10 Sightseeing Tours in Province of Arezzo That You Shouldn't Miss

December 20, 2021 Frederic Celentano

The province of Arezzo or Arretium (Italian: provincia di Arezzo) is the easternmost province in the Tuscany region of northern Italy. Its capital is the city of Arezzo. The province is bordered by the regions of Marche, Emilia-Romagna, Umbria, and the provinces Siena and Florence of Tuscany. It has an area of 3,235 square kilometres (1,249 sq mi), a total population of about 347,000 in 37 comuni (singular: comune), and a density of 107.2 people per square kilometer.
Restaurants in Province of Arezzo

1. Cortona Private Guided Tour

Cortona Piazza Garibaldi, 52044 Cortona, Province of Arezzo, Italy Umbria Con Me Day Tours
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5.0 based on 1 reviews

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.

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Reviewed By D1271ETdianaw

We had a fascinating morning with Alessandra, exploring Assisi and learning about its history. It's such a beautiful place, and Alessandra made it come alive for us. The 'Umbria con me' attention to detail was superb, and booking lunch for us at a local restaurant afterwards was a lovely touch.

2. Private Tour: MONTEPULCIANO Wine Tasting Experience

52044 Cortona, Province of Arezzo, Italy Do it in Tuscany - Tours & Services
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5.0 based on 2 reviews

Private guided wine tour and tasting in Montepulciano, Tuscany to discover Nobile and the most amazing wine estates and cellars in town and in the wonderful countryside,famous for its rolling and soft hills, vineyards and olive groves.

Inclusions: Lunch, Wine tasting, Snacks, Tour escort/host, Private tour, Alcoholic Beverages

Exclusions: Gratuities, Hotel pickup and drop-off outside of Siena and Arezzo province - to be quoted

Reviewed By smolly7

Having arrived in the Cortona area with very little planned I researched a few things to do. Finding this fabulous company was wonderful after emailing late (very late) on a Saturday evening Federica made everything happen seamlessly for a 10am pick up the following morning. We were met by a passionate bundle of energy called Francesco who proceeded to give us a fabulous walk through history and the process of growth and harvest on the way to our first stop. Francesco’s knowledge of the regions and the individual wines was extensive. He was and engaging and patient with our questions. Each vineyard was a contrast to the next, in regards to the process of winemaking. We were throughly relaxed and the day was full of laughter from start to finish. We truely can’t thank the team enough for giving us such a fabulous insight into the regions wines and countryside. If you’re ever in the area allow this business to look after you it is a must while in Tuscany. Ciao????

3. Arezzo Art and Wine

TerraPura, Via Cavour, 84, 52100 Arezzo AR, Italy TerraPura
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5.0 based on 1 reviews

Discover the thousand-year old cultural heritage of Arezzo, the hidden gem of Eastern Tuscany. We will walk you through all iconic places of our home town for a fantastic journey back in time: the Roman Amphitheatre, the Medieval Piazza Grande and its tangle of narrow lanes, the Medicean Fortress, the gothic Cathedral, the world-renowned frescos by Piero della Francesca and the mesmerising Casa Museo Ivan Bruschi. We will end our tour in an organic winery in the hills just above the old town for a unique wine tasting experience. You will get the chance to taste Arezzo’s best wine accompanied by some tasty antipasti (vegetarian/vegan variations upon request) as the sun slowly sets over the vineyard

Inclusions: Your wine tasting experience at the local winery is included in your participation fee!

Exclusions: Entry ticket to the Basilica di San Francesco

Reviewed By emilders

Me and three friends did TerraPura's Winetastic tour and it was incredible! Chris and Mirko took us to two distinctly diverse and unique wineries- one of the oldest Wineries run by a woman and her 2 daughters and the other set in a castle atop one of the most breathtaking views I think I have ever seen. Chris and Mirko were welcoming and very knowledgeable about the cities of Montalcino and Montepulciano- they even took us up to the top of Montalcino city hall for yet another breath taking view! Without a doubt one of my favorite days in Italy.

