6 Cycling and Wine Tours in Italy to Build a Day Around

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.Naples Scenic E-Bike Ride to a Local Vineyard with Meal

★★★★★★★★★★5.0 · 288 reviews · 4 hours (approx.) · from $95

Ride a pedal-assisted e-bike from Naples into the Phlegraean Fields with guides such as Alessandro, Max, or Guido. Stop at Roman ruins, volcanic sites, and Lake Averno before tasting family-made wines with local food at a vineyard. Pickup across Naples is available.

“This was an excellent experience. The ebikes make it easy to pedal along taking in the sights of your surroundings as we made our way to the vineyard. And the vineyard was delightful! Alexander gave us a great experience as we biked to and from the vineyard sharing history of the surroundings. Most excellent!”

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3.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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4.Lucca: Guided E-Bike and Wine Tour

★★★★★★★★★★4.8 · 148 reviews · from $123

Ride with guides such as Luca, Marta, Sara, or Chiara around Lucca’s walls and into the nearby countryside. After a few easy climbs by e-bike, visit a family winery for wine, olive oil, bruschetta, cheese, and cold cuts, with time to learn how the wine is made.

“Chiara was a wonderful guide. She was extremely knowledgeable of the area and gave us a great insight into Lucca, its history and surrounds. Lunch at the winery was delicious with a spectacular view. I would highly recommend this tour”

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5.Scenic E-Bike Ride with Vineyard Wine & Meal

★★★★★★★★★★4.7 · 67 reviews · 5 hours · from $93Best value

Ride an e-bike from Naples along Pozzuoli’s coast and into the Phlegrean Fields with guides such as Alessandro, Tino, or Barbara. Stop at volcanic Lake Averno, Roman ruins, and a vineyard for organic food, cheese, honey, and local wine. Expect some busy city roads.

“Great guide, very nice landscape and good food and wine at the winery. All in all a grest experience.”

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6.Umbria E-Bike & Wine Tour through Vineyards and Olive Groves

★★★★★★★★★★5.0 · 53 reviews · 6 hours (approx.) · from $205

Ride a Bianchi trekking e-bike through Bevagna, Cannara, vineyards, and olive groves with a professional guide. The six-hour outing includes a 10-kilometer greenway ride, coffee stop, organic winery tasting, homemade lunch, water, helmet, and optional paid pickup.

“Danielle was the perfect tour guide. Nice tour and exceptional food and wine at the winery. I can highly recommend this tour for the whole family.”

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