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All Arezzo Tours & Excursions in 2026 - page 2
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Explore Tuscany and savor the wines of the region on this private all-day tour. Visit the medieval cities of Montepulciano, Pienza, and Montalcino and discover historic cellars. Enjoy wine tastings with a light lunch, then head to Pienza, where Pecorino cheese is made. Stop in Montalcino to see the castle and visit a winery where you’ll taste Brunello di Montalcino, one of Italy's most prestigious wines.
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PRIVATE TOUR: Savor Exquisite Wines, Brunello & Nobile Wine Tour
8 hours
Free Cancellation
4.8
(6)
from
$295
Price varies by group size
We are going to do a walking tour of the city visiting the most attractive places and views from the city to the valley around. Starting from the beginning of Cortona, we are going to discover the main street, the most important Churches of the town and the Etruscan walls hidden in Cortona. Walking around 3000 years of History together.
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Walking Tour in Cortona
1 hour 30 minutes
to
2 hours
Free Cancellation
4.5
(23)
from
$59
This is an authentic farm experience in the countryside near Pienza, combining a guided visit to a working sheep farm with a tasting of ricotta, five types of pecorino cheese, and farmhouse craft beer or red wine. Travellers can discover the connection between the animals, the land, and the local products, while enjoying genuine Tuscan flavours in a peaceful rural setting away from the busiest tourist routes.
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Farm Tour with Pecorino to Ricotta Craft Beer Tasting near Pienza
1 hour 30 minutes
Free Cancellation
from
$66
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.
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Private and Guided Walking Tour of Arezzo City of Gold
2 to 3 hours
Free Cancellation
5.0
(1)
from
$260
Per group
Spend a full day visiting the family-run wineries and olive oil producers that surround Cortona—hidden gems that are tricky to find without a local connection. A guide drives you and your group between estates where you taste wines and extra-virgin olive oil, tour vineyards and aging rooms, and speak directly with the people who make them.
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Wine and olive oil tastings with the locals
8 hours
Free Cancellation
5.0
(67)
from
$248
Discover Cortona on a private, fully curated luxury e-bike journey blending breathtaking Tuscan landscapes, culture,and authentic local experiences.Ride premium e-bikes along serene, scenic routes with a professional local expert who brings the region to life with stories, history, and insider knowledge far from crowded paths.Pause to admire charming corners and hidden views, feeling the rhythm of the rolling hills and medieval streets. The journey culminates at a refined, private winery where the owner welcomes you for a curated Tuscan lunch with no overlapping. Savor seasonal appetizers highlighting the finest local products, a thoughtfully prepared first course, dessert or gelato and coffee,paired with at least three glasses of Syrah from different vintages to reveal depth and character.Designed for couples, families, and discerning travelers, this is a seamless, immersive, and unforgettable way to experience Cortona—where every detail is crafted for comfort, privacy, and discovery.
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Cortona Private Hero Experience Luxury E-Bike Lunch and Wine Tour
5 to 6 hours
5.0
(6)
from
$431
Arezzo gave the world Petrarch and Vasari — and its medieval streetscapes are as good as anything in Tuscany. This app-led scavenger hunt takes you through Arezzo on foot, with phone-based riddles leading from one landmark to the next. No guide, no fixed start time. • Follow clues to the Chiesa di Santa Maria della Pieve, the Chiesa di San Domenico, and Palazzo Pretorio — three landmarks anchoring one of central Italy's finest medieval centres • Fully self-paced with no time limit — start straight from the train and take it at your own speed • Works for couples, families, and friend groups; observation tasks and photo challenges keep all ages engaged Available in 24 languages including English, French, German, Spanish, Italian — see the full list when booking and choose yours when you start the game in the app. Around 2 hours - any group size. Arezzo hosts the Joust and the antiques market on the Piazza Grande — the trail gives you the city in between.
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Arezzo Self-Guided City Walking Tour & Scavenger Hunt
2 hours
Free Cancellation
1.0
(1)
from
$5
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.
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Cortona private walking Tour
2 hours 30 minutes
Free Cancellation
5.0
(10)
from
$175
Price varies by group size
Tuscany is famed for its scenery and gastronomy, but navigating this rustic region isn’t easy—especially for first-time visitors. Enjoy a deluxe introduction to the rolling Tuscan landscape during this full-day tour of Cortona and Montepulciano. A heart Tuscan lunch is included, plus a guided tour of a historic wine cellar and five exclusive wine tastings.
