BEST OF · CYCLING AND WINE TOURS IN ITALY

Cycling and Wine Tours in Italy: The 15 We Would Book

31 rides  ·  from $69 a rider

Good cycling and wine tours in Italy fill up weeks ahead and the best ones go first. Below: the 15 to book early, what each includes and how they differ.

Tuscany Bike Tours Through the Chianti Hills with Wine Tasting - Leaving Florence and reaching the countryside
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Tuscany Bike Tours Through the Chianti Hills with Wine Tasting

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 lanes. Guides such as Ben, Filippo, Angus, and Alessio lead about two hours of cycling, 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.

“We loved biking through the hills of Tuscany. The guides were amazing since they catered to many levels of cyclists and different bikes.”

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Rome by Night - Ebike Small Group Tour - Food and Wine (Option) - Crossing into Vatican City
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Rome by Night – Ebike Small Group Tour – Food and Wine (Option)

2.Rome by Night – Ebike Small Group Tour – Food and Wine (Option)

★★★★★★★★★★5.0 · 1,275 reviews · 4 hours (approx.) · from $71

Ride through central Rome after dark with a guide such as Bruno, Elias, Duarte, or Philippe. This four-hour e-bike tour visits Monti, Capitoline Hill, St. Peter’s Square, Campo de’ Fiori, the Pantheon, Piazza Navona, Trevi Fountain, and the Colosseum, with a food and wine stop available.

“Elias was our guide and gave us a fun tour stopping at the major sites but from view points visitors do not see. We went down back streets that were easy to navigate away from the crowds. He also gave a historical perspective at each stop. Dinner stop was perfect with wine/meat/cheeses/bread.”

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Rome by Night: E-bike Small Group Tour -Food & Wine (Option) - Capitoline Hill and the Roman Forum panorama
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Rome by Night: E-bike Small Group Tour -Food & Wine (Option)

3.Rome by Night: E-bike Small Group Tour -Food & Wine (Option)

★★★★★★★★★★4.9 · 1,233 reviews · 3 minutes - 4 hours · from $69Best value

Ride through Rome after dark with a guide such as Adriana, Duarte, or Felipe leading the way. The route links Santa Maria Maggiore, Capitoline Hill, the Vatican, Pantheon, Trevi Fountain, and Colosseum. Choose the food option for a break with salumi, cheese, wine, water, and dietary alternatives.

“Adriana was absolutely amazing! This has been one of our favorite parts of our Rome trip, it’s a must do!”

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Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit - Why the e-bike matters on the Fiesole climb
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Private Self-Guided E-Bike Ride in Tuscany with Vineyard Visit

4.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 from Florence through Fiesole and the Tuscan hills to a family-run vineyard, where wine, olive oil, and picnic foods are available to buy. The route is independent, scenic, and hilly.

“Fantastic adventure and scenery. Well marked bike route map. John was very informative and prepared us well.”

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Naples Scenic E-Bike Ride to a Local Vineyard with Meal - What the E-Bike Route Is Really Like
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Naples Scenic E-Bike Ride to a Local Vineyard with Meal

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

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

Ride a pedal-assist e-bike from Naples into the Phlegrean Fields with guides such as Alessandro, Max, or Guido. Stop at Roman ruins, volcanic sites, and Lake Averno before tasting local wines and simple Italian food at a family-run vineyard. Pickup is available across Naples, but you should be comfortable riding on active roads.

“Thanks Max and the team for a wonderful experience we had a ball I never thought I could do the 30 klm ride but it was very enjoyable I would do it again I highly recommend this bike wine tour absolutely fantastic ⭐️👍”

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E-Bike Food and Wine Tour in the Sorrento Peninsula - Massa Lubrense and the quieter peninsula
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E-Bike Food and Wine Tour in the Sorrento Peninsula

6.E-Bike Food and Wine Tour in the Sorrento Peninsula

★★★★★★★★★★5.0 · 271 reviews · 4 to 5 hours (approx.) · from $131

Cycle from Sorrento toward Massa Lubrense on an electric bike, passing villages and countryside before stopping at Il Turuziello farm in Schiazzano. Watch mozzarella and caciottine being made, then taste cheeses, nine flavored oils, bread, cheesecake, wine, and limoncello. Guides such as Macarena and Mackie help with traffic, hills, and bike handling.

