Private tour from Florence to Cortona and Arezzo
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.0/5
Based on 3 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Private tour from Florence to Cortona and Arezzo worth booking?
Private tour from Florence to Cortona and Arezzo is a 9-hour experience in Florence, Italy, from $110 per person. It scores 56 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4/5 rating across 3 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 56 / 100
- Rating
- 4/5 (3)
- Duration
- 9 hours
- From
- $110 per person
Enjoy this two wonderful hilltop towns on a full-day and discover historic architecture, artwork, and neighborhoods with views of the Tuscan countryside. Take in film locations from ‘Under the Tuscan Sun’ (Cortona) and ‘
What you get
About this experience
Enjoy this two wonderful hilltop towns on a full-day and discover historic architecture, artwork, and neighborhoods with views of the Tuscan countryside. Take in film locations from ‘Under the Tuscan Sun’ (Cortona) and ‘Life is Beautiful’ (Arezzo) as you spend the day with our knowledgeable driver, exploring Tuscany at its most picturesque.
What travelers are saying
Outty’s summary of the themes that recur across 3 traveler reviews. Written by us, not quoted from reviewers.
The guide
2 mentionsTravelers single out the guide as the reason the experience works.
Small groups
1 mentionThe group size is repeatedly described as intimate rather than packed.
Traveler reviews
3 verified traveler reviews for Private tour from Florence to Cortona and Arezzo. Ratings and reviews provided by Viator and Tripadvisor.
Cortona is a small Tuscan...
Cortona is a small Tuscan town. The Etruscan museum is worth visiting. Usually, fans of the film “Under the Tuscan Sun” visit Cortona as the author is based there and some scenes were filmed there. Arezzo is the biggest of the two towns and the most interesting to visit. There were Christmas markets when we visited. The markets make this town charming and lively. We visited Arezzo and Cortona because we were going to spend an extended time in Florence. Otherwise, we would have skipped these two towns.
via Viator
Florence to Cortona to Arezzo - a Tuscany Terrific Trio
The success and enjoyment of our adventure in Cortona and Arezzo is due to one wonderful man: our guide Massimo. He made our trip and made our day!
via Viator
No guide
The write up on Viator states driver/guide. I feel that Viator needs to let the companies they hire know what is promised on their site: "Take a break from the crowds of Florence and discover Arezzo and Cortona on a private 9-hour. All-inclusive private transportation from your hotel allows you to comfortably see a long list of attractions in a short amount of time. Visit historical sites, including the 9th-century Etruscan Atrium, as well as filming locations for “Life is Beautiful” and “Under the Tuscan Sun”. Enjoy ample free time to explore both Tuscan towns. Get the personalized experience of a private tour Visit two Tuscan towns that most tourists miss Travel by round-trip private transportation See filming locations for popular movies" In Cortona our driver handed us a map and said meet back here in 2 hours. Then at Arezzo he told us who we could get a map an said meet back in 2 hours. We didn't expect him to hold our hands but a little more "guiding" would have been nice!! Plus it wasn't a 9 hour tour, maybe 6 hours.
Response from the operator: Dear Laura, As we've discussed in our correspondence, it's important to clarify that our drivers are not official tour guides, as they are unable to park inside historical areas or lead guided tours of museums, churches, or other sites. By law, this role is reserved for certified local guides, who can be booked separately if requested. Nowhere in the tour description does it mention the inclusion of an official tour guide. Our drivers excel in providing general information about the area, suggesting the best sights to see, and offering flexibility in the itinerary based on your preferences. They are dedicated to ensuring that you get the most out of your trip, whether it's enjoying cultural experiences, sightseeing, shopping, or culinary adventures. Regarding your recent tour, I'd like to address a few points. Firstly, the tour duration was scheduled for 8 hours, not 6 as indicated in your review. Due to the heavy rain that day, you understandably requested to shorten the time spent in Arezzo and Cortona, which our driver accommodated. It's crucial to note that this adjustment was made to prioritize your comfort and enjoyment, and not due to any fault on the driver's part. Furthermore, while our driver attempted to engage with you about the itinerary and provide insights into the towns of Cortona and Arezzo, it seems there was a lack of interaction on your end. This was understandably frustrating for our driver, as they strive to create engaging and informative experiences for our guests. I understand that you sought a refund from Viator, which was denied due to the absence of valid grounds for your complaint. It's regrettable that you felt compelled to publish a negative review in response. Our team is dedicated to providing exceptional service, and we genuinely hope to have the opportunity to exceed your expectations in the future. Thank you for your understanding. Warm regards, Max
via Viator
Good to know
- Duration
- 9 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Booked in 30 days
- 1
- Verdict
- Worth a Look
Why this scores 56
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Private tour from Florence to Cortona and Arezzo: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Florence.
How much does Private tour from Florence to Cortona and Arezzo cost?
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Prices start at $110 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Florence usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Private tour from Florence to Cortona and Arezzo take?
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Plan for about 9 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Florence is not rushed.
Is Private tour from Florence to Cortona and Arezzo worth it?
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It holds an Outty Ranking of 56 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4/5 across 3 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Florence, and how flexible the cancellation terms are.
Can I cancel or reschedule Private tour from Florence to Cortona and Arezzo?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Private tour from Florence to Cortona and Arezzo suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 9-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Private tour from Florence to Cortona and Arezzo?
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Around 1 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Florence can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Florence and add a light layer if any part of the 9-hour experience runs outdoors or after sunset.
Where does Private tour from Florence to Cortona and Arezzo start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Florence within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Florence?
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On Outty we rank every Florence experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Best tour in Florence: Renaissance & Medici Tales - guided by a STORYTELLER, Florence Pizza or Pasta Class & Gelato Making at a Tuscan Farm, Small group Tuscan Wineries, Olive Oil & Gourmet Lunch or Dinner. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Florence?
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Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Florence?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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