque Italian towns.


Day Trip From Rome to Cortona and Arezzo - Experience

As visitors explore the historical and cultural tapestry of Cortona and Arezzo, they uncover a captivating blend of Tuscan allure and rich heritage awaiting exploration.

Exploring culture takes center stage as travelers wander through the charming streets, discovering ancient churches, Renaissance art, and medieval architecture.

In Arezzo, the vibrant atmosphere of Piazza Grande and the magnificent Basilica of San Francesco offer glimpses into the region’s storied past.

Tasting cuisine becomes a delightful experience as visitors savor traditional Tuscan dishes in local trattorias, paired with regional wines that reflect the area’s agricultural abundance.

The day trip immerses guests in the heart of Tuscany, where every corner reveals a new facet of this culturally rich and gastronomically delightful region.


Included in this day trip are an English-speaking driver, pick up and drop off at your Rome hotel, a deluxe vehicle, bottled water, tips, and a delightful meal at a local trattoria featuring Tuscan cuisine. Travelers can look forward to experiencing the following inclusions:

  • Peace of mind with an English-speaking driver guiding the journey
  • Convenience of being picked up and dropped off at the Rome hotel
  • Indulge in local cuisine at a trattoria, immersing in the flavors of Tuscan dishes.

These inclusions not only ensure a comfortable and hassle-free excursion but also provide a taste of the local culture through food options typical of the region.


Set out on a journey filled with captivating highlights as you explore Cortona and Arezzo, enjoying the history, culture, and beauty of these enchanting Tuscan towns.

In Cortona, marvel at its rich cultural heritage as you wander through charming cobblestone streets, visit the imposing fortress, and admire panoramic views of the surrounding valleys. Dive into the local cuisine with a leisurely lunch at a trattoria, savoring traditional Tuscan flavors.

In Arezzo, explore the historic Piazza Grande, where the stunning Basilica of San Francesco stands as a testament to the town’s artistic legacy. Witness the blend of medieval and Renaissance architecture that defines Arezzo, offering a glimpse into Italy’s past while enjoying the vibrant present.

Booking Information

Upon reserving this day trip, travelers have the flexibility to secure their spot without immediate payment, allowing for convenient planning and a stress-free experience. The booking process is designed with the traveler’s ease in mind, offering flexible payment options and ensuring a seamless journey.

  • Flexible Payment
  • Option to Pay Later
  • Convenient Return

Travelers can enjoy the freedom of securing their reservation without upfront payment, making it easy to finalize their plans. Plus, the option to pay later provides further convenience, allowing for adjustments to travel budgets.


As travelers plan their day trip to Cortona and Arezzo, finding the right directions to navigate between these enchanting destinations is crucial for a seamless and enjoyable experience. The driving routes from Rome to Cortona and then to Arezzo offer breathtaking scenic views of the picturesque Tuscan countryside.

Travelers can expect a journey filled with rolling hills, vineyards, and charming villages along the way. While driving from Cortona to Arezzo, the route showcases the beauty of Tuscany’s landscapes, with cypress-lined roads and olive groves dotting the surroundings.

Following these directions ensures not only reaching the destinations efficiently but also immersing oneself in the natural splendor that characterizes this region of Italy.

Frequently Asked Questions

Are There Any Additional Entrance Fees or Tickets Required for Attractions in Cortona and Arezzo During the Day Trip?

There are no additional entrance fees or tickets required for attractions in Cortona and Arezzo during the day trip. Visitors can enjoy exploring historical sites, art galleries, tasting local cuisine, and picking up tourist souvenirs.

Is There a Minimum Number of Participants Required for the Day Trip to Proceed, or Can It Be Booked for Just One Person?

There is no minimum number of participants required for the day trip; solo bookings are accepted. Travelers can enjoy a private experience exploring Cortona and Arezzo even if they are the only ones on the tour.

Are There Any Specific COVID-19 Safety Measures in Place During the Day Trip, Such as Mask Requirements or Social Distancing Guidelines?

During the day trip, travelers are required to wear masks and follow social distancing guidelines. These measures ensure a safe and enjoyable experience while exploring Cortona and Arezzo. Enjoy the journey through Tuscany with peace of mind.

Can Special Dietary Restrictions or Preferences Be Accommodated for Lunch at the Local Trattoria in Tuscany?

The local trattoria in Tuscany can accommodate various dietary restrictions and preferences, offering vegetarian options alongside traditional cuisine. Guests can enjoy a delightful meal, ensuring everyone’s tastes are catered to during the tour.

Is There a Restroom Available on the Deluxe Vehicle for the Duration of the Day Trip?

Yes, there is a restroom available on the deluxe vehicle for the duration of the day trip. Travelers can enjoy the convenience of this amenity while exploring Cortona and Arezzo, ensuring a comfortable and seamless journey through the beautiful landscapes of Tuscany.

Final Words

Experience the captivating beauty of Tuscany on a day trip from Rome to Cortona and Arezzo. Enjoy the rich history and culture of these charming Italian towns, explore picturesque streets, and indulge in delicious Tuscan cuisine.

With convenient transportation and expert guidance, this private tour offers a seamless and unforgettable experience. Discover the enchanting landscapes and iconic landmarks of Tuscany on this mesmerizing journey from Rome.

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