11 Bike and Wine Tours in Florence to Build a Day Around

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 ride through Chianti’s vineyards, olive groves, and country roads. Guides including 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, and a Tuscan lunch. E-bikes cost extra and must be requested ahead.

“The bike ride was very beautiful. Just the most perfect day. Our guide was the best. You kind of want to be a mid level cyclist to get the most out of it. But if you’re not you’re supported as much as you need to be.”

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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

Set out from E-Bikes Florence with a pedal-assist bike, helmet, phone holder, and GPS route. Ride through Florence to Fiesole, continue through hills and olive groves to Poggiopiano vineyard, then return via Piazzale Michelangelo. John provides the route briefing and roadside help, but you ride independently.

“Scenic and peaceful views once you are out of the city. Be prepared for inclines and declines. Also gets you a great workout in!”

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

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

Ride an e-bike from Florence into the Chianti hills with a small group of up to 12. Guides such as Grace, Marco, Francesco, and Alex lead a scenic route of roughly 35 to 50 kilometers, with breaks, a winery visit, Tuscan lunch, and tastings in the countryside and at CiaoFoodies Hub in Florence.

“The most amazing day. Absolutely stunning scenery, a very informative and beautiful guide. Lunch was delicious and all the photo stops along the way superb. Highly recommend and Micky is the absolute best guide, full of information and insider tips. Do yourself a favour and book”

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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

Ride a geared touring bike from Florence’s Oltrarno through Porta Romana, Medici estates, vineyards, and Arcetri. Stop for Chianti, olive oil, bread, cheese, and cold cuts, then enjoy Florence views from San Miniato al Monte. Guides such as Giuseppe, Eli, Alessandro, and Valerio add history and humor. Expect four hills, not an easy city spin.

“My friends and I went and had the best time. The most breathtaking views and a fabulous tour guide. The food and wine at the top was delicious with an incredible view. 10/10 reccomend”

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5.Tuscany Bike Tour with Wine & Olive Oil

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

Ride 11 km through Florence’s southern hills with an English or Italian guide such as Giuseppe, Luca, or Claudio. Expect four gradual climbs, historic villas, olive groves, and a family-run tasting of Chianti, extra-virgin olive oil, bread, cheeses, and cold cuts. E-bikes cost an extra €20.

“This tour was so much fun! I was worried about the hills after many of the reviews said that an e-bike was a good idea but it turned out to be fine on a standard bike if you are generally pretty active. The hills are short and often there is usually a tour stop soon after to catch you breath and you can walk the bike up if necessary as the guides are very patient and accomodating. The tasting was absolutely divine and well and truly fed us enough for lunch (bread, cheese, cold cuts, bruschetta & wine) and they were able to cater for dietary requirements (including gluten free/celiac).…”

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

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

Ride from Florence into Chianti with an English-speaking guide, stopping for countryside views, a winery visit, Tuscan lunch, and a second tasting at CiaoFoodies Hub. E-bikes, helmets, and insurance are included, but you need solid cycling skills, a minimum height of 150 cm, and the ability to handle traffic, hills, and downhill riding.

“This was a highlight of our trip to Florence, featuring beautiful views, a perfect lunch and wine tastings which we thoroughly enjoyed. While the hills at first looked daunting, the e-bikes made them easy. It was very hot on our tour, but we all packed water and sunscreen and we were fine. What a great day, our guide was fantastic and fun, and we’re very glad we did this.”

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7.Chianti E-Bike Tour with Tuscan Lunch & Winery

★★★★★★★★★★5.0 · 42 reviews · 7 hours · from $175

Ride from Florence’s Oltrarno district into Chianti Classico with a small group and a local guide such as Ale, Claudio, or Giovanni. You’ll use a quality e-bike, stop for hilltop views, visit a family-run estate, tour its wine and olive-oil production, and enjoy a homemade Tuscan lunch with tastings. Expect about seven hours and some traffic near Florence.

“We had a wonderful time biking through the Tuscan countryside with our guide, Claudio! The e-bikes made climbing the hills a breeze and we had an amazing olive oil tasting and lunch. We also walked through the olive mill and got an informative explanation of the olive oil production process from start to finish from Camila, who was extremely knowledgeable. The only challenge was navigating streets with traffic, but Claudio made sure to keep us safe and take small roads as much as possible. We loved our time!”

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8.Tuscany Hills Bike Tour with Lunch at farm and Wine Tasting

★★★★★★★★★★4.9 · 18 reviews · from $73

Spend seven hours cycling from Florence into the Chianti Classico hills with a small group of up to 10 people. Ride 35 kilometers with 460 meters of climbing, stop at a local viewpoint, then enjoy a family-run farm lunch, wine tasting, and olive oil sampling. A guide such as Alessandro may lead the ride. E-bikes cost €30 extra.

“If you are at least a decent cyclist and a lover of great views, culture and great people- this will be the highlight of your vacation! The only warning I have for you has nothing to do with the tour. If you are driving to the start of the tour on the southern side of Florence, give yourself an extra half hour to find parking. Know where none residents can park. We were late to the start location due to parking the car. We did contact the office and they kindly gave us advice and helped us find their office after parking.”

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9.Chianti E-Bike Tour with Wine Tasting and Lunch

★★★★★★★★★★4.8 · 16 reviews · 5.5 hours · from $117

Ride from central Florence into the Chianti Hills with a guide such as Luigi, Ovidio, or Dimitri. You’ll use a quality e-bike on paved roads and dirt paths, stop for views and local points of interest, then enjoy lunch and biological wine at a traditional farm near Impruneta. The small group is capped at 10 people.

“Dimitri was a wonderful guide, we saw lovely Tuscan scenery, Dimitri was very knowledgeable and guided us well.”

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10.E-Bike Tour in Tuscany with Winery & Wine Tasting

★★★★★★★★★★4.9 · 15 reviews

Leave Florence’s Oltrarno by e-bike for ancient country lanes, olive groves, villas, and hilltop views. Your English-speaking guide, such as Luka, Amar, Totò, or Giovanni, leads a small group of up to 10 to a family-run winery for wine, olive oil, bread, and Tuscan bites. The ride suits confident cyclists aged 14 and older.

“The tour was definitely worth our time. Claudio was a great guide. He was patient, knowledgeable and very pleasant to be around. Also, his English is exceptional! The actual facility where we met was not the cleanest. But, we didn’t stay there very long so… not a huge deal. Also, it is a little confusing to know where to go once you are past the gate (the description up until then was very helpful). There are 3 different doors in the courtyard and no identification on them. So, you’ll have a 33% of finding the right place the first time. Good luck. We really enjoyed ourselves”

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11.Florence at Night Bike Tour with Wine and Aperitivo Picnic

★★★★★★★★★★4.7 · 13 reviews · 2.5 hours · from $69Best value

Ride through Florence for 2.5 hours with an English-speaking local guide, passing San Frediano, Santo Spirito, San Niccolò, Santa Croce, and the Arno at sunset. You stop for wine, cold cuts, cheese, and bread beside the river. Bikes, helmets, and a front pouch are included, with e-bike upgrades available.

“What a great way to see Florence on arrival. Alessandra was so friendly and helpful, I loved that her family grew up in the area. Thank you so much.”

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