CORTONA Medieval Charme: PRIVAT E-bike Experience, Top Quality!
Imagine exploring one of Italy’s most captivating hill towns on a sleek, top-of-the-line e-bike, with the wind in your hair and history at your fingertips. That’s exactly what the CORTONA Medieval Charme tour offers — a beautifully balanced blend of culture, scenery, and fun. This private, guided adventure is perfect for anyone eager to see more of Tuscany’s lesser-known treasures without the fatigue of traditional biking.
What really caught our eye are the state-of-the-art Trek e-bikes, equipped with the latest Bosch motors and comfort features, making the journey effortless and enjoyable. Plus, the chance to visit legendary sites like Villa Bramasole and Le Celle Hermitage adds depth and authenticity to this experience. One consideration? The tour lasts about 3 to 4 hours, so it’s best suited for those with moderate stamina or a love for relaxed cycling. Families, couples, and solo travelers will all find something to cherish here, especially if they’re curious about blending active exploration with cultural discovery.
Key Points
- Top-quality e-bikes with comfort features like memory foam seats and shock absorbers
- Expert local guides who are friendly, knowledgeable, and safety-conscious
- A well-rounded itinerary including historical sites, scenic views, and spiritual spots
- Private tour for a personalized, relaxed experience
- Incredible value considering the inclusions like guided commentary, quality equipment, and access to iconic sites
- Great for all ages — family-friendly and easy enough for most cyclists
A Closer Look at the Experience

This private e-bike tour around Cortona offers a fantastic way to see the city and its surroundings without the hassle and exhaustion of traditional biking. It’s ideal for those who want to combine sightseeing with a bit of active adventure, all while savoring the beauty of Tuscany from a comfortable, environmentally friendly vehicle.
The Itinerary — A Thoughtful Mix of Highlights and Hidden Gems
The tour kicks off at Santa Maria Nuova in Cortona, where your guide will fit you with the latest Trek e-bike, tailored to your size and skill level. This attention to detail ensures that even beginners or hesitant riders will feel confident. You’ll then transfer to the Parterre di Cortona, a flat and open area offering your first stunning views over the Val di Chiana valley. From here, it’s about 15 minutes of easy cycling to the first real highlight: Villa Bramasole.
Villa Bramasole is famous for its connection to the book Under the Tuscan Sun and the movie adaptation. The Renaissance architecture and beautiful Italian gardens make this a picture-perfect stop. Your guide will share insights into its history and cultural significance, making it more than just a pretty facade. As one reviewer put it, “Roberto was incredibly organized and made our day so special,” highlighting the professionalism and personal touch that sets this tour apart.
Next, you’ll visit the Basilica di Santa Margherita, dedicated to the city’s beloved patron saint. It’s a place of great spirituality where you can admire the relics and learn about her inspiring life. About 30 minutes are spent here, giving enough time to soak in the atmosphere and perhaps light a candle or reflect.
The Fortezza di Girifalco dominates the skyline, offering panoramic views of Cortona and the countryside. This medieval fortress is not only historically interesting but also provides some of the best photo opportunities of the entire tour. With around 40 minutes allocated, you’ll have plenty of time to explore its ramparts and learn about Cortona’s military past.
A highlight for many is the Hermitage of Le Celle, a tranquil spiritual site where Saint Francis of Assisi once sought solace. The peaceful setting and natural beauty enchant visitors, and the 40-minute stop allows for quiet reflection amid nature. As one reviewer mentioned, “This was such a great way to see Cortona and to enjoy its history, while also experiencing its spiritual heart.”
The tour concludes back in Cortona, where you can wander its charming streets, discovering hidden corners and Etruscan relics that lend the city its unique character. The final stop is about 30 minutes, focusing on some lesser-known sites that only locals often know.
You can also read our reviews of more cycling tours in Arezzo
The Equipment and Safety Features
The 2025 Trek E-bikes are the star of this experience. With Bosch motors, they practically pedal themselves, making hills seem flat. Their wide tires and shock absorbent seats ensure stability and comfort, even on cobblestones or uneven terrain. Safety is a priority, with helmets featuring MIPS technology for added protection, along with reflective gear and lighting for any evening rides. The tour also supplies rain jackets, just in case the weather turns, which shows thoughtful planning.
What’s Included and What’s Not
For the price of approximately $311 per person, you get access to high-end bikes, helmets, water, personalized guides, and entry to all sites on the itinerary. The guided commentary enriches the experience, blending historical insights with local stories. The tour is private, meaning your group will avoid the chaos of large tours, leading to a more relaxed and personalized day.
However, it’s worth noting that transportation from your accommodation to the meeting point isn’t included — though this can be organized on request, at an additional cost. Also, any extras like meals or additional activities are not part of the package.
Authenticity and Value
Reviewers are consistently praising the quality of the bikes, the friendliness of the guides, and the thoughtfully curated route. One describes it as “relaxing and informative,” while another calls it “the best experience” of their trip. The combination of scenic vistas, historical sites, and the intimate setting makes it a strong value, especially given the inclusions and personalized service.
Who Will Love This Tour?

