Top Arezzo Holidays

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.

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.

See Tuscany’s loveliest scenery, and discover the history of one of Italy’s most revered wines, on this private, half-day tour. Following pickup from your area hotel, head off the tourist trail to a local, family-owned winery. Taste Brunello di Montalcino—a 100% Sangiovese wine that’s one of Italy’s best—as well as other wines and nibbles. You’ll also tour the idyllic Val d’Orcia, from ancient hill towns to historic monasteries.

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.

Embark on a private, guided journey through the picturesque vineyards and historic cellars of Montepulciano, the home of the celebrated Vino Nobile di Montepulciano. This exclusive tour offers an immersive experience that captures the essence of Tuscan winemaking tradition. What to Expect Guided Visits to three renowned Wine Estates: Explore estates with centuries of winemaking expertise. Learn about the intricate process of crafting Vino Nobile di Montepulciano from passionate experts. Exclusive Wine Tastings: Savor a curated selection of exquisite wines at each estate. Lunch at the Second Estate: Indulge in a traditional Tuscan meal paired with exceptional wines. This intimate experience blends Tuscan culture, history, and gastronomy into a memorable day amidst the stunning countryside of Montepulciano. Whether you're a wine enthusiast or simply looking to enjoy a luxurious day in Tuscany, this tour is the perfect choice.

Head to an authentic family-run vineyard and winery near the walled town of Castiglion Fiorentino to discover Tuscan wine-making traditions on this private tour. Explore the vineyard (weather permitting), the cellars, and the Vin Santo production area as you hear about the techniques the family has used for generations. Wrap up with a tasting of cheese, salami, extra virgin olive oil, and six different wines.

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.

Tasting with the senses: a sensory experience that will accompany enthusiasts to the cellar to learn about how our Syrah is born and to savor its peculiarities. An all-round gustatory embrace that leads us to welcome, by reservation, small groups of enthusiasts, from two up to a maximum of eight people.

Imagine spending a relaxing evening with friends or family, surrounded by the beautiful landscapes of Umbria or Tuscany, while a professional local sommelier comes directly to your villa for a private wine tasting. No driving - no crowded wineries - no fixed schedules. Just a private, luxurious experience in the comfort of your own accommodation. More than a tasting. A true taste of Italy. Instead of searching for wineries on your own, let a local wine expert bring the best local wines directly to your villa. Discover carefully selected local wines, the stories behind every bottle, native grape varieties, and local traditions - all from the comfort of your accommodation. Whether you're celebrating a special occasion or simply looking for an authentic Italian experience, this private tasting is tailored to your preferences and designed to create unforgettable memories. The winery comes to you. All you have to do is relax, sip, and make unforgettable memories.

We offer an excellent tasting of typical products of the area that, usually, one would expect to find in the boundless countryside, the peculiarity of the experience we offer is the location in the historic center, in Piazza Grande, in the main square of Arezzo. The proposed activity can be implemented in two ways, with the basic tasting (€25), or with the tasting upgrade, which includes our truffle-based products and more! (€40): -1 GLASS OF CHIANTI COLLI ARETINI DOCG WINE -1 GLASS OF IGT ROSÉ WINE -1 GLASS OF CHIANTI RISERVA DOCG WINE -BRUSCHETTA WITH BORGUNTO EVO OIL -VEGETARIAN BRUSCHETTA WITH TRUFFLE MAYONNAISE -TRUFFLE BUTTER BRUSCHETTA -TRUFFLE POPCORN -TOMATO JELLY -RIBOLLATO -TRUFFLE CHEESE AND HONEY -PEACHES IN SYRUP

Swap the cobbled streets of Cortona for its surrounding countryside on this small-group e-bike tour—and cover plenty of ground with ease. Follow the winding Tuscan roads through the Val di Chiana with views of vineyards and cypress-lined hills. A local guide leads the way and adjusts the route based on the group, stopping at a boutique winery where an optional wine tasting and lunch are available.

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.

