Arezzo
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Viator
Wine and olive oil tastings with the locals
For a personal experience in Tuscany, visiting local family businesses, tasting their products, tasting their wines and olive oil And at the end of the day , feel like be part of their family !!!
5.0(62)
8 Hours
Arezzo
- Free cancellation
- Private tour
From
$250
No similar experiences found
Viator
Rent with driver
Rent a car with driver and face your journey with serenity, whatever the destination. Tuscany Luxury Tours NCC offers a rental service with driver able to satisfy any transfer need. Whether it's work or holidays, Tuscany Luxury Tours NCC offers its customers a modern and comfortable fleet of vehicles with expert and professional drivers able to satisfy any type of request.
5.0(27)
1 Hour - 1 Day
Arezzo
- Free cancellation
- Private tour
- Likely to sell out
From
$119
No similar experiences found
Viator
Cooking class in Tuscan Villa near Cortona
You will be welcomed by the chef and the owner in a familiar and friendly atmosphere. In addition to the cooking school we will listen to Italian music accompanied by good wine! During a short interval, the owner will prepare a small tasting of their 100% completely natural extra virgin olive oil All the products that will be used are completely natural and all produced by the owner You can buy oil and wine directly from the producer! Once the cooking school is over we will sit at the table to taste the freshly prepared pasta and dessert.
5.0(24)
5 Hours
Arezzo
- Free cancellation
- Private tour
From
$153
No similar experiences found
Viator
Val D'Orcia Dreaming!!
I was Born and raised in this magical region od Tuscany, I have key villagers that I have known for many years and you know in Italy is all about relationships...I go above and beyond to take care of my clients. One thing that makes me unique is that I have lived abroad for several years and my spoken English is excellent, this is very important for you to maximize your tour and investment, I comunicate well and I know how to relate to the culture overseas. One other thing is I can sure teach you history but what my clients love about me is the stories and secret I tell them and one thing is for sure...you will laugh and not be the usual boring tour!!!!!
5.0(18)
4 Hours
Arezzo
- Free cancellation
- Private tour
From
$234
No similar experiences found
Viator
Half Day Tour by Ebike Around Cortona
This e-bike tour around Cortona offers a unique and engaging way to explore Tuscany's stunning landscapes and rich history, featuring stops at Villa Bramasole, Fortezza del Girifalco, and the Basilica of Santa Margherita. The tour provides an immersive cultural experience, with insider insights from a knowledgeable local guide who shares fascinating stories about the area. Perfect for adventure seekers and families with children, the e-bike allows you to navigate Cortona's charming streets and hilly terrain effortlessly, ensuring you experience the best of the region’s natural beauty and architectural wonders. This tour promises memorable encounters with local traditions, offering a deeper connection to the enchanting town of Cortona.
5.0(17)
2 Hours - 4 Hours
Arezzo
- Free cancellation
From
$178
No similar experiences found
Viator
Share your Pasta Love: Small group Pasta and Tiramisu class in Arezzo
You can't visit Italy without trying at least one pasta dish... So, we'll teach you two! Learn how to roll 'sfoglia' (fresh pasta) by hand and how to prepare 2 simple different kinds of pasta (filled pasta + fresh pasta) from scratch with your Cesarina. As the icing on the cake you will learn to prepare also the iconic Tiramisu. Share your passion for the Italian cuisine as you make new friends in this hands-on cooking class. It's a great way to truly experience Italian culture. • Learn to roll 'sfoglia' (fresh pasta) by hand • Learn to make 2 iconic pasta types • Learn to make the iconic tiramisu • Small-group cooking class with a maximum of 12 people. Share your passion for the Italian cuisine with other lovely guests • Enjoy an Italian Aperitivo to warm-up Le Cesarine is Italy’s oldest network of home cooks all over the country. They are welcoming hosts that open the doors of their own homes to curious travellers for immersive culinary experiences.
