Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Discover Tuscany and Chianti on a self-guided E-bike tour from Florence, including farm visits, stunning viewpoints, and flexible itineraries for an authentic experience.
The E-bike Tuscany and Chianti Self-Guided Tour with Farm Visit offers an engaging way to explore the rolling hills and picturesque landscapes surrounding Florence. Priced at $56.47 per person, this 6 to 7-hour adventure combines scenic cycling along quiet country roads with visits to notable landmarks and charming towns. Designed for those who enjoy independence and flexibility, this tour provides top-notch E-bikes and detailed GPS guidance, making it suitable even for those who are not expert cyclists. Its reputation for excellent value and memorable scenery makes it an attractive choice for anyone eager to experience Tuscany at their own pace.
While this is a self-guided experience, the well-planned route and quality equipment ensure smooth riding, and the inclusion of a farm visit with local wine and olive oil tasting adds a delightful culinary dimension. The tour’s review score of 5.0 out of 5 from nine travelers highlights its popularity and consistent quality. However, it’s worth noting that food and drinks are not included, giving guests the freedom to choose how and where to enjoy their meals. This tour appeals most to those who appreciate scenic cycling, cultural stops, and the flexibility of a self-guided itinerary.

The tour begins at We Like Tuscany, located at Via del Campuccio 90 in Florence. The activity kicks off promptly at 10:00 am, with guests advised to arrive on time to ensure a smooth start. The meeting point is close to public transportation options, making access easy for visitors staying in Florence. The tour concludes back at the same meeting point, making logistics straightforward.
Appreciate having local insight? Here are other guided experiences in Florence we've examined

The first stop takes travelers out of Florence along peaceful hills, with Villa di Bellosguardo offering one of the best secret viewpoints over the city. This free visit lasts about an hour and provides breathtaking vistas from the top of Bellosguardo hill. It’s the perfect spot for photos and to appreciate the cityscape from above, away from crowds. The quiet surroundings and panoramic views set the tone for the day’s scenic journey.

Next, the route takes cyclists to the Certosa Di Firenze, an historic monastery outside the city. This stop also lasts about an hour and offers insights into local religious and architectural history. With no entry fee, it’s a peaceful pause before heading toward the Chianti wine region. It’s an easy and scenic ride, with the monastery providing a glimpse into Tuscany’s spiritual past.

One of the tour’s most distinctive stops is the Casa Museo Machiavelli, a traditional country house where Niccolò Machiavelli was exiled in the 16th century. Visitors walk through the well-maintained home, explore underground cellars, and stroll through the Italian-style gardens. This two-hour visit offers a deeper cultural connection, especially for those interested in Italy’s political history and literary figures. Entrance fees are not included, so guests can choose to spend more time exploring or continue their ride.

The route continues in the heart of the Chianti region, passing through vineyards and olive groves that define Tuscany’s landscape. The small town of San Casciano in Val di Pesa is a highlight, offering charming streets and local character. This two-hour stretch combines scenic cycling with opportunities to soak in authentic countryside views, making it ideal for photo stops or a quick stroll through the town.
Enjoy cycling? We've looked into these other two-wheeled adventures in Florence

On the return leg, travelers pass by the famous Piazzale Michelangelo and San Miniato al Monte. These iconic spots feature sweeping views over Florence’s Renaissance cityscape, with the chance to appreciate the city from above once more. The visit lasts about an hour, with free entry. It’s a perfect finale for the day’s ride, offering memorable vistas and photo opportunities.

A key highlight is the farm visit, where guests can enjoy wine and olive oil tasting in a pristine location. The farm features a variety of food and wine options, including the possibility of a picnic in the vineyard or lunch at the farm’s historic restaurant. Guests have the flexibility to choose how to indulge, making this stop both a culinary treat and a cultural experience. Since food is not included in the base price, this allows for personalized dining choices.

The tour offers regular bikes or electric bikes (E-bikes), with E-bikes strongly recommended if guests are less experienced or want to ease the uphill sections. The rental includes helmets, a branded water bottle, GPS route, and phone holder. The route is designed to be relatively straightforward but requires moderate physical fitness due to the hills, especially on non-electric bikes. The maximum group size of eight ensures each participant receives personalized attention and easy navigation.
With a perfect 5.0-star rating from nine reviews, this tour consistently impresses guests. The reviews emphasize the stunning scenery—from vineyards and olive groves to panoramic views—and praise the high-quality bikes, especially the Bosch-powered E-bikes. Guests highlight the detailed GPS guidance and well-planned route, which makes navigation simple even without a guide. Many also value the flexibility to go at their own pace and extend parts of the tour, like visiting the farm after lunch.
While the tour is accessible to most, guests should have moderate physical fitness due to the hills and cycling distances involved. The availability of E-bikes makes it easier for those concerned about uphill climbs. Since this is a self-guided experience, guests need to be comfortable navigating with GPS and following routes independently.
The affordable price of $56.47, combined with top-quality bikes, scenic stops, and farm visit, makes this tour a good value. The inclusion of bottled water, helmet, GPS, and phone holder adds convenience. Its self-guided nature appeals to those who prefer flexibility and independence, especially given the positive reviews praising the well-planned route and stunning vistas.
This self-guided tour offers an authentic taste of Tuscany’s countryside, combining scenic cycling, cultural highlights, and optional culinary stops. The flexibility to explore at your own pace and the quality of equipment are major strengths. It’s particularly suited for independent cyclists comfortable with navigation and moderate physical activity who want a personalized experience without a guide.
While food and drinks are extra, the opportunity to enjoy local wines and olive oils at a farm makes this itinerary especially appealing for those seeking a relaxed, scenic day in Chianti. The consistent 5-star reviews and high praise for the views, bikes, and overall experience confirm its reputation as a top-value, memorable way to explore Tuscany.
“The self-guided bike tour was amazing! Riding through vineyards and olive groves. Breathtaking views of rolling tuscan hills, ancient walls, and be…”
Is this tour suitable for beginners?
Yes, especially if you choose the E-bike option. The route includes hills, but the E-bikes help manage the climbs easily.
Are helmets provided?
Yes, helmets are included in the rental package.
Can I extend the ride or add extra stops?
Yes, the route is designed to be flexible, allowing you to go at your own pace and include additional segments, such as visiting the farm after lunch.
What should I bring?
Bring a fully charged phone to follow the GPS, wear comfortable clothing, and consider packing some cash or cards for optional meals and purchases at the farm.
Is food included in the tour?
No, food and drinks are not included, but there are options to have a picnic, lunch, or aperitivo at the farm.
What’s the max group size?
The tour accommodates up to 8 travelers, ensuring a personalized experience.
How physically demanding is the route?
Moderate fitness is recommended, with hills present along the route. The E-bike option significantly eases the effort required.
Where does the tour end?
It concludes back at the meeting point at Via del Campuccio 90 in Florence.
Is there a guide or tour leader?
This is a self-guided experience, so no guide is present during the ride, but detailed GPS routes are provided.
How far in advance should I book?
The tour is typically booked about 40 days in advance. Early booking is recommended to secure preferred dates.
This self-guided E-bike tour from Florence captures the essence of Tuscany’s landscapes, history, and cuisine with the perfect blend of flexibility, comfort, and scenic beauty.