
Cortona Private Guided Tour
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
Select a highlighted day to see live departure times and the exact price for your group.
Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.6/5
Based on 26 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Cortona Private Guided Tour worth booking?
Cortona Private Guided Tour is a 2-hour experience in Arezzo, Italy, from $308 per person. It scores 59 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.6/5 rating across 26 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 59 / 100
- Rating
- 4.6/5 (26)
- Duration
- 2 hours
- From
- $308 per person
Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is set in Cortona; the protagonist immediately falls in love with the town
What you get
About this experience
Cortona has become very popular several years ago thanks to the book by Frances Mayes, Under the Tuscan Sun (and the movie with Diane Lane) which is set in Cortona; the protagonist immediately falls in love with the town, its people, and villa Bramasole that she purchases and fixes up.
What's included
Included
- Local guide
What you'll see and do
Piazza Della Repubblica
Cortona is a town easy to love for everybody indeed. That’s because its atmosphere, its Etruscan past, its lovely medieval city centre and furthermore its great views. Your professional local guide will give you a private walking of the historical centre of Cortona that will bring you back in time. The tour features Piazza della Repubblica, the main square dating back to the Roman age, Palazzo del Capitano del Popolo, residence of Cardinal Passerini during the 16th century, the Palazzo Comunale, dating back to the 12th century, Palazzo Casali and Teatro Signorelli, which is a typical theatre in Neoclassical style still in use for the local theatre season. The town’s cathedral will be also part of your walking with its charming view.
120 minutes here
Where it starts and ends
Meeting point
Arezzo
Departure Point: At piazza Garibaldi, at the beginning of the view point balcony.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Departure Point: At piazza Garibaldi, at the beginning of the view point balcony.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en, it
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Umbria con Me
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Dress code is smart casual
Photos





Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 9
- Verdict
- Worth a Look
Why this scores 59
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Cortona Private Guided Tour: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Arezzo.
How much does Cortona Private Guided Tour cost?
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Prices start at $308 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Arezzo usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Cortona Private Guided Tour take?
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Plan for about 2 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 Arezzo is not rushed.
Is Cortona Private Guided Tour worth it?
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It holds an Outty Ranking of 59 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.6/5 across 26 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Arezzo, and how flexible the cancellation terms are.
Can I cancel or reschedule Cortona Private Guided Tour?
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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 Cortona Private Guided Tour suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Cortona Private Guided Tour?
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Around 9 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 Arezzo 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 Arezzo and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does Cortona Private Guided Tour 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 Arezzo 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 Arezzo?
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On Outty we rank every Arezzo experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Tour of the vineyards and tasting of Evo wines and oil in Tuscany, Wine and olive oil tastings with the locals, Cellar Tour & Wine Tasting. 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 Arezzo?
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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 Arezzo?
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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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