5.0(11)
3 Hours
Arezzo
- Free cancellation
- Likely to sell out
From
$160
No similar experiences found
Viator
Cortona E-Bike Scenic Ride - Private Medieval Countryside tour
This is not simply an e-bike tour — it is a curated private experience for travelers who value authenticity, comfort, and true local elegance. Set among the timeless landscapes of the Val di Chiana and Cortona, the journey unfolds at a relaxed pace, allowing you to connect deeply with the territory rather than simply pass through it. Carefully selected panoramic routes avoid crowds, offering breathtaking views, silence, and the true rhythm of Tuscany. Effortless riding is ensured by premium-quality e-bikes with all modern comforts, while your certified local guide shares authentic insights, history, and storytelling, offering a genuine perspective of the region with refined attention to detail. Designed for couples, families, and discerning travelers seeking privacy and quality, this is an intimate and elevated way to discover Cortona — immersive, seamless, far removed from ordinary group tours, and tailored for each guest
5.0(10)
3 Hours - 4 Hours
Arezzo
- Free cancellation
- Private tour
From
$332
No similar experiences found
Viator
Cortona private walking Tour
Discover the iconic Tuscan town of Cortona (made famous in the book by Frances Mayes "Under The Tuscan Sun"). Located between Florence and Rome, Cortona is rich in Etruscan roots. Cortona is an easy city for everyone to really love. This is because of its atmosphere, its Etruscan past, its delightful medieval old town and also its splendid panoramas.
5.0(8)
2h 30m
Arezzo
- Free cancellation
- Private tour
From
$176
No similar experiences found
Viator
Arezzo Private walking tour
During this 2-hour private tour, your expert guide will lead you through the most important and interesting sites of the beautiful city of Arezzo. You will be able to admire the medieval city and visit its historic shops.
5.0(6)
2 Hours
Arezzo
- Free cancellation
- Private tour
From
$155
No similar experiences found
Viator
Private Walking Tour of Pienza with Licensed Tour Guide
During our visit we will discover everything about the past of this wonderful town, known as the "ideal city". We will talk about its origins and the way it was turned into a beautiful Renaissance city, mostly thanks to the efforts of the Pope Pius II. Not only will we discover every secret (Is the shape of the main square trying to send a hidden message? What happens twice a year?), but we will also go and look for the best corners and panoramic spots where to take great pictures. Last but not least, we won't leave Pienza without tasting its typical and super tasty Pecorino cheese! IMPORTANT: the tour schedule in the system is 10am and 15pm, but the tour times can be arranged directly with the guide upon request.
5.0(4)
2 Hours
Arezzo
- Free cancellation
- Private tour
- Likely to sell out
From
$137
No similar experiences found
Viator
Private Tour Siena San Gimignano and Chianti from Cortona
Kick off your day with a comfortable ride through the stunning Tuscan countryside. First, we’ll arrive in Siena, one of Tuscany’s most beautiful towns. Explore Piazza del Campo, famous for the Palio di Siena horse race, admire the breathtaking Duomo (Cathedral), and wander through the charming, narrow streets of the historic center. Wine Tasting & Light Lunch Next, we’ll head to a renowned winery for a light lunch paired with an amazing wine tasting experience. A sommelier will guide you through five exceptional wines, plus an olive oil tasting. After lunch, we’ll continue our journey with a spectacular drive through the rolling Vernaccia di San Gimignano vineyards, home to Tuscany’s most famous white wine. Stop in San Gimignano you’ll have free time to explore this medieval gem, known for its 14 towers dating back to the 13th century. The town’s atmosphere will transport you back to the Middle Ages! And of course, you can’t miss the world’s best gelato at Gelateria Dondoli.