Experience the breathtaking Chianti hills on a day trip filled with stunning landscapes and rich culture. Begin with a visit to the UNESCO-listed city of Siena, renowned for its exquisite architecture. Enjoy a delicious lunch at a traditional Tuscan farmhouse, featuring homemade pasta and five tastings of the finest Chianti wines. Then, discover the secrets of local wine production in a picturesque setting.

Enjoy an authentic Italian cooking class in Città della Pieve, a picturesque town between Tuscany and Umbria. This hands-on pasta making class or pizza making class teaches traditional Italian recipes and cooking techniques passed down through generations. Learn to make fresh dough from scratch while discovering local food traditions, culture, and everyday life in rural Italy. This authentic cooking class is perfect for travelers seeking a true local experience in Umbria.

Indulge in a delightful Tuscany wine tasting experience at Villa La Selva, where you can savor the flavors of three exquisite local wines paired with a selection of artisanal Tuscan meats, cheeses, crostini, and traditional cantucci cookies. Over the course of 1.5 hours, immerse yourself in the rich culture and heritage of Tuscany as you learn about the wines and the region's winemaking traditions. This tasting promises to be a memorable culinary journey that encapsulates the essence of Tuscany.

Discover the rich viticultural heritage at Tenute San Fabiano, nestled just outside Arezzo. This historical estate, owned by the Conti Borghini Baldovinetti de’ Bacci, offers guided tours through its wine cellar, revealing the process behind their acclaimed wines. The journey culminates in a tasting room where visitors can taste a selection of local wines and Tuscan delicacies, immersing themselves in the flavors of the region. This tour is perfect for wine enthusiasts and those seeking cultural experiences in Tuscany. - Guided tour of Tenute San Fabiano's wine cellar - Taste a selection of 3 wines with local Tuscan products and extra virgin olive oil - Learn about the history of the estate and its noble heritage - Ideal for wine lovers and cultural explorers in Tuscany

Hosted personally by a local curator specialized in private experiences. Not a tour, but a privately curated day through the hidden treasures of Cortona Valley. Access medieval castle, historic abbey, and secret estates normally closed to visitors, all at a relaxed pace. Along the way, you’ll pick and collect hidden local treasures, from artisanal products to olives and specialty ingredients, later enjoyed with a refined Tuscan wine pairing. Enjoy a private lunch and tasting with a curated itinerary, ensuring no overlapping groups and a premium pickup experience. Every moment is designed to delight your senses and create memories that last. Fully private, each step is carefully crafted to immerse your group in Tuscany’s culture, traditions, and seasonal delights — far from the crowds and tailored entirely to your experience.

Enjoy a wine tasting experience in an ancient villa located in Valdichiana in the heart of Tuscany. Wander the vineyard and admire the amazing Tuscan landscape. Learn about the history of the location and get an explanation about the methods and techniques of wine production. During the experience, taste three Tuscan wines as a professional sommelier explains the particularities of the wines.

Explore the exquisite wines of Tuscany on the Brunello di Montalcino Wine Tour from Pienza. This half-day adventure takes you to the renowned Wine Resort Colsereno, where you’ll indulge in wine tastings and a delicious lunch featuring local flavors. Enjoy a comfortable ride in an air-conditioned vehicle while learning about the rich history and craftsmanship of Brunello wines from expert guides. Perfect for wine lovers, this small group tour ensures a personalized experience, accommodating dietary preferences.

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.

Brunello di Montalcino is one of Italy's most prestigious wines, but navigating to the rural wineries outside of Montalcino on your own can be stressful. On this private wine tour, let your driver take the wheel and focus on vineyard views as you make your way to the top wine estates and cellars for exclusive tasting experiences. Explore stunning vineyards, learn about traditional winemaking techniques, and savor the rich flavors of Tuscany with guided tastings and a traditional lunch.

Book for an unforgettable cycling experience in Tuscany — carefully designed routes, top-quality equipment, and private tastings in authentic local settings.

Discover the Tuscan craft beer and its characteristics. How is it produced and how does it acquire its flavor? During the guided tour you will discover a series of very interesting things about the craft beer in Italy, the raw materials and the production.. Of course, a tasting of three of our craft beers will be awaiting for you!