Top Arezzo Holidays in 2026

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.

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!

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.

This exclusive private wine tour takes you from Cortona to the heart of the Chianti Classico Black Rooster, an iconic wine area rarely reached from this part of Tuscany. Travel in comfort with a local professional driver and enjoy a personalized journey through one of Tuscany’s most celebrated wine landscapes. The experience includes visits to three carefully selected Chianti Classico DOCG wineries, where you will enjoy guided cellar tours and premium wine tastings. Each winery offers a different perspective on the Black Rooster tradition, allowing you to discover the diversity, history, and craftsmanship behind authentic Chianti Classico wines. A traditional Tuscan lunch is included, perfectly paired with local wines and seasonal products, for a complete and immersive Chianti experience. Designed for travelers seeking authenticity, privacy, and high-quality wine experiences, this tour combines culture, scenery, and exceptional flavors in a relaxed and exclusive setting.

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.

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.

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