5.0(4)
8 Hours - 9 Hours
Arezzo
- Free cancellation
- Private tour
- Likely to sell out
From
$487
No similar experiences found
Viator
Cortona Private walking Tour under the Tuscan sun
Everyone loves Cortona, because it is an authentic and fascinating place. Village of Etruscan origin with stone houses, which stands in the center of an impeccable countryside, hand-sculpted in every corner, pampered by man in every detail. All around there are cypresses, vineyards, olive trees, oaks and fruit trees. Frances Mayes, the very famous writer, made Cortona famous in the eyes of the world thanks to her novel "Under the Tuscan Sun" and the beautiful film based on her novel. So what will we see in this treasure chest of wonders? 1) The Palace of the Captain of the People and the Town Hall, buildings from the medieval era 2) Piazza Signorelli, which owes its name to the famous Renaissance painter who was a friend of Leonardo da Vinci. 3) Piazza del Duomo with its fourteenth-century gothic cathedral 4) the Girifalco Fortress 5) The ancient walls of Cortona with the Porta Bifora, the oldest, as it is of Etruscan origin Enjoy strolling through magic Cortona!
5.0(3)
2 Hours
Arezzo
- Free cancellation
- Private tour
From
$225
No similar experiences found
Viator
PRIVATE Hero E-Bike Experience - Cortona and Montepulciano Valley
This experience follows the same high-level luxury format offered in Cortona, reimagined in Montepulciano and the Chiana Valley. Set among Tuscany’s rolling hills, the journey unfolds at a relaxed, immersive pace. Premium Trek e-bikes carry you through vineyards, olive groves, and medieval villages. While Cortona shows refined hilltown elegance, this experience reveals Tuscany’s authentic, expansive soul—quiet country roads, hidden corners, and timeless rhythms. Discover Tuscany’s hidden gems, panoramic vineyards, and medieval villages on a private, immersive tour designed for lasting memories. Led by a certified guide, you explore not just the landscape, but its history, traditions, and soul. As in every Hero-format experience, the journey concludes with a carefully selected lunch, a moment of reward, connection, and authentic Tuscan hospitality. Private, seamless, and deeply personal—where luxury is measured in meaning, not excess, and every ride becomes a lasting memory.
5.0(3)
4 Hours - 5 Hours
Arezzo
- Free cancellation
- Private tour
From
$434
No similar experiences found
Viator
Val d'Orcia: eBike Tour Virtual-guided
Once the tour is booked, you can come to our rental point to collect the bikes, so you can start with our virtual guide, which will accompany you step by step. Start: a smooth hilly loop of about 25 km (2.5-3 hours including stops), with a rolling profile of short climbs and flowing descents on scenic secondary roads. Surface and riding: mixed route on asphalt and white roads. Highlights: pass through the Gladiator filming area and stops near Bagno Vignoni and San Quirico d Orcia, with a very scenic return to Pienza on white roads. Useful notes: this is a tour to enjoy at a steady pace, ideal for a relaxed half day. In the quieter sections, it is a good idea to bring water, a snack, and a charged phone to enjoy the ride with peace of mind.
5.0(3)
2 Hours - 3 Hours
Arezzo
- Free cancellation
- Private tour
From
$107
No similar experiences found
Viator
Private visit to the House of Grand Duke Leopold of Tuscany with invitation
If we talk about Tuscany, we cannot ignore the culture linked to tradition and history: the proposed activity is one of a kind, and interesting, since it allows access to a symbolic place of the valley that would otherwise not be possible to visit. Podere degli Olmi is the only original Leopoldina house that can be visited, and since it is private, access is only possible through this experience. The guide will be the descendant of one of the oldest noble families, who will tell you every detail of the Valdichiana and its traditions. You will take a leap back a few centuries, and it will be interesting to be in the presence of objects and walls full of history and years. The visit will end with a tasting of typical products linked to the territory, the history and cultivation of which will be illustrated to you, so that you can spend an evening learning about the secrets and nature of the territory that hosts you: the Valdichiana.
