The 7 Florence Cycling Tours That Earn Their Price

1.Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit

★★★★★★★★★★5.0 · 775 reviews · 4 to 7 hours (approx.) · from $96Our pick

Start with John at E-Bikes Florence, then follow a GPS route from Florence through Fiesole, olive groves, forest, and country roads to a boutique vineyard. You control the pace, stops, and time, with roadside help available. Expect hills, city traffic, and a rewarding wine and picnic stop.

“This is for people comfortable on an ebike and biking on roads. You also need to be comfortable following a GOS map while biking. Given all that… this was probably our favorite activity in Florence! It was great to get into the country side and we loved going at our own pace and stopping wherever we wanted! The views were amazing. The winery was wonderful with some of the best food we had while in Florence! If you like to tour by bike you will love this!!!”

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2.Tuscany Bike Tour with Wine & Olive Oil

★★★★★★★★★★4.9 · 174 reviews · 4 hours · from $100

Ride 11 km through Florence’s southern hills with a local English or Italian-speaking guide, passing villas and olive groves before a family-run tasting of Chianti, olive oil, bread, cheeses, and cold cuts. Regular bikes suit active riders; e-bikes cost €20 extra and are limited.

“Gabriella was great-- their passion for Italian history really came through and made us want to learn more. 😎🤌🙌”

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3.Private Tuscany Cycling Tour from Florence

★★★★★★★★★★5.0 · 68 reviews · from $82

Leave Florence with private guide Mark and ride toward the Tuscan hills, vineyards, and Chianti villages. Your route can suit casual or experienced cyclists, with optional farm, café, gelato, restaurant, and winery stops. Bike and helmet rental cost extra, and the ride can last 3 to 8 hours.

“We enjoyed our ride with Mark to the outskirts of Florence city. Mark was very accomodating. Our trip was on a Sunday so there were less traffic on the roads which made it even better. I would definitely recommend Mark and would ride again with him the next time I visit Italy.”

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4.Full-Day Tuscan Countryside Bike Tour

★★★★★★★★★★4.5 · 26 reviews · 5 hours (approx.) · from $179

Leave Florence at 10 a.m. for a roughly five-hour outing through Chianti’s hills, vineyards, and olive groves. You’ll ride with a local guide, then eat and taste wine at Fattoria San Pancrazio, a family-run winery. Kenny and Niccola have guided past departures, while Manuela hosts at the winery.

“We showed up for our bike ride and it was canceled. We have not received a refund. It would have been nice to know that it was canceled.”

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5.Florence Medici Bike Tour – Cycle Through History and Power

★★★★★★★★★★4.2 · 23 reviews · 2 hours · from $32Best value

Ride through Florence with a live guide in your choice of language, using a standard bike or e-bike. See Medici landmarks, the Arno, Ponte Vecchio, Palazzo Pitti, and Oltrarno. Group and private options are available, but rain can turn the ride into a walking tour.

“God trip on the bike, the sound quality of the radio was not good. But can be recommended.”

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6.2-Day E-Bike Tuscany Tour with Meals, Wineries, and Farmstay

★★★★★★★★★★5.0 · 14 reviews · 2 days (approx.) · from $780

Ride a premium e-bike from Florence through Chianti villages and vineyards, with two winery tastings, farm-style lunches, and a countryside overnight stay. Small groups of up to eight make it easier for guides such as Jacopo, Federico, or Alessandro to adjust the pace and help on the hills.

“My husband and I took the two day bike trip from Florence to Siena. Our Guide was Alejandro and we were assisted on the route by a lovely young woman whose name I have forgotten and by Gabriele — a total gem. Every detail on this tour was carefully thought through. Alejandro is a an attentive and expert guide. He was easily able to help my husband and I even though we have different levels of experience on bikes. (I felt completely safe even though I’m not the best bike rider. And on day 2 Alejandro brought me a padded seat for my bike — so thoughtful!) The areas we…”

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7.Tuscan countryside bike tour and food tasting

★★★★★★★★★★5.0 · 5 reviews · 3 hours (approx.) · from $128

Ride through the Tuscan countryside from Vicchio with guide Simone, using provided bikes, helmets, and water. Visit a Romanesque church, places linked to Giotto, Villa Poggio Bartoli, and local farms, with food and wine tasting in a relaxed group of no more than six.

“Simone was very professional and personable. We took an hour train ride for under 6 Euro each and Simone met us at the train station. We were set up with great equipment and had a great time even in the rain. Simone had a rain jacket for me. We had a nice stop ay the saffrom farm where we petted a Vietnamese pot belly pig Pepo, a horse, bees and rabbits”

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