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Explore Cortona and Val di Chiana on a private 3-4 hour E-bike tour featuring top sights like Villa Bramasole, Santa Margherita Basilica, and Le Celle Hermitage with expert guides.

The CORTONA Medieval Charme: PRIVAT E-bike Experience offers an engaging way to explore one of Tuscany’s most captivating towns and its surrounding valley. Priced at $311.18 per person, this 3 to 4-hour tour provides a seamless, effortless ride with brand-new Trek E-bikes equipped with Bosch motors, ensuring ease even for those new to cycling. It’s a private experience, meaning your group enjoys personalized attention, making it ideal for families, small groups, or couples seeking an intimate adventure.
The tour departs from Santa Maria Nuova in Cortona, with a focus on high-quality gear and expert guidance from professionals certified in first aid. The top-notch equipment, including new helmet systems (MIPS) and shock-absorbing seats, guarantees a safe and comfortable ride through some of Tuscany’s most scenic spots. The average booking window of 26 days in advance speaks to its popularity among travelers craving a well-organized, exclusive experience. Expect a mix of cultural highlights, stunning vistas, and relaxing stops that showcase the best of Cortona and its surroundings.
While the tour is family-friendly and accessible, it’s best suited for those comfortable on a bike, as the route includes a variety of terrains and historical sites. Be prepared for a flexible adventure that combines beautiful landscapes, historical architecture, and spiritual sites, all led by knowledgeable guides who prioritize safety and fun.

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The adventure begins at Santa Maria Nuova, located at Via Santa Maria Nuova, 116 in Cortona. From here, a quick transfer takes the group to Parterre di Cortona, a flat, wide area with sweeping views over the Valdichiana. This initial stop sets the tone with spectacular vistas and introductions to the route ahead. The meeting point’s accessibility via public transportation and proximity to accommodations makes it easy for participants to join without stress.

Each guest receives a state-of-the-art 2025 Trek E-bike, perfectly adjusted to their height and skill level. These bikes feature Bosch’s latest Generation 5 motors, ensuring full power with minimal effort. The wider tires provide extra stability on varied terrain, while memory foam saddle covers and shock-absorbing seats make long rides comfortable. The adjustable front stems allow customization for optimal riding posture, accommodating both casual riders and more experienced cyclists.

A key highlight is Villa Bramasole, a Renaissance-style estate famous for being the residence of Frances Mayes and the setting of “Under the Tuscan Sun.” The guide explains its architectural features and Italian gardens, providing cultural context that enhances the visit. While admission is included, the time at Villa Bramasole is about 15 minutes, enough to appreciate its beauty and take photos. This stop offers a glimpse into Tuscany’s aristocratic history combined with modern literary fame.

The Basilica di Santa Margherita in Cortona stands as a testament to the city’s spiritual heritage. The basilica is dedicated to Santa Margherita da Cortona, the city’s patron saint. Visitors can admire her relics and learn about her life and influence on the community. The 30-minute stop allows for reflection and appreciation of the basilica’s artistic and religious significance. It’s a peaceful spot that adds a layer of deep local history to the ride.

The Fortezza di Girifalco dominates the skyline with its medieval fortress, offering breathtaking panoramic views of Cortona and the surrounding countryside. The 40-minute visit provides insight into military architecture and historical defense strategies. The fortress’s vantage point makes it a perfect place for photos and taking in the scenery, all while learning about Cortona’s history as a fortified city in the Renaissance era.

The Hermitage of Le Celle is a spiritual retreat where Saint Francis of Assisi once spent time in prayer. The 40-minute stop features unspoiled natural surroundings and tranquil courtyards, ideal for a moment of reflection. The site’s spiritual significance and peaceful ambiance are highlights, offering visitors a chance to connect with Tuscany’s spiritual roots and enjoy nature’s serenity.

Returning to Cortona’s historic center, the tour concludes with about 30 minutes to explore lesser-known spots. The guide points out hidden alleys, local shops, and archaeological remains, giving a flavor of the city’s Etruscan origins. This segment is perfect for strolling at leisure, capturing photos, and soaking in the city’s atmosphere. The free admission to these sites means travelers can enjoy authentic Cortona without additional costs.
The tour’s 2025 Trek E-bikes are clean, reliable, and equipped with features aimed at maximizing comfort. The helmet systems with MIPS add a layer of safety, especially during city and hill climbs. In addition, rain jackets are available if weather changes unexpectedly, and reflective gear and lighting suit evening rides. The memory foam seats and shock absorbers ensure comfortable riding even over uneven terrain, making this tour accessible to a broad range of participants.
This private experience requires most travelers to be comfortable on a bike but is designed to be easy and accessible for families with children. The meeting point is close to public transportation, and additional transport from accommodations can be arranged on request at a fee. The full refund policy allows free cancellation up to 24 hours before the start, providing flexibility. Most bookings are made 26 days in advance, reflecting its popularity.
What makes this E-bike tour a top choice is the combination of expert guidance, high-quality equipment, and a personalized, private experience. The stops are thoughtfully selected: Villa Bramasole for its cinematic fame, Santa Margherita Basilica for spiritual depth, and Le Celle Hermitage for tranquility. The scenic routes and the knowledge of guides like Roberto enrich the experience, making it more than just a sightseeing trip.
This private E-bike experience is perfect for those seeking an active, scenic day with plenty of cultural and historical insights. Its family-friendly nature makes it suitable for children, especially with the safety features and easy routes. Travelers interested in literature, architecture, and spirituality will find the stops particularly engaging. The flexibility and personalized approach ensure that both casual and avid cyclists enjoy a memorable ride through Cortona and its environs.
The CORTONA Medieval Charme E-bike tour offers a premium, relaxed way to see the city’s historic sites and scenic vistas. It combines the convenience of top-tier equipment with the insight of knowledgeable guides, making it ideal for families, couples, or small groups who want a personalized experience. The price point reflects its high quality and exclusivity, and the full range of gear and safety features ensures a smooth ride.
While the duration might limit deeper exploration of some sites, the stops are well-paced and meaningful. This tour showcases Cortona’s beauty and history with comfort and style, making it a reliable choice for anyone eager to enjoy Tuscany’s charm on two wheels.
“The E-bike tour was amazing! Unfortunately ours was cut short due to rain but Roberto helped make it a wonderful day by adapting the plan and showi…”
Is this tour suitable for children?
Yes, the tour is designed to be family-friendly with easy routes and equipment suited for all ages.
What is included in the price?
The price covers the private guide, top-quality Trek E-bikes, helmets with MIPS, rain jackets, water bottles, and admission to the various sites.
Can I cancel the tour?
Yes, free cancellation is available up to 24 hours before the scheduled start, allowing full refunds.
What should I wear for the tour?
Participants should wear comfortable clothing suitable for biking, and the tour provides helmets and rain jackets if needed.
Are the bikes easy to operate?
Absolutely. The Bosch motor technology makes pedaling effortless, and the new features boost stability and comfort.
Where does the tour end?
The tour concludes back at Santa Maria Nuova in Cortona, where it begins, ensuring easy access to transportation options.