5.0(2)
2h 30m
Arezzo
- Free cancellation
- Private tour
From
$48
No similar experiences found
Viator
Fresco Tutorial Experience in Arezzo
Ready to discover the magic of one of the world's oldest and most prized painting techniques? Did you know that the location of this workshop is steeped in magic? We are talking about a palace dating back to the 13th century, in which you can breathe the ancient charm of art, as in the artistic workshops of the Renaissance, inside which you will find this restoration studio decorated with so many works of art from the Tuscan territory. A workshop within everyone's reach, in which you will be guided in the creation of a small fresco painting: you can choose a subject from Tuscan landscapes, excerpts from frescoes by local masters, or let your most vivid imagination run wild and paint following what inspires the artist in you! From laying down plaster on a small support to the final details at the tip of the brush, you will be able to create a mini work of art in the wake of the ancient techniques and historical methodologies of masters such as Piero della Francesca!
5.0(2)
6 Hours
Arezzo
- Free cancellation
- Private tour
From
$223
No similar experiences found
Viator
E-Bike tour in Montone with visit to the medieval village
This e-bike tour starts from the historic center of Citta' di Castello, to reach Montone classified among "Most Beautiful Villages in Italy". The approximately 45 km long route can be tackled by all people with basic level of supported training of our pedal assisted bikes. We will follow the banks of the Tiber river a totally traffic-free path until we climb the gentle hills that lead to Montone. Here you leave your bikes we will discover the medieval village with a suggestive view of the Tiber Valley. On request it will be possible to visit the Montone Museum inside the magnificent Cloister of San Francesco where paintings and art objects from the history of Umbria are kept. After the visit we will take the Tiber cycle path back to the starting point in Citta' di Castello
5.0(1)
4h 30m
Arezzo
- Free cancellation
- Private tour
From
$155
No similar experiences found
Viator
Pasta and Tiramisu Cooking Class in Tuscany near Arezzo
You can't visit Italy without trying at least one pasta dish... So, we'll teach you two! Learn how to roll 'sfoglia' (fresh pasta) by hand and how to prepare 2 simple different kinds of pasta from scratch with your local host. As the icing on the cake, you will learn to prepare also the iconic Tiramisu. Share your passion for the Italian cuisine as you make new friends in this hands-on cooking class. It's a great way to truly experience Italian culture. This experience is held by Cesarine, the oldest Italy’s network of home cooks available in more than 500 cities all over the country. Cesarine stands for "home cook", they are passionate and welcoming local hosts that open the doors of their own homes to curious travellers for immersive culinary experiences. The Cesarine serve only local specialties from their family cookbooks to tell the great story of their traditional regional cuisine.
5.0(1)
3 Hours
Arezzo
- Free cancellation
- Likely to sell out
From
$177
No similar experiences found
Viator
Private and Guided Walking Tour of Arezzo City of Gold
Walking through the medieval streets of Arezzo is a unique experience. Tradition, history and beautiful landscapes to photograph. Arezzo offers all this and much more. The tour aims to show the truest Tuscany, far from the classic tourist routes. Booking a day in Arezzo allows you to relax in one of the most beautiful medieval cities in Tuscany.
5.0(1)
2 Hours - 3 Hours
Arezzo
- Free cancellation
- Private tour
From
$261
No similar experiences found
Viator
Private Tuscany Photo Tours
2022 and 2025 EUROPEAN TRAVEL AWARD WINNER - Our photography journey offers a unique opportunity to explore and capture the most captivating landscapes of Tuscany, from early morning light to sunset and dusk. It is a truly life-changing experience, revealing the breathtaking beauty and hidden secrets. During the Tour, you will be immersed in nature and in the authentic Tuscan culture and lifestyle, where history and art blend with outstanding food and wine. Guided by Marco Bulgarelli, an award-winning photographer, you will photograph both iconic views and lesser-known locations: magical landscapes, charming churches, vineyards, rolling green hills, and medieval hill towns and villages. The tour focuses on the finest viewpoints of Val d’Orcia and its surroundings, Crete Senesi, Montepulciano, Chianti, and Montalcino. We will always be in the right place at the right time. Participants will improve their photography skills and take home unforgettable images.
