Cortona E-Bike Scenic Ride - Private Medieval Countryside tour





Description
This is not simply an e-bike tour — it is a curated private experience for travelers who value authenticity, comfort, and true local elegance. Set among the timeless landscapes of the Val di Chiana and Cortona, the journey unfolds at a relaxed pace, allowing you to connect deeply with the territory rather than simply pass through it. Carefully selected panoramic routes avoid crowds, offering breathtaking views, silence, and the true rhythm of Tuscany. Effortless riding is ensured by premium-quality e-bikes with all modern comforts, while your **certified local guide** shares authentic insights, history, and storytelling, offering a genuine perspective of the region with refined attention to detail. Designed for couples, families, and discerning travelers seeking privacy and quality, this is an intimate and elevated way to discover Cortona — immersive, seamless, far removed from ordinary group tours, and tailored for each guest
Tour Options
Itinerary
After a short transfer from the meeting point, we will head to the Parterre di Cortona, a spacious flat area perfect to start our exciting e-bike tour, enjoying a beautiful view over the Valdichiana.
Villa Bramasole, famous for being the residence of Francies Mayes and known for being the villa featured in the movie "Under the Tuscan Sun," enchants with its Renaissance architecture and its Italian gardens. During our e-bike tour, it offers a unique cultural and historical experience.
The Basilica of Santa Margherita in Cortona is dedicated to Santa Margherita da Cortona, the patron saint of the city. It is a place of great spirituality and history, where visitors can admire the remains of the saint and discover her life and contribution to the community.
The Fortress of the Girifalco dominates the panorama of Cortona and is an impressive medieval fortress that offers a breathtaking view of the city and the surrounding countryside. It is a perfect place to explore the military history of Cortona and enjoy spectacular views.
The Hermitage of Le Celle is a spiritual place located near Cortona, known for being inhabited by Saint Francis of Assisi. It offers an atmosphere of tranquility and reflection, immersed in the unspoiled nature of Tuscany.
The final stop of our tour will be a return to Cortona to explore some hidden gems of the Etruscan city, immersing ourselves in its ancient history and unique atmosphere.
Highlights
What's included
Traveller Ratings
Important Information
- Service animals allowed
- Public transportation options are available nearby
- Specialized infant seats are available
- Suitable for all physical fitness levels
- Equipment and solutions for couples and family with children of all ages
- The remaining time from the road book will be spent cycling through the splendid surroundings of Cortona, capturing unforgettable photos along the way.
- Every participant will be provided with a state-of-the-art 2025 TREK E-bike, specifically sized to match their height and skill level. Our new, impeccably clean E-bikes feature upgraded batteries for worry-free, full-power tours, wider tires for enhanced stability, memory foam saddle covers, shock seat absorber and adjustable front bar for maximum comfort.
- helmets equipped with MIPS system forall partecipants to enhanced safety
Reviews(11)
We have been in this Tuscany region for six days and our bike tour has been the most memorable thing we have done. Roberto, “Robbie”, is a wonderful guide. Everything from the ease of the bikes, to the historical stops and information, to the wonderful wine and lunch stop for at the end of the trip. I was curious about the price compared to some of the other trips, but we feel it was well worth it and the reviews that helpedus pull the trigger were spot on. Highly Recomend
Dear Jim and Erin, Thank you both for your thoughtful review and for taking the time to share your experience. I especially want to thank you for mentioning that you initially had some doubts when comparing prices. I completely understand—it’s a natural part of choosing an experience. I’m truly happy that, by the end of the day, you felt the experience spoke for itself. Your honesty will help future guests understand that while comparing prices is easy, understanding the true value of an experience is something only those who have lived it can genuinely share. It was a real pleasure spending the day with you both. I hope to welcome you back to Tuscany someday for another unforgettable adventure. Warm regards, Roberto( Robbie)
What a wonderful experience. Patient, friendly, and informative tour. Couldn’t recommend Roberto and his company more highly! What a great day.
Roberto and Sara are highly professional, and deliver a very custom tour. Despite Roberto’s strong effort to help my wife understand how to balance and pedal a bicycle, when my wife failed to be able to do so, they recovered quickly and helped us with a revised agenda. They drove us around to a number of exciting locations and provided the deep history of the objects and sites we visited. In addition, we stopped at a local winery for wine tasting and a lite lunch. The overall experience was awesome! I highly recommend their services to all that ask.
Our family of five had the pleasure of experiencing a day with Roberto during our trip to Italy, and it was truly one of the highlights of our vacation! We accidentally missed our stop on the train, but Roberto graciously came to pick us up at the next station—he really went above and beyond for us, which set the tone for the rest of the day. Roberto was an excellent guide, always ensuring we were safe on the roads, even with my son urging him to go faster while I was at the back of the line, taking in all the sights at a more leisurely pace! He was insightful, knowledgeable, and funny, making the whole experience enjoyable for all of us, from the teens to the adults. The wine tasting was a lot of fun, and even though we had a bit of a wait at the end and missed our train back to Milan because Roberto’s van battery died, it was no problem—he was already going out of his way to make sure we had a great day. Highly recommend this experience! It was a fantastic way to explore the countryside and enjoy some local wine, and Roberto really made it unforgettable. One of our favorite things we did on our Italy trip!
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 showing us parts of Cortona we never would have known about. He was such a gracious host! Highly recommend!!
Roberto was the most amazing guide! We did or have the best weather but he made our day so special. He was caring, friendly, informative and a wonderful human. His EBikes were great quality, clean and very easy to use. He was incredibly organized. I would recommend his company over and over again!!
The e-bike tour was relaxing and informative as we toured churches , museums, estates ,the beautiful city of Cortona and on to a small winery for a wine tasting and lunch . All in all a great time and one of the highlights of our trip through Tuscany. Thanks Roberto !
This was such a great way to see Cortona and Roberto was amazing! The bikes are in top condition, he spent time ensuring all felt safe on the bikes and he picked routes that were bike friendly. Roberto is not only fun to spend the day with, he is very knowledgeable about the history of Cortona and Tuscany. We were able to see a lot of Cortona and then ended our tour with a great lunch and wine at Cantina Doveri, drinking Fabrizio’s delicious L’usciolo Syrah. This is a must do when in Tuscany.
Our E-bike tour of Cortona was perfecto! This was my first time on an E-bike & I was a bit apprehensive, that is, until I met Roberto. Roberto spent time getting to know each of us before setting out. He fit us with the right size bike & helmet, and had us do an off-road practice ride to get comfortable, which I found extremely helpful. Roberto’s knowledge of Cortona and his ease when navigating the winding roads and traffic areas in the town was superb. This was so much more than a typical E-bike tour! We made many stops along the way at interesting sights, learned so much about Cortona & ended our day with a magnificent wine tasting! Our time with Roberto was so enjoyable, we booked a second tour with him on the spot & went 2 days later!
Great. Really great. Why? I always hated riding a bicycle. I found it boring and very tiring--but Roberto not only changed my mind. He took me to places that looked like paintings. Also: great professionalism, kindness and prepared in explanations. I don't think there is anything else to add!



