Arezzo is a city that offers more than just its famous medieval center; it’s a place where history, art, and authentic Tuscan flavors come together in surprising ways. Unlike larger cities, Arezzo’s compact layout makes it perfect for a variety of engaging tours that reveal both its scenic surroundings and culinary delights. Among the options, we particularly enjoy the Cortona – Easy guided eBike tour around the Etruscan City, which combines a fun ride with visits to must-see sites, and the Chianti tasting Arezzo city center Wine & Oil, offering a flavorful look at local products right in Piazza Grande.
Below, you’ll find a curated list of two of the best city tours in Arezzo. Both provide a different way to enjoy this charming city, whether through cycling, tasting, or both.
1. Cortona – Easy guided eBike tour around the Etruscan City
At number one on our list, the Cortona eBike tour offers a lively way to explore the hills and hidden corners of Cortona, just a short drive from Arezzo. The tour uses electric bikes to make the uphill climbs easier, allowing you to enjoy panoramic views without breaking a sweat. The tour lasts about 2 to 3 hours, and it covers key sites like the Fortezza di Girifalco, where you can pause for stunning vistas, and the Basilica di Santa Margherita for a quick look at the artwork inside. You’ll also visit Eremo Le Celle, a peaceful sanctuary, and the villa Bramasole, known from “Under the Tuscan Sun.”
What makes this tour stand out is its blend of scenic cycling and culturally significant stops, all led by friendly guides who are passionate about sharing Cortona’s stories. The small group size (limited to 2-3 bookings) ensures a personal experience, and the tour is suitable for anyone comfortable on a bike. Plus, the electric bikes make it accessible for most fitness levels, and the route follows paved streets, so you won’t get lost or muddy. The reviews highlight how much guests appreciate the beautiful vistas, knowledgeable guides, and the chance to see parts of Cortona you’d never find on your own.
Bottom Line: This tour is perfect if you want a light physical activity combined with sightseeing and a taste of Tuscany’s countryside. It offers excellent value at $165, especially considering the quality of the bikes and the personalized service.
2. Chianti tasting Arezzo city center Wine & Oil
Coming in at number two, the Chianti tasting in Arezzo’s city center offers an authentic way to experience local flavors without leaving the historic heart of the city. For around $28.94 per person, you get a tasting that usually includes a glass of Chianti Colli Aretini DOCG wine, local oil, and other typical products. The activity takes place in Piazza Grande, Arezzo’s main square, providing a lively ambiance to enjoy your tasting.
What makes this experience unique is the setting—sampling regional wines and oils right where Arezzo’s history unfolds. It’s perfect for those who want a quick yet immersive taste of Tuscany’s culinary heritage. You also have an option to upgrade to include truffle-based products, adding an extra layer of indulgence. The duration is about 1 hour 30 minutes, making it ideal for a relaxed afternoon or as part of a broader sightseeing day.
While the reviews are modest, they highlight the quality of the products and how the informal setting allows you to chat with the hosts and learn more about local food traditions. This tour is best suited for curious travelers on a budget or anyone eager to pair their sightseeing with a sip of Italy’s famous wines and oils.
Bottom Line: This tasting is a well-priced way to enjoy Arezzo’s culinary specialties and is especially appealing if you’re looking for a short, flavorful experience in the city center.
How to Choose Your Perfect Arezzo Tour
When deciding between these tours, consider your interests and how active you want to be. The eBike tour is ideal if you enjoy cycling and want a more comprehensive exploration of nearby Cortona’s scenery and landmarks. It’s suited for those comfortable on a bike or willing to try electric assistance. Meanwhile, the wine and oil tasting is perfect for travelers with limited time or those who prefer a relaxed, culinary experience within Arezzo’s historic core.
Budget-wise, the tasting offers a low-cost, highly local experience, while the eBike tour provides a full immersion with a higher price point but more extensive sights. Think about your fitness level, interests, and how much time you want to dedicate. Booking early is wise, especially for the eBike tour, as small groups fill quickly.
Final Thoughts
Arezzo offers a variety of ways to see and taste its treasures. For active travelers, the Cortona eBike tour provides scenic views and cultural insights with minimal effort. If you prefer a more relaxed experience, the wine and oil tasting delivers a taste of Tuscany’s culinary richness right in the city’s historic heart.
For different traveler types, these options cater to adventure lovers and foodies alike, making Arezzo a city that’s easy to explore in a way that suits your pace and interests. We recommend booking early, especially during peak travel seasons, to secure your spot and ensure you don’t miss out on these authentic experiences.
