4 Cycling and Wine Tours in Florence Worth Flying For

1.Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

★★★★★★★★★★5.0 · 1,300 reviews · 6 hours (approx.) · from $145Our pick

Cycle through Chianti from Florence with scenic country roads, castle wine tasting, olive oil, lunch, guides, and e-bike support.

“I highly recommend this tour especially if you want to get out of Florence and explore the countryside without going too far away. I am a solo traveler and I felt comfortable. If you’re like me and need to know all the details before you do something, here is the breakdown: You meet your guide at their storefront. Use the bathroom at a nearby cafe before leaving! Then you walk to a parking lot and get in a sprinter van and drive to the castle. The ride isn’t too long but it’s beautiful. It’s a very windy road! At the castle you’re given a bike, helmet, water, and some safety…”

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

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

Ride an e-bike from Florence to Fiesole and a Tuscan vineyard, with wine, countryside views, GPS guidance, and flexible self-paced travel.

“This was brilliant. Easy to follow and exceptionally beautiful route. The bikes give as mush assistance as you want and worked well. Lovely accommodating host who gives a great explanation of everything to expect on bike ride.”

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3.Chianti E-Bike Tour with Lunch & Two Wine Tastings

★★★★★★★★★★4.7 · 231 reviews · 6 hours · from $116

Ride from Florence into Chianti on an e-bike, with vineyard views, a winery lunch, two wine tastings, and practical tips for a full-day outing.

“What a wonderful tour this was! Francesco was great as the tour guide and Oscar was just fantastic 👏 I'm sure I was the most inexperienced rider of the tour and if it wasn't for Oscar's encouragement, and the rest of the team, I'm not sure I could have made it up those initial hills 😊 I had the best day ever. The tour of the winery and the lunch that followed was fabulous. I can highly recommend this tour. Thank you for a wonderful day 😊👏”

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4.Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills

★★★★★★★★★★5.0 · 209 reviews · 4 hours (approx.) · from $95Best value

Review of Florence’s Tuscany bike tour with four hills, Chianti wine, olive oil, Tuscan food, villas, and wide city views.

“Great guide with informative stops and picture-taking. Tuscany countryside ride was beautiful, but was preceded/followed by city ride from/to the bike shop. City ride was a bit treacherous trying to dodge vehicles and people. E-bikes (and introductory instruction) worked well, though many folks did just as well without them. Tastings were little more than a glass of wine and olive oil served with a plentiful Italian lunch plate at a restaurant on the edge of town. Meeting point was difficult to find without a business logo to see from the street. This was probably an ideal half-day bike tour, but for more Tuscany countryside and less city riding I would…”

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