This e-bike experience suits a wide range of travelers. Active families with children (most bikes are adjustable and easy to ride) will enjoy the gentle pace and safety gear. History buffs will appreciate the meaningful stops at churches, fortresses, and hermitages. Couples and solo travelers looking for an authentic, personal journey through Tuscan landscapes will find it perfect.
It’s particularly valuable for those wanting a comfortable, eco-friendly way to explore with a knowledgeable guide, avoiding the hassle of navigation or strenuous riding. If you want to see Cortona’s highlights without the fatigue, this tour delivers.
You can also read our reviews of more tours and experiences in Arezzo
The Sum Up

This private e-bike tour is a well-orchestrated, high-quality way to experience Cortona and its surroundings. It combines the thrill of riding on modern, comfortable bikes with the richness of Italian history, architecture, and scenic beauty. The guide’s expertise and the attention to detail — from top-tier equipment to thoughtful stops — create an experience that’s both fun and deeply enriching.
For those who value personalized service, stunning vistas, and fascinating local stories, this tour hits all the right notes. It’s especially suited for travelers who want a relaxed, yet active way to soak in Tuscany’s charms without sacrificing comfort or authenticity.
The only real consideration is the price, but when you factor in the top-quality bikes, private guide, and comprehensive itinerary, it’s an experience that offers genuine value. Whether you’re a history lover, a nature enthusiast, or simply seeking a memorable day in Tuscany, this e-bike tour promises to be a highlight.
FAQ

Is the tour suitable for children or families?
Yes, the tour is family-friendly. The bikes are suitable for all ages, and the route is designed to be easy and fun for everyone.
What should I wear for the tour?
Comfortable clothing suitable for cycling, along with sturdy shoes. Helmets are provided, and rain jackets are available if needed.
Is prior cycling experience necessary?
Not at all. The e-bikes make pedaling effortless, so even beginners can enjoy the ride.
How long does each stop last?
Stops range from 15 to 40 minutes, giving enough time to explore and take photos without feeling rushed.
Are there any additional costs?
Not included are transportation from your hotel to the meeting point unless requested. Entry tickets to sites are included in the price.
What if it rains during the tour?
Rain jackets are provided, and the tour can be adjusted or rescheduled if necessary.
Can I customize the route or stops?
Since it’s a private tour, you can discuss preferences with your guide beforehand, within the scope of the itinerary.
How far do we cycle in total?
The exact distance isn’t specified but expect a relaxed ride covering key highlights with stops along the way.
Is the tour available in the evening?
Yes, reflective gear and lighting are included for evening rides, making sunset or twilight tours possible.
In all, the CORTONA Medieval Charme e-bike tour offers a wonderful mix of scenery, history, and active fun, making it a perfect addition to any Tuscan itinerary.
More E-Bikes in Arezzo
- Cortona – Ebike Tour and Wine Tasting in the Val Di Chiana [40]
- Easy Guided Ebike Tour With Photographer at Lake Trasimeno
- Castiglion Fiorentino – Ebike Tour and Wine Tasting [+40€]
- Pienza – Ebike Tour for a Full Immersion in Val D’orcia.
- Castiglion Fiorentino – Ebike Tour in the Tuscan Countryside
- Cortona – Easy Guided Ebike Tour Around the Etruscan City.
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