4. Inside Renaissance

TerraPura
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5.0 based on 1 reviews

If you think that Florence is the cradle of Renaissance we will prove you wrong with this tour! Take a journey through the hidden birthplaces of art & crafts genius: we will bring you to Michelangelo’s home town Caprese (not to be mixed up with the homonymous tomato-and-mozzarella dish!). the picturesque hill town of Anghiari we will walk you through the natural backdrop of Leonardo’s lost masterpiece The Battle of Anghiari. Next, you will discover Antiche Officine Busatti, a mesmerising bottega from 1860, where old textile craftsmanship is still alive and transmitted to the next generations. The tour then continues to the town of Sansepolcro, where you have the choice to visit either the Museo Piero della Francesca or Museo dell’Erboristeria, located in a fascinating 19th century Tuscan villa. This tour is all about the secrets of Tuscan genius.

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Reviewed By emilders

Me and three friends did TerraPura's Winetastic tour and it was incredible! Chris and Mirko took us to two distinctly diverse and unique wineries- one of the oldest Wineries run by a woman and her 2 daughters and the other set in a castle atop one of the most breathtaking views I think I have ever seen. Chris and Mirko were welcoming and very knowledgeable about the cities of Montalcino and Montepulciano- they even took us up to the top of Montalcino city hall for yet another breath taking view! Without a doubt one of my favorite days in Italy.

5. Arezzo and Cortona with wine tasting

Piazza dei Cavalleggeri, 50122 Firenze FI, Italy Flow Traveling
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5.0 based on 1 reviews

A full-day tour in Arezzo and Cortona to learn about a very beautiful area of the Tuscany region. The tour starts in Valdarno, with its spectacular countryside, vineyards and unique view. Enjoy a delicious wine tasting in a unique wine estate in the heart of Tuscany. Lose yourself in the medieval Arezzo, house of artists and poets, walking in the famous Piazza Grande and visiting the Gothic cathedral. This small city is home to many Italian secrets and traditions. Move to Cortona, a beautiful Etruscan city known for its archaeological remains. Two kilometers of the Etruscan walls, which date to the 5th century BC, are still standing today.

Inclusions: Wine and oil tasting with bruschette, Free time to visit Arezzo, Free time to visit Cortona, Air-conditioned vehicle, Private transportation

Exclusions: Gratuities

Reviewed By oliviajimenez1

It was such a beautiful day. Got home a bit tipsy, we had an amazing time drinking wine and walking in the gorgeous Chianti! Highly recommended

6. Small group Day Tour of Siena and San Gimignano from Montevarchi! Tuscan Beauty!

Sottopasso F.S., 52025 Montevarchi, Province of Arezzo, Italy Viaggi d'Ambra
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5.0 based on 7 reviews

This is a wonderful way to explore two of the most scenic medieval towns in Italy. On board of a comfortable van you will experience the easiest way to visit those iconic towns of Tuscany in one day without stress, door to door service. The meeting point is easily accessible by train from Florence (40 minutes of travel) and Arezzo (25 minutes of travel).

Inclusions: The professional english speaking driver will explain you the attractions and traditions of towns, Air-conditioned vehicle, Private transportation

Exclusions: Lunch, Professional licensed guide (available on request with extra cost), Gratuities

Reviewed By flobo5

My family and I first came into contact with Viaggi d'Ambra in July when I contacted them about a Chianti tour (see previous review) - we loved it so much, we didn't only book once again, but twice! My husband and I had the pleasure of a tour with Azzurra in the Montepulciano and Montalico regions in August - it was amazing! Both wineries were in lovely positions and the hosts were delightful. We also had time to explore the beautiful town of Pienza - not to be missed! After two fabulous tours, we booked to return to Tuscany in October. This time Christian took us on an amazing tour of northern Chianti. We visited the beautiful town of Greve and two fabulous wineries. Without Christian, we would never have found them and their wonderful wines! This year has all been a bit mad, but do book early for tours next year as Azzurra and Christian are fantastic people and know the area like no other. If you don't book, I can see myself taking tours with them daily - it really is such a fantastic experience and such a varied area! Grazie mille both of you!!!

