
Tuscany Bike Tours
Ride through the rolling hills of Tuscany, experiencing its world-renowned wine regions, historic towns, and artistic legacy.

About Bike Tours in Tuscany
Tuscany, with its rolling hills, ancient olive groves, and vineyard-clad landscapes, offers a cycling experience that epitomizes the essence of Italy. Renowned for its art, history, and culinary traditions, this region invites cyclists to embark on a journey through the heart of the Renaissance, exploring medieval villages, historic cities, and some of the world’s most famous wine regions.
Cycling tours in Tuscany cater to a wide range of enthusiasts, from those seeking leisurely rides through picturesque countryside to more ambitious cyclists eager to tackle the challenging climbs of the Chianti hills. The routes meander through a patchwork of scenic roads and paths, offering stunning views of cypress-lined avenues, fortified towns, and Renaissance villas. Each turn brings a new vista, a new discovery, making every ride an adventure in itself.
The charm of Tuscany lies not only in its landscapes but also in its rich cultural tapestry. Cyclists have the opportunity to visit UNESCO World Heritage Sites, such as the historic centres of Florence, Siena, and Pienza, exploring the art and architecture that have made Tuscany a beacon of culture. The region’s deep-rooted gastronomic culture offers additional delights, with tastings of prestigious wines like Brunello di Montalcino and Chianti Classico, paired with traditional Tuscan cuisine that celebrates local ingredients and age-old recipes.
Accommodations in Tuscany range from rustic farmhouses (agriturismo) nestled among olive groves to luxurious villas and boutique hotels that offer a restful end to a day’s ride. These stays provide a warm, authentic experience of Tuscan hospitality, allowing cyclists to immerse themselves fully in the region’s lifestyle.
Ratings & Reviews


Exploring Tuscany on a self-guided cycling holiday was pure joy. The carefully curated routes took me through vineyards, olive groves, and picturesque towns like Siena and Pienza. I loved being able to stop whenever I wanted to soak in the views or enjoy a cappuccino in a quaint café. The GPS and route notes were spot-on, and the logistics, from luggage transfers to charming accommodations, were seamless. Tuscany’s beauty is best experienced on two wheels, and the freedom to set my own pace made it unforgettable.
I found this place with a simple Google search, and I never could’ve expected the custom experience I received. They provided options to help my husband and I hone in on exactly what we wanted to do for our honeymoon. We had perfectly curated GPS-lead rides all across the country, they booked all of our hotels, and planned all of our transportation. Every place that we went was so beautiful. I’m so grateful that we found this company to help us plan our honeymoon, couldn’t have asked for a better experience!


I was able to tailor a bike tour itinerary along the Adriatic coast that suited our group during the shoulder season. We added individual pre and post-trip activities which went smoothly. Our trip included stops in Italy, Slovenia and Croatia. The trip planner, guide and support team were great.

I would highly recommend anyone doing this tour take the e-bike option. There were only 3 of us on our tour who completed this on regular bikes. Four others who started out on regular bikes swapped over to e-bikes after the first day. The climbs are long and steep. There is pretty much only up or down, not much flat or undulating road. It is doable, but very challenging. If you are on an e-bike then this also helps with the group staying together and no-one having to wait too long for others to catch up. The bikes were really good and had great gearing that was capable of handling the steeper climbs. When we booked we were unaware that we would be riding in a group of 20plus at all time. Thankfully our group had prior group riding experience but we did observe other large groups with less than desirable riding behaviours.Others in our group were extremely understanding and supportive. Our guide, David, was very adamant about staying safe on the road. He was flexible with the itinerary and made changes to suit the weather conditions and to ensure we got in as much riding as possible. He was vey knowledgeable about Croatian history and agriculture and taught us lots about the country he is so passionate about. Our captain, Tolma, was also amazing and along with his awesome crew, made our cruise an enjoyable experience.


Exploring Tuscany on a self-guided cycling holiday was pure joy. The carefully curated routes took me through vineyards, olive groves, and picturesque towns like Siena and Pienza. I loved being able to stop whenever I wanted to soak in the views or enjoy a cappuccino in a quaint café. The GPS and route notes were spot-on, and the logistics, from luggage transfers to charming accommodations, were seamless. Tuscany’s beauty is best experienced on two wheels, and the freedom to set my own pace made it unforgettable.
I was able to tailor a bike tour itinerary along the Adriatic coast that suited our group during the shoulder season. We added individual pre and post-trip activities which went smoothly. Our trip included stops in Italy, Slovenia and Croatia. The trip planner, guide and support team were great.

I found this place with a simple Google search, and I never could’ve expected the custom experience I received. They provided options to help my husband and I hone in on exactly what we wanted to do for our honeymoon. We had perfectly curated GPS-lead rides all across the country, they booked all of our hotels, and planned all of our transportation. Every place that we went was so beautiful. I’m so grateful that we found this company to help us plan our honeymoon, couldn’t have asked for a better experience!


I would highly recommend anyone doing this tour take the e-bike option. There were only 3 of us on our tour who completed this on regular bikes. Four others who started out on regular bikes swapped over to e-bikes after the first day. The climbs are long and steep. There is pretty much only up or down, not much flat or undulating road. It is doable, but very challenging. If you are on an e-bike then this also helps with the group staying together and no-one having to wait too long for others to catch up. The bikes were really good and had great gearing that was capable of handling the steeper climbs. When we booked we were unaware that we would be riding in a group of 20plus at all time. Thankfully our group had prior group riding experience but we did observe other large groups with less than desirable riding behaviours.Others in our group were extremely understanding and supportive. Our guide, David, was very adamant about staying safe on the road. He was flexible with the itinerary and made changes to suit the weather conditions and to ensure we got in as much riding as possible. He was vey knowledgeable about Croatian history and agriculture and taught us lots about the country he is so passionate about. Our captain, Tolma, was also amazing and along with his awesome crew, made our cruise an enjoyable experience.


Hassle-Free
We handle itineraries, accommodations, and anything else you prefer not to deal with, so you can enjoy a carefree holiday.
Completely Customizable
Flexibility is our middle name — whether you want more or less, or just beyond ordinary, we’ll make it happen.
Book with confidence
We are a financially protected company, fully bonded and insured, keeping your money safe and allowing you to travel with confidence.
Unbeatable support
Our 24/7 customer support is where we show our passion, bringing you a better experience by making your well-being our number one priority.












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