Cortona is one of Tuscany’s most beautiful towns, with its winding streets, stunning vistas, and charming vibe. What makes it especially appealing for bike lovers is the variety of terrain and sights accessible by bike—whether it’s scenic countryside, historic landmarks, or sunset views over Val di Chiana. We particularly like the guided e-bike tours that let you explore without breaking a sweat, like the guided ride through Tuscany’s hidden corners, which combines history and landscape in just three hours. These trips give you a relaxed way to see Cortona’s surroundings, perfect for those who want rich scenery but not a strenuous workout.
For a longer, more immersive experience, the Val di Chiana e-bike tour with optional wine lunch offers a five-hour exploration of lush valleys, vineyards, and picturesque gravel roads—ideal for cyclists who want to combine sightseeing with a taste of local food and wine. And if you’re after a memorable sunset with a side of pizza, the Sunset Pizza Tasting & eBike ride is an engaging option that ends with a delicious meal and panoramic views. These tours highlight the different ways you can enjoy biking around Cortona, tailored for your pace and interests.
Below, you’ll find a detailed look at each of these top-rated bike tours, so you can decide which best suits your style and schedule.
1. Cortona: Guided E-Bike Tour of Tuscany’s Hidden Gem
This 3-hour guided e-bike tour offers a relaxed way to explore the stunning Tuscan countryside around Cortona. The tour starts at Via Dardano, 54, and takes you through historic sites like the Hermitage “Le Celle,” the Basilica of Saint Margaret, and the Fortress of Girifalco, as well as scenic vistas above the Val di Chiana. What stands out here is the use of eco-friendly e-bikes, which allow you to enjoy the landscape with minimal effort—no need to worry about fatigue or sore legs after a long day of sightseeing.
Led by an expert guide, you’ll learn about the region’s rich history and culture while passing charming roads and panoramic viewpoints. The tour’s structure is designed to maximize comfort and scenery, with each stop lasting about 20 minutes and offering beautiful photo opportunities. The route is ideal for those who want a taste of Tuscany’s highlights without a full-day commitment. The meeting point at the EpicBike shop is easy to access, with parking options nearby. This tour has a high rating of 4.9/5 from 25 reviews, with many travelers praising its friendly guides and breathtaking views.
Bottom Line: Perfect for travelers seeking a short, scenic, and informative ride, especially if you prefer effortless cycling with great photo stops and cultural insights.
2. Cortona: Val di Chiana E-Bike Tour with Optional Wine Lunch
This 5-hour e-bike tour is for those who want to immerse themselves more deeply in the Tuscan landscape. Riding through the verdant valleys and blooming meadows of Val di Chiana, you’ll enjoy the ride on eco-friendly bikes that make covering more ground comfortable. The tour includes visits to vineyards and local landmarks, giving you a rich sense of regional life and history.
What makes this experience unique is the chance to add an optional wine lunch, which complements the scenic ride perfectly. You’ll learn about the area’s agricultural traditions from your guide and get up close to Tuscany’s famous wine country. The longer duration allows for a more relaxed pace, with plenty of time to take photos and soak in the views. The guide’s insights bring the landscape alive, revealing stories behind local farms and historic sites. With a 4.9/5 rating from 17 reviews, travelers appreciate the combination of scenery, cultural education, and the optional culinary treat.
This tour is best suited for active travelers who want to combine cycling with wine tasting and a leisurely exploration of Tuscany’s countryside. The value lies in the flexibility of the optional lunch and the chance to see more of the region at a comfortable pace.
Bottom Line: An excellent choice for those wanting a longer, more in-depth outing with the option to indulge in local wine and cuisine.
3. Cortona Sunset: Pizza Tasting+eBike Ride Around the Village
This 3-hour sunset e-bike tour is perfect for travelers looking for a romantic or memorable way to explore Cortona after hours. It begins as an easy ride around the town’s cobblestone streets, accessible for all fitness levels thanks to the assistive e-bikes. The route takes you through lesser-known corners of the village, leading up to breathtaking viewpoints where you can watch the sunset over Val di Chiana.
What sets this experience apart is the combination of hidden scenery, sunset views, and a delightful pizza tasting session. As the sun dips below the horizon, you’ll enjoy a glass of refreshing drinks and authentic pizza—an ideal way to end a day of sightseeing. The guide ensures the route is manageable, and the focus on comfort makes it suitable even for less experienced cyclists. Although it’s the newest addition with just 1 review, the strong 5-star rating suggests it’s a charming, well-organized experience.
This tour is best for couples or small groups seeking a relaxed, engaging evening with scenic views and good food. The route’s flexibility and the focus on sunset views make this a memorable conclusion to your day in Cortona.
Bottom Line: Great for a romantic evening or anyone wanting a scenic, relaxed ride with a delicious local meal at sunset.
How to Choose Your Perfect Bike Tour in Cortona
Picking the right ride depends on your schedule, fitness level, and what kind of experience you seek. If you only have three hours and want a quick overview with cultural highlights, the guided e-bike tour offers convenience and expert insights. For travelers who want to combine sightseeing with wine tasting and more extensive exploration, the Val di Chiana e-bike tour delivers a longer, richer experience.
If your goal is to enjoy a memorable evening with gorgeous sunset views and a relaxed pace, the Sunset Pizza Tasting caters to those seeking romance or a special ending to their day. Consider your fitness level—these tours use e-bikes to make hills easier—and your interests, whether it’s history, food, or scenery.
Booking early is recommended, especially during peak months (spring and fall), when these tours tend to fill up. Check availability in advance and consider combining a shorter ride with a meal or wine experience for a full day of Tuscany exploration.
Final Thoughts
Cortona offers a wonderful array of bike tours that suit different interests and schedules. The guided E-Bike of Tuscany’s hidden corners is perfect for a quick scenic overview, while the Val di Chiana tour satisfies those wanting a more in-depth countryside experience. For a special evening outing, the Sunset Pizza Ride offers a charming way to end your day with panoramic views and delicious food.
No matter which you choose, each tour gives you an authentic taste of Tuscany — minus the stress of strenuous cycling. Early booking is wise to secure your preferred time, especially during high season. So, pick your style, hop on an e-bike, and enjoy the beautiful landscapes and history that make Cortona a true cycling delight.