“Was very nice to get further out of the city and see a more residential area with farms. Beautiful ride! I was the weakest biker in my group and def struggled, but I didn't die! 🤪 The cheese making experience was lovely as well. Very friendly family run business.”

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Florence: Chianti E-Bike Tour with Lunch & Two Wine Tastings - What the e-bike can and cannot do
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Florence: Chianti E-Bike Tour with Lunch & Two Wine Tastings

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

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

Ride from central Florence into the Chianti hills with an English- or Spanish-speaking guide such as Grace, Marco, Yo, or Francesco. Expect roughly 35 to 50 kilometers of cycling, quiet lanes, steep sections made easier by pedal assist, a winery visit with lunch, and a second tasting at CiaoFoodies Hub.

“This was one of the most memorable experiences we have had on our European holiday. Our guide - Michaela was outstanding making sure we were all safe riding along the narrow roads and keeping us informed on historical facts. I would highly recommend this tour to all my active friends and family. The lunch, wine tasting and making new friends was truly special. 10/10 👍”

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Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills - Arcetri, olive groves, and Galileo’s old neighborhood
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Tuscany Bike Tour with Wine, Oil and Food in the Florentine Hills

8.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, Arcetri, vineyards, and olive groves. Guides such as Giuseppe, Eli, Claudio, and Alessandro share local stories before a farm stop with Chianti, olive oil, bread, cheese, cold cuts, and honey. Expect four hills and about four hours of riding.

“Excellent tour of the Tuscan country side with wine tasting. Giuseppe was a wonderful and knowledgeable guide and my daughter and I were lucky to have his undivided attention. Just the three of us on this tour. Scenery amazing on bikes. Highly recommend.”

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E-Bike Tour Lake Como and Swiss Vineyards - Crossing toward Vacallo and the Swiss border
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E-Bike Tour Lake Como and Swiss Vineyards

9.E-Bike Tour Lake Como and Swiss Vineyards

★★★★★★★★★★5.0 · 204 reviews · 3 hours (approx.) · from $175

Start in Como with guides such as Max, Christina, or Lorenzo, then ride beside the lake through Cernobbio and Moltrasio before crossing into Switzerland near Vacallo. Expect easy hills, busy streets, photo stops, local stories, and a 25-kilometer route. Bike rental is available, but you need solid bicycle balance and confidence at about 20 kmh.

“Felt like going on a ride with a few buddies, good fun...awesome being on the ebike for the steep climbs...absolutely recommend, special thanks to Max our guide 👌”

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Florence: Tuscany Bike Tour with Wine & Olive Oil - Four climbs, one hour of actual riding
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Florence: Tuscany Bike Tour with Wine & Olive Oil

10.Tuscany Bike Tour with Wine & Olive Oil

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

Ride 11 km through Florence’s southern hills with guides such as Giuseppe, Claudio, Luca, or Ale. Expect four gradual climbs, quiet country roads, views of Villa Poggio Imperiale and San Miniato al Monte, then a family-run tasting of Chianti, olive oil, bread, cheeses, and Tuscan cold cuts. Regular bikes are included, with e-bikes available for €20.

“Our guide Jack was a wonderful guide, full of history and humor! The tour took us on a beautiful path along the Tuscany countryside, with breathtaking views and delicious snacks of fresh olive oil, honey meats and cheeses. The rainy weather didn’t hinder our experience at all! Highly recommend this tour group, We Love Tuscany, to anyone wanting an inspiring experience to make you feel like you are really getting a piece of the beauty of Firenze and Tuscany!”

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Lucca: Guided E-Bike and Wine Tour - Starting at Piazzale Ricasoli
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Lucca: Guided E-Bike and Wine Tour

11.Guided E-Bike and Wine Tour

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

Ride Lucca’s historic walls and nearby villages with a guide such as Luca, Marta, Sara, or Chiara. After a short countryside ride, visit a family-run winery for a cellar and vineyard tour, then taste local wines with cheese, cold cuts, bruschetta, and olive oil. The 3.5-hour outing returns to the train-station meeting point.

