Best Bike and Wine Tours in Florence: Our Top 5

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

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

Leave Florence by van for a guided two-hour ride through Chianti’s vineyards and olive groves. Guides such as Ben, Filippo, Angus, and Alessio lead the route, with a support van for the steepest hill. Finish at a medieval castle with wine, olive oil, lunch, and shopping.

“After check in at the meeting point, we started with a short van ride to the castle where we were outfitted with well maintained bikes, helmets and water bottles. Ben was a great guide and Lorenzo was great support. We had a good mix of skill levels and all did well. The winery tour at the castle along with the food and wine were very nice at the end. pro tips: - take the bio break before you leave the meeting place as the next one available is after the ride - if you're not a regular cyclist and want to complete the entire ride, consider the e-bike option to…”

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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

John from E-Bikes Florence sets you up with a pedal-assist bike, helmet, phone holder, and GPS route. You ride independently from Florence to Fiesole, through hills and olive groves to Poggiopiano vineyard, then return via Piazzale Michelangelo. Wine, food, and a full battery are your responsibility.

“Amazing self guided e-bike tour with spectacular views of Florence & the Tuscan countryside! Everything from preparations to check in , riding & drop off went very smooth due to great service & instructions. Winery was beautiful & relaxing reward after the more challenging part of the rlde. Just want to advise that even though you are on E-bikes this ride is not easy, lots of steep inclines up & down, & not always smooth surfaces. Great adventure!”

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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 with a small group of up to 12, using pedal-assist bikes on hilly country roads. Your guide, possibly Alex, Grace, Marco, or Francesco, leads the way to a winery lunch and tasting, followed by a second tasting at CiaoFoodies Hub.

“Great day out and about, what a fantastic way to see the countryside and parts of Florence we may not have gotten too.”

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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 $95

Meet We Like Tuscany in Florence’s Oltrarno, fit a geared touring bike, and ride through Porta Romana toward Villa del Poggio Imperiale, Arcetri, and San Miniato al Monte. Expect four hills, city traffic at times, and a farm stop with Chianti, olive oil, bread, cheese, and cold cuts.

“Lovely way to get a beautiful view of Tuscan countryside. Our guide, Eli, was amazing. He shared historical knowledge of Florence, properties along our route, vegetation and of course, wine and olive oil. Plenty of stops to catch your breath and take photos along the route. My husband transformed from a reluctant participant to a grateful, happy one. Highly recommend!”

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5.Chianti Hills E-Bike Tour with Tuscan Lunch & Two Wine Tastings

★★★★★★★★★★4.5 · 75 reviews · 6 hours (approx.) · from $83Best value

Ride from Florence into Chianti with a small group, stopping for vineyard views, a winery visit, Chianti Classico, Tuscan food, and a second tasting at CiaoFoodies Hub. Guides such as Davide, Alex, and Grazia have led this route. You need solid bicycle skills, good fitness, and a minimum height of 150 cm.

“We enjoyed it very much! Alex the guide was great. I found the handle bars (to the brakes) a bit large for asian women hands.”

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