7. PRIVATE Full-Day Shopping Tour: The Mall GUCCI and Spaces PRADA outlet

UniqueTuscany private Tours
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5.0 based on 1 reviews

• ESPERIENZA PER IL TUO GRUPPO PRIVATO • Dedicate a full day to high-end designer shopping, update your wardrobe with new styles and current fashion trends on this full-day shopping tour from Florence. First, start your shopping-filled day along the shops in the streets of Florence, then explore the Outlet of Prada in Levanelle, and finally arrive at The Mall, the main outlet mall in Tuscany, with top Italian and international designer brands such as Valentino, Burberry, Gucci, Armani and many others. With an itinerary tailored to your interests, you will be able to enjoy a fun and hassle-free shopping day! • 8-hr Full-Day private shopping tour of The Mall and Space from Florence • Pick-up and drop-off at your Hotel or address provided • Visit The Mall and Space, the largest outlets in Tuscany, buy designer products at discounted prices at Valentino, Prada, Gucci and other top brands • Travel in a private luxury Mercedes minivan (up to 8 passengers)

Inclusions: Pick-up and drop-off at your selected hotel/location (in Downtown Florence), Private transportation by Mercedes Minivan, Air-Conditioned, English-speaking licensed driver, Unlimited cold mineral water, On-Board WiFi

Exclusions: Lunch

Reviewed By Journey40774728396

We booked with Alessandro for a day trip from Florence to Siena and San gimignano as we were in Italy for my wife's business, so we decided to visit Tuscany for the third time. COVID wasn't a big deal yet, but the cities were practically deserted.. Alessandro was a delightful tour guide and host. (great with communications, reasonable price and very comfortable car and driver) Alessandro is extremely friendly, and it was a pleasure to meet him and have accompanied him around for the day. I don't know how he did it but every time we were leaving from anywhere, without even having to text him or look for him, he was there waiting for us with the door open! We were able to spend a really relaxing and enjoyable day touring the vineyards thanks to Alessandro so organized and professional! We love Florence!!!

8. Private Full-Day Tour of Assisi and Cortona from Florence

Ciao Florence Tours and Travels
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4.6 based on 9 reviews

Relax on this private, full-day tour of Assisi and Cortona. Enjoy the personalized attention of your private driver and discover the place where St. Francis and St. Clare were born and visit the wonderful hilltop town of Cortona. A relaxing day trip between Umbria and Tuscany at your own pace! Hotel pickup and drop-off from Florence is included with a driver.

Inclusions: Hotel pickup and drop-off, Mercedes vehicle, Speaking driver, Free time in Assisi and Cortona, Bottled water, Wi-Fi

Exclusions: Food and drinks, Local guides in Assisi and Cortona

Reviewed By J Adam K

Took the walking tour today with Safe as our guide. Wonderful experience. Safe spoke flawless English and his passion for Florence, art and history was addicting. We hope to do something similar in the future.

9. Arezzo private guided walking tour

Piazza Del Duomo, 3, 52100 Arezzo AR, Italy Arezzo Faberest
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4.0 based on 1 reviews

During this 2.5-hour private tour your expert guide will take you through the most important and interesting sports in the beautiful city Arezzo.Although still far from most of the touristic flows, this mid-sized Tuscan city is truly beautiful and its his

Inclusions: Expert tour guide, Private tour

Exclusions: Entrance fees to museums/attractions (in case you decide to visit any of them in particular), Entry/Admission - Santa Maria della Pieve, Food & drinks

10. Private AREZZO and CORTONA Tour by Van from Florence

Piazza Adua, 50123 Firenze FI, Italy ACCORD Italy Smart Tours & Experiences
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2.0 based on 1 reviews

A full day to visit Arezzo and Cortona, another beautiful experience to learn about a very beautiful area of the Tuscany region. After only one hour drive to Arezzo by car or minivan, you will walk through the narrow streets to visit the city centre. Have you seen the  Oscar Film ” La Vita è Bella ” by Benigni? This is exactly the same!!! In the afternoon arrive in Cortona, one of the best Etruscan City. Do you remember the Book and Film " Under the Tuscan Sun "? Right here

Inclusions: Chauffeured air-conditioned vehicle 8 hrs, 2-hour stop in Arezzo, 2-hour stop in Cortona, English-speaking driver, Professional guide in Arezzo - 2 hours, Headsets to hear the guide clearly

Exclusions: Food and drinks

Reviewed By sandyc17

My husband and I did this tour and it was fabulous - the driver was great and there were only four of us so you could talk away to the driver - we scooted through the city easily on the golf cart and it was such good fun and we saw loads of amazing stuff, I’d highly recommend this tour

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