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Private Art & Wine Tour in Cortona & Montepulciano, with lunch & 2 wine tastings
8 hours
Free Cancellation
5.0
(43
Operators
)
from
$307
Price varies by group size
You will understand how vast and interesting the world of oil is. The walk extends over two gentle hills covered with olive trees. The view is over the entire Val d'Orcia and the tasting takes place in total contemplation of what surrounds you
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Olive experience Walk among the olive trees with tasting
1 hour
Free Cancellation
5.0
(7)
from
$35
Esplora il mondo del vino toscano in una tenuta vinicola sulle colline fuori Arezzo con un tour privato. Visita i vigneti e le sale per le botti di Villa Fabbriche per conoscere la storia e la produzione dei loro vini rossi e bianchi. Poi rilassati e degusta un pranzo a base di affettati locali, formaggi, bruschette, olio d'oliva, verdure di stagione e altre specialità abbinate a una selezione di vini della tenuta.
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Cellar Tour & Wine Tasting
3 hours
Free Cancellation
5.0
(43)
from
$59
Truffle hunting in the woods of a Renaissance villa is a fascinating experience that combines tradition and nature. Immersed in the green hills, expert seekers accompanied by their dogs follow the smell of fine truffles, rediscovering an ancient art. After the harvest, we move on to the tasting of fine wines produced in the cellars of the villa, where every sip tells the story of the territory. Alcohol will not be served to anyone under 18. The activity is low level of physical difficulty but because it is carried out in the woods it is not accessible in wheelchairs or with strollers.
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Truffle Hunt at Villa La Ripa with Tasting and Lunch
4 hours
4.0
(1)
from
$183
This Cortona cooking experience is perfect for food lovers, curious travelers, and anyone looking to connect with authentic Italian food and culture. Join a local in her charming Tuscan farmhouse for a 1.5-hour hands-on cooking class featuring traditional Italian recipes. Begin your experience with a welcome aperitif and a scenic stroll around her beautiful countryside home. Learn to make classic dishes like handmade pasta or pizza, and beloved desserts such as tiramisu or cantucci. Learn family recipes and expert tips passed down through generations of Italian cooks. An immersive culinary journey through Tuscany, filled with local ingredients, heartfelt tradition, and authentic flavors.
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Cortona Cooking Class: Make Fresh Pasta or Pizza with Giada
2 hours
Free Cancellation
5.0
(4)
from
$179
Price varies by group size
Take a break in the countryside with a private tour that includes visits to boutique wineries and a sustainable, family run cheese farm. Enjoy a full day dedicated to wine and cheese, exploring the heart of Tuscany. Drive through the Val d'Orcia, a UNESCO World Heritage Site, and savor some of the region’s finest red wines, including Vino Nobile di Montepulciano and Brunello di Montalcino. Stroll through the medieval squares of Pienza and sample authentic Tuscan cheeses at a historic estate, featuring one of the most breathtaking terraces overlooking the Orcia Valley.
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Private tour Wine and cheese a perfect combinations val 'Orcia
8 to 9 hours
Free Cancellation
4.6
(7)
from
$543
Price varies by group size
Discover Arezzo your way with Ciceru’s self-guided walking tour—audio and text in 7 languages, right on your phone. No app, no hassle—just press play and explore! Walking through the streets of Arezzo is like stepping back in time. Be enchanted by the frescoes of Piero della Francesca, the grandeur and splendour of the Duomo and the wonder of Piazza Grande. Arezzo is the ideal destination for a short trip between nature, art and good food!
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Arezzo Interactive City Tour
2 hours
Free Cancellation
from
$8
Likely to Sell Out
Learn how to prepare three traditional types of pasta from scratch during a private 3-hour cooking class in Arezzo. Set in the home of a local cook, this culinary experience also gives you a taste of the local culture. Get situated at your personal workstation and follow along as your host provides step-by-step instructions passed down through generations. Then sit down to enjoy the fruits of your labor with regional wine.