4.9(18)
8 Hours
Arezzo
- Free cancellation
- Private tour
- Likely to sell out
From
$357
No similar experiences found
![Cortona - eBike tour and wine tasting in the Val di Chiana [+40€]](/_next/image?url=https%3A%2F%2Fmedia-cdn.tripadvisor.com%2Fmedia%2Fattractions-splice-spp-480x320%2F16%2Fe1%2F20%2F17.jpg&w=3840&q=75)
Viator
Cortona - eBike tour and wine tasting in the Val di Chiana [+40€]
- Guaranteed departure with 4+ guests. - This is a bike tour, so it’s important that you feel confident riding for your safety and the group’s. Please contact us before booking to avoid any issues during the tour. This is a shared tour. We limit the group to a maximum of 2–3 bookings to ensure everyone’s comfort. The eBike Ride: Set off to explore the Val di Chiana near Cortona, guided by local experts along breathtaking routes. The tour ends at a boutique winery for lunch and a tasting of selected wines (€40 extra, not included in the price). Riding Comfort: Our eBikes provide powerful pedal assistance, so you can enjoy the Tuscan countryside without the physical effort of a traditional bike. The tour lasts about 3 hours, 25 km (15 mi), and we always adjust the route based on our guests. Tours are also available around Cortona and in Pienza.
4.9(42)
5 Hours - 6 Hours
Arezzo
- Free cancellation
- Likely to sell out
From
$222
No similar experiences found
Viator
Traditional Tuscan Pasta & Tiramisu Masterclass in Arezzo
You can't visit Italy without trying at least one pasta dish... So, we'll teach you two! Learn how to roll 'sfoglia' (fresh pasta) by hand and how to prepare 2 simple different kinds of pasta from scratch with your local host. As the icing on the cake, you will learn to prepare also the iconic Tiramisu. Share your passion for the Italian cuisine as you make new friends in this hands-on cooking class. It's a great way to truly experience Italian culture. This experience is held by Cesarine, the oldest Italy’s network of home cooks available in more than 500 cities all over the country. Cesarine stands for "home cook", they are passionate and welcoming local hosts that open the doors of their own homes to curious travellers for immersive culinary experiences. The Cesarine serve only local specialties from their family cookbooks to tell the great story of their traditional regional cuisine.
4.8(6)
3 Hours
Arezzo
- Free cancellation
- Likely to sell out
From
$177
No similar experiences found
Viator
Arezzo Private Tour with Official Guide
Sitting on top of a hill at the junction of the 4 valleys that compose its province, Arezzo was a great Etruscan and Roman city. In the Middle Ages Guido Tarlati, important Bishop in the XIV century, turned the city into a great cultural and artistic centre.
4.8(13)
2 Hours
Arezzo
- Free cancellation
- Private tour
From
$345
No similar experiences found
Viator
Oil museum and oil mill in Tuscany: tour and tasting
A large theme park dedicated to oil in the heart of Tuscany: this is SuprEvo! Come and discover a completely new, interactive, sensorial, immersive and multimedia museum suitable for all ages. Let yourself be taken on a real journey into the world of extra virgin olive oil from the plant to the table. Discover the ancient tools of the past and be amazed by the engaging interactive installations and the most modern processing technologies. Be inebriated by the aromas and taste of our extra virgin olive oils during the final tasting. Explore our shop full of local excellences, niche products, gastronomy and cosmetic specialties, all based on our extra virgin olive oil. Relax in our garden area among the Tuscan olive trees. We are waiting for you at the foot of the historic village of Monte San Savino, a stone's throw from the exit of the A1 motorway and the E78 highway which connects Arezzo-Siena-Grosseto. Convenient parking adjacent to the museum.
4.8(17)
1 Hour - 2 Hours
Arezzo
- Free cancellation
From
$24
No similar experiences found