“Luca was a brilliant guide, very engaging and knowledgeable about Lucca and the area. We enjoyed the cycle to the vineyard and it was lovely to see a small independent winery”

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Small-group Amarone Wine e-Bike Tour from Verona - What the e-bike can and cannot do
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Small-group Amarone Wine e-Bike Tour from Verona

12.Small-group Amarone Wine e-Bike Tour from Verona

★★★★★★★★★★5.0 · 144 reviews · from $133

Meet your guide at 9:00 a.m. in central Verona, then ride an e-bike through Valpolicella’s hills, olive groves, and vineyards. Guides such as Silvia, Lorenzo, and Zaufiya combine local history with practical cycling help. At a family winery, you’ll taste Valpolicella wines and Amarone with a sommelier before returning to Verona.

“Silvia was awesome. A great leader and extremely knowledgeable. Even though we are not wine drinkers, the explanation from the young lady at the winery was so very interesting and informative. The bikes worked great and the scenery was beautiful!! Definitely a good choice!”

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Guided E-Bike Tour with Wine Tasting from Lucca - Riding Lucca’s walls at an easy pace
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Guided E-Bike Tour with Wine Tasting from Lucca

13.Guided E-Bike Tour with Wine Tasting from Lucca

★★★★★★★★★★5.0 · 136 reviews · 3 to 4 hours (approx.) · from $131

Start at Lucca’s Tourist Center at 10:00 am with an e-bike, helmet, and small group of up to 12. Ride part of the city walls, continue through the countryside, then tour a family-run winery for wine, bruschetta, cold cuts, and cheese. Guides such as Marta, Luca, Sara, and Milana lead the outing.

“Was an amazing experience- truly wish it went longer! The bike ride was easy and the tour guide was super nice and a wealth of knowledge! The vineyard was super nice and family fun, really enjoyed the trip!”

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From Verona: Amarone Wine E-Bike Tour with Tasting - Views Across Verona and Valpolicella
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From Verona: Amarone Wine E-Bike Tour with Tasting

14.Amarone Wine E-Bike Tour with Tasting

★★★★★★★★★★4.8 · 130 reviews · from $130

Ride from Verona into the Valpolicella hills on an electric bike, stopping at a traditional winery for a guided visit and local wine tasting. Guides such as Lorenzo, Silvia, Sophie, and Francisco share stories about Verona, Amarone, and the vineyards. Expect fine views, hills made easier by the e-bike, and some riding on roads shared with cars.

“The trip was absolutely lovely, not exhausing at all and beautiful views around. Nice wine.”

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Sorrento: E-Bike Wine & Food Tour - How the e-bike changes the hilly route
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Sorrento: E-Bike Wine & Food Tour

15.E-Bike Wine & Food Tour

★★★★★★★★★★4.8 · 95 reviews · from $123

Ride an e-bike from Piazza Andrea Veniero through Sorrento’s hills and small villages with a Spanish, English, or Italian guide. After panoramic roads and countryside trails, visit Il Turuziello farm for mozzarella making, olive oil, wine, Provolone del Monaco, cheesecake, and limoncello. Small groups are limited to 10 people.

“pietro our guide was excellent. It was a good way to get out of the tourist area and see more of the Sorrento area. I am deathly afraid of riding bikes on busy streets but this was just fine. You really are in the countryside and not in crazy traffic. The mozzarella factory tour was fine- just know in that area it is NOT the buffalo mozzarella. The trip up to the farm/factory really made the trip worth it and the family up there is just very warm and inviting. I definitely recommend this.My husband and I are in our 60's and super so we are comfortable on hills and…”

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New in Cycling and Wine Tours in Italy

★ 4.5Lecce: Guided Tour & Wine Tasting by BikeFrom · $7928 reviews
★ 4.9Tuscany Hills Bike Tour with Lunch at farm and Wine TastingFrom · $7318 reviews
★ 5.0Frascati: Tour in E-Bike with Wine TastingFrom · $9441 reviews
★ 4.7Florence at Night Bike Tour with Wine and Aperitivo PicnicFrom · $6913 reviews
★ 5.0E-Bike Tour with Wine Tasting in the Bardolino areaFrom · $8022 reviews
★ 4.9E-Bike Tour in Tuscany with Winery & Wine Tasting15 reviews
★ 5.0Chianti E-Bike Tour with Tuscan Lunch & WineryFrom · $17542 reviews
★ 4.9Cortona: Val di Chiana E-Bike Tour with Optional Wine LunchFrom · $18617 reviews
★ 4.8Chianti E-Bike Tour with Wine Tasting and LunchFrom · $11716 reviews
★ 4.5Bardolino: e-bike tour and wine tasting on the hillsFrom · $10028 reviews

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