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Private pasta-making class at a Cesarina's home with tasting in Arezzo
3 hours
Free Cancellation
4.2
(5)
from
$171
Our cellar has a century of history, it is located in the urban fabric a short distance from the center of Arezzo, reachable by car in a few minutes and connected by public transport. All our products are organic. We reconcile tradition and modernity in a circular economy context.
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Private tasting of organic wines in the cellar in Arezzo
1 hour 30 minutes
Free Cancellation
5.0
(14)
from
$38
Price varies by group size
Live authentic Italian moments in the Tuscan countryside and learn the secrets of Tuscan cuisine with Simonetta. Learn about genuine Tuscan recipes Get hands-on help preparing local delicacies Taste the fruit of your labor in a convivial atmosphere Bring-back home the recipes you have learned for surprising your guest at your next dinner
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Authentic Cooking Class in Cortona: Pizza or Gnocchi, and Pasta
3 hours
Free Cancellation
4.8
(9)
from
$159
Tuscany produces one of Italy’s flagship wines: Brunello di Montalcino. Exploring the countryside where these wines are produced, however, means navigating confusing rural roads and searching for remote wineries. With this wine tour, leave the hassle of driving to the experts and instead enjoy a stress-free day of wine tasting and sightseeing. Visit two winereis and a cellar.
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Brunello and Montepulciano Wine Tour from Cortona
6 to 8 hours
Free Cancellation
4.6
(25)
from
$589
Price varies by group size
Discover the art of traditional Tuscan cuisine in the heart of Cortona, where culinary secrets are shared with passion. Under the guidance of an experienced instructor, you will learn authentic recipes handed down from generation to generation, using only the freshest local ingredients. Get to work creating delicious dishes that reflect Tuscany's rich culinary heritage, all in a fun and friendly atmosphere. You will bring home not only recipes, but memories of an unforgettable dining experience in this picturesque Italian city.
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Authentic Tuscan Cooking Classes in Cortona-Pasta and Tiramisu'
3 hours
Free Cancellation
5.0
(1)
from
$130
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.
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Rent with driver
1 hour
to
1 day
Free Cancellation
5.0
(27)
from
$118
Price varies by group size
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.
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Private Tour Siena San Gimignano and Chianti from Cortona
8 to 9 hours
Free Cancellation
5.0
(6)
from
$484
Price varies by group size
Immerse yourself in Tuscany's rich culinary heritage with hands-on cooking classes in the picturesque town of Cortona. Guided by local chefs, participants will learn how to prepare traditional dishes using fresh, local ingredients, just like a Tuscan grandmother. This immersive experience not only teaches authentic recipes, but also connects you to the vibrant culture and culinary traditions handed down from generation to generation. Enjoy the camaraderie of other cooking enthusiasts as you create and savor your delicious dishes, creating unforgettable memories in the heart of Tuscany.
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Tuscan Cooking Classes in Cortona Pizza Focaccia and Calzoni
2 hours 30 minutes
Free Cancellation
5.0
(1
Operators
)
from
$144
It's one thing to eat pizza in Italy, but it's another experience entirely to learn how to make it from scratch. Join this small-group cooking class in the heart of Arezzo and discover the authentic way to make pizza with step-by-step instruction from a local pizzaiolo (traditional pizza chef). At the end, dine on your creation, sip a glass of wine, and enjoy an experience you can't achieve with a restaurant reservation alone.
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Arezzo Hands-On Pizza Class: From Dough to Dessert and Wine
3 hours
Free Cancellation
from
$141
Price varies by group size
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Top Attractions in Arezzo
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Attractions
Prada Outlet
From $177
Attractions
Arezzo Piazza Grande
From $47
Attractions
Villa La Ripa
From $71
Attractions
Basilica of San Francesco
From $177
Attractions
Pienza
From $47
Attractions
Santa Margherita Basilica (Basilica di Santa Margherita)
From $175
Attractions
Prada Outlet
From $177
Attractions
Arezzo Piazza Grande
From $47
Attractions
Villa La Ripa
From $71
Attractions
Basilica of San Francesco
From $177
Attractions
Pienza
From $47
Attractions
Santa Margherita Basilica (Basilica di Santa Margherita)
From $175
Attractions
Prada Outlet
From $177
Attractions
Arezzo Piazza Grande
From $47
Attractions
Villa La Ripa
From $71
Attractions
Basilica of San Francesco
From $177
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