Cortona Arezzo tour is a luxury Italy journey under the Tuscan sun. Enjoy Tuscany off the beaten path in comfort and style. Experience the highlight and delights of Cortona and Arezzo old art towns linked to past traditions with your private driver/guide. Exclusive Cortona Arezzo day trip from Florence is an enjoyable trip through the wonders of Tuscany countryside made word-famous by Frances Mayes author of the Under the Tuscan Sun book. Start your exclusive Cortona Arezzo day trip from Florence with an approx. 60 minute drive (traffic pending) in the comfort of a private deluxe vehicle. Enjoy the rolling Tuscan landscape of vineyards and cypresses en route to Arezzo. During the scenic journey your expert driver/guide provides a comprehensive and informative introduction to the colorful history and art treasures of these old cities with insider anecdotes and knowledge, pointing out top sites and hidden gems.

Explore the well preserved medieval hill town of Arezzo. Arezzo historic core is not big at all and it is just a pleasant discovery. The charm of Arezzo is twofold as it receives a fraction of the tourists of neighboring Florence and yet it has all the fascinating ambience of a well-preserved small city with stunning architecture, moving art and winding streets. At the same time Arezzo is a beloved and well used shopping town, especially if you like to browse quirky old antique stores, fine jewelry and leather goods. Your exclusive Cortona Arezzo day trip proceeds to the medieval art city of Cortona. Stroll through charming medieval streets and walk back in history. Feel the atmosphere of this small town enclosed by its original towering city walls. Cortona is also known for its excellent trattorias. At the end of your exclusive Cortona Arezzo day trip your personal driver/guide transfers you back to Florence. Contact us for an exclusive Cortona Arezzo day trip experience.

* Family Friendly
* Private Full-Day Chauffeured Trip
* Private Licensed Professional Driver/Guide
* Full Day Private Deluxe Vehicle
* Florence Hotel Pick Up and Drop Off
* Scenic Drive
* Arezzo Terre Top Attractions and Hidden Gems
* Cortona Top Attractions and Hidden Gems
* Best Photo Ops

Optional Upgrades to Enhance Your Private Tuscany Tour

Travel Tuscany in Comfort and Style by Mercedes Benz GL Class 4×4 Luxury SUV

ADD ON Private Mercedes Benz GL Class 4×4 Luxury SUV


This private guided Tuscany trip can departure from any Tuscan town.

For a smooth operation this itinerary may operate in reverse.

The tour sequence may vary. The time spent at certain venues may be expanded/reduced, and other brief stops may be added.

When entering churches always ensure that you dress appropriately, no shorts or sleeveless dresses. By not being properly attired you run into the risk of being denied entry.

For our guests comfort we only operate private tours by private cars and/or minivans which can get closer to the main points of interest than larger buses. According to Italian traffic regulations licensed minivans up to 8 passengers are considered equivalent to taxis therefore, can access all the restricted areas of each city center. Private cars and/or minivans can go and stop in front of sites and so the walking distance to be covered is minimum which allows us to maximize your precious holiday time reducing to zero the walking time otherwise required to go from the bus pick up/drop off point to the city centers and vice versa during the visit. This is a HUGE advantage especially when you visit Tuscany countryside where by using a bus passengers would be forced to walk long distances to just reach the city center from the drop off point and back for the pick up. This means a lot of saved time therefore, more sightseeing at relaxed pace within the same number of tour hours.

Baby seats are mandatory for infants, please request at time of booking.

Can I join a group tour?

Unfortunately this is not a service we offer. Nancy Aiello Tours specializes in individual and family private tours. Our private tours are exclusive to one booking party and we do not combine separate reservations to form small groups. Our private tours mean that you do not share your tour with anyone else. Your private tour is tailored to your individual needs and interests so everyone can ask questions and get the most from a new experience.

Do we stop for lunch during our private Tuscany excursion?

Yes. The duration of the tour includes time for breaks to grab a quick snack and/or lunch. Your private driver/guide would be happy to provide with suggestions for lunch to suit your tastes and budgets. The cost of the meal is NOT included in the price. Some people like to grab a quick pizza or a snack, and some people like to sit down for a nice relaxing Italian meal. You may take a break at any time during the tour upon request. Otherwise, breaks will be at our discretion.

Are your private vehicles licensed and insured?

Yes. All of our vehicles are officially licensed and insured.

Are your private vehicles non-smoking? Air conditioned?

Yes. All of our vehicles are non-smoking and air-conditioned.

Are tips included?

Tips are optional. Gratuity is not included and is left to individual discretion.


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Experience Tuscany your way. Our private guided Tuscany trips delve into art, history in an educational and fun way.

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Experts in Inspired Luxury Travel to Italy!


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    I just wanted to let you know that Tim and I really enjoyed our time with Lucia. Not just the skipping of the queues but she had a lot of knowledge and grasped what would interest a 10 year old. I am glad we booked with you and I will certainly use the company again on another trip.

    Hanneke Smits
    London, United Kingdom
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    Both of our guides were outstanding. We loved them and have already recommended them to friends.

    Janelle Monney
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    I was just about to write to you to let you know how happy I was with your tour guide. He was very knowledgeable, very patient (with my 2 very young kids) and very interesting. We had a lovely morning and would definitely recommend your company to others. We came across your company while looking online for a tour guide. We are happy we found you.
    All the best

    Dafna Sharir
    New York , USA

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