Fantastic family experience! My family of 4 (two teenagers and two adults) enjoyed the amazing Italian countryside scenery and experience of being in small towns outside of Florence to our destination of Siena. Chris Small was a fabulous guide who gave us insight into the culture and history of the area and ensured each of us had a memorable time! Highly recommend to anyone especially families wanting special memories together! Would love to do this again!
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viktoriakV7550MH
May 7, 2026 · via Tripadvisor
Top notch service for cyclists!
Wonderful experience riding all over the countryside with 4 friends. The guides were punctual, professional and were able to adapt last minute to allow us more riding than we originally planned. Highly recommend them!
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meganwO5163FQ
November 29, 2025 · via Tripadvisor
Highlight of Our Honeymoon - Don't Miss Out
We truly can’t say enough wonderful things about this experience! Biking through Tuscany ended up being the absolute highlight of our honeymoon. From the incredible hospitality of our guide, Chris, to the welcoming staff at each wine tasting stop, every detail made the day unforgettable. The scenery was breathtaking, the wine was amazing, and the whole experience felt so thoughtfully curated.
I’ll be recommending this adventure to everyone I know traveling to Tuscany. Fair warning though, this tour has completely ruined store-bought olive oil for us!
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karenpA3932CL
November 9, 2025 · via Tripadvisor
Highlight of Tuscany
Our experience on this bike tour just could not have been any better. My husband and I opted for the Florence to Siena "soft tour" which is 13 miles long. Chris, our guide was exceptional in every way. He not only transported us from Florence and then from Siena, but he was very informative, explanatory and personable. He went out of his way to make us feel comfortable and informed.
The ride itself covered breathtaking terrain and even included a stop at a winery. Do not hesitate to sign up for any of the bike ours offered by this group - you won't regret it.
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P4855JSjacobk
October 13, 2025 · via Tripadvisor
A worthwhile experience
We had an incredible day on this tour. It was truly the highlight of our two week trip across Italy. Chris gave us his personal attention throughout the day, even supplying us with rain jackets when the weather briefly took a turn for the worst. He was an absolute treasure trove of knowledge on a wide-range of subjects: the history of the region, cycling, the food and, of course, the wine. Better yet, he was great company and very easy to talk to. It was clear he puts a painstaking amount of attention to detail in planning out and customizing the various tours he offers. If you're looking for a fun way to get out of the city and experience the Tuscan wine country, I can't recommend this tour enough. It was well worth the time and money.
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Scenic48552801541
October 10, 2025 · via Tripadvisor
Wonderful Cycling Week in Tuscany
My wife and I had a wonderful 7 day cycling vacation in Tuscany, thanks in large part to Chris. Everything was well planned - lodging, biking routes, and of course the food. Chris was an excellent host and guide for the week. He is extremely knowledgeable about theTuscany region and an avid cycling enthusiast. He shares this expertise in an enthusiastic and humourous way that enriches the entire experience.
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655christyr
October 8, 2025 · via Tripadvisor
Incredible experience - just book it!
We are a group of 3 couples who love to do fun experiences when traveling together. We booked the Private Bike Tour & Chianti Wine Tasting in Tuscany tour for mid-September and had the absolute best time! Our guides, Chris and Francisco, were some of the best guides we've ever had! They were so knowledgeable and so much fun at the same time. They were perfect and gauging our group and provided the best experience. Each of our wine stops was unique. We absolutely loved the stop at Cantine Guidi in Chianti Classico - the lunch was simply amazing along with the staff at the winery. One of the owners even spent time with our groups while we lunched - we felt so lucky! The other stop that we loved was at Fattoria Montecchio - it was incredibly beautiful and the wine, cheese, olive oil was so delicious. If you're considering this company/tour, book it! It was one of the highlights of our trip in Italy!
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mrsasser
October 6, 2025 · via Tripadvisor
Private cycling tour of Tuscany / Chianti
Chris did an awesome job organizing the cycling tour! His wealth of local knowledge and captivating storytelling kept us entertained throughout. He is incredibly familiar with the roads and knows the best cafe stops. Great experience overall, I highly recommend the experience!
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karinm416
October 6, 2025 · via Tripadvisor
An amazing tour with the BEST guides!
What an amazing tour! Tuscany Cycling Tours really know their stuff. The guides were so friendly and knowledgeable and anticipated all of our needs. Incredible. Stop shopping around and book with them today. We will definitely be returning and bringing more friends!
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PollPeartravels
October 5, 2025 · via Tripadvisor
Views, climbs, wine & fun
Chris set up beautiful, challenging rides with great coffee stops. Dinners were special & great conversation! Highly recommend