2-Day E-Bike Tuscany Tour with Meals, Wineries, and Farmstay

When it comes to experiencing Tuscany’s beauty, few options beat cruising through its rolling hills on an electric bike. This 2-day guided tour offers a perfect blend of adventure, relaxation, and authentic flavor—ideal for travelers who want more than just sightseeing, but a genuine taste of local life. From stunning vistas and charming villages to wine tastings and farm stays, it’s a curated slice of Italy that combines activity with comfort.

What really sets this experience apart is the intimate group size—max eight travelers—ensuring personalized attention and a relaxed vibe. Plus, staying overnight in a countryside villa with a pool adds a touch of luxury that makes the trip feel like a mini retreat. One thing to keep in mind is that this tour suits those with moderate physical fitness and some comfort on bike seats, especially since it involves a fair amount of riding through varied terrain. If you’re after a scenic, culturally rich journey with a dash of adventure, this could be just what you’re looking for.

One potential consideration is the lack of hotel pickup and drop-off, which means you’ll need to plan your own transportation to and from the meeting point in Florence. That said, the tour’s logistical arrangements are straightforward, and the scenic backdrop more than makes up for the extra step.

This tour is best suited for those who love active outings, appreciate good wine and food, and want to explore Tuscany beyond the usual tourist spots. It’s quite popular and booked well in advance—so planning ahead is key if you’re interested.

Key Points

• Scenic cycling through the iconic Chianti hills on an electric bike offers both ease and immersive views.
• Small group size (max 8 travelers) ensures a more personal, flexible experience.
• Culinary delights like wine, olive oil tasting, and authentic Tuscan meals enhance the trip.
• Overnight stay in a countryside villa with a pool provides a relaxing retreat after a day of riding.
• Expert guides are praised for their knowledge and ability to tailor the experience.
• Flexible weather policy means you can enjoy the tour in most conditions with appropriate clothing.

Day 1: Starting Off in San Casciano and Rolling Vines

The journey begins at Via del Campuccio in Florence, where you’ll meet your guide promptly at 10:00 am. From there, the ride kicks off with a gentle pedal through some of Tuscany’s most picturesque terrain. The first notable stop is the Mura di San Casciano, a charming town encircled by medieval walls. This spot, free of charge, offers a quick but memorable look into Tuscany’s fortified past.

After San Casciano, you’ll continue exploring the surrounding villages and passing by expansive Chianti wine fields. The panoramic stops are designed not only for photos but to pause and take in the sensation of riding through Tuscany’s iconic landscape—a patchwork of vineyards, olive groves, and ancient farmsteads. Reviewers mention how the guide adjusts the pace based on the group’s abilities, making it accessible whether you’re a seasoned cyclist or a casual rider.

Day 2: Deeper into Chianti, Villages, and Vineyard Tasting

The second day dives further into the Chianti region, with visits to Mercatale and Impruneta—towns famed for their traditional terracotta production. These stops are more than just photo opps; they’re opportunities to witness local craftsmanship and culture. The 20-minute stops are free of charge, allowing you to soak in the atmosphere and perhaps pick up a hand-painted terracotta souvenir.

Throughout the day, your guide will introduce you to the famous Tuscan cuisine, with two included lunches and a dinner featuring regional specialties. You’ll also experience wine and olive oil tastings, which reviewers say are led by knowledgeable guides who share insights into the local production methods and history. One traveler noted how much they appreciated the guides’ expertise, especially during tastings that felt authentic and relaxed rather than commercialized.

The ride concludes back at your villa around late afternoon, where you can unwind by the pool, digest the day’s adventures, and enjoy your included dinner before resting up for another day of exploration.

Included are essentials like an electric bike with water bottle, breakfast, two lunches, dinner, wine and olive oil tastings, and a professional guide. The electric bike makes riding through the hilly terrain manageable and enjoyable, even for those with moderate fitness levels. The small group size enhances interaction and safety, creating a friendly, personalized atmosphere.

Not included are hotel transfers, so you’ll need to arrange your own transportation to and from Florence. The meeting point is conveniently located near public transportation, which is helpful for those staying in the city.

Travelers should be aware that you need to be at least 140cm tall to ride the bike, and the activity operates in all weather conditions—so dress accordingly. Sunscreen and sunglasses are recommended, and those with back problems or serious medical conditions should consider their suitability.

Participants consistently praise the guides’ knowledge and friendliness. One reviewer, Cesar, called it “the best way to see part of Tuscany,” highlighting the combination of scenery, food, and biking as unparalleled. Similarly, John Z mentioned that Bill Dillon “led the first and best bike tour” of his life, emphasizing how fun and informative the experience was.

The reviews also reveal the importance of small group size. Feddie and Cosimo, the guides mentioned in reviews, received high praise for their attentiveness, patience, and local insights. One traveler noted how Bill and Terri went above and beyond by making the fig and grape tastings feel special—making it clear that this tour is about genuine connections with local producers.

The scenery, combined with the knowledgeable guides, creates a memorable, photo-worthy experience. The sunset views over vineyards, the smell of fresh olive oil, and the tactile pleasure of terracotta pieces—all add layers of authentic Tuscany that many visitors find priceless.

At roughly $828 per person, this tour is an investment in a curated, intimate experience rather than a mass-market activity. When you consider the included meals, tastings, overnight stay, and guided support, the value becomes clear—it’s about a comprehensive taste of Tuscany rather than just a bike ride.

The personalized guidance, small group size, and luxurious farmstay elevate this from a simple tour to a mini-vacation. Plus, the chance to explore beyond Florence’s touristy core, into the villages and vineyards, offers a more genuine connection with the region.

Travelers who appreciate active holidays, authentic food and drink experiences, and scenic relaxation will find this tour well worth the cost. It’s also ideal for those who want to combine sightseeing with a touch of luxury—like staying in a countryside villa—without sacrificing comfort.

This experience is best suited for travelers with moderate physical fitness who enjoy being active but prefer a relaxed pace. It’s perfect for those interested in wine, olive oil, and regional cuisine, as tastings are a key part of the journey. If you’re a fan of picturesque views, small-group intimacy, and learning from knowledgeable guides, this trip offers all that and more.

However, if you’re looking for a more intense cycling challenge or have health concerns like back or heart issues, you might want to evaluate whether the riding distances and terrain are suitable. Also, since no hotel pickup is included, you’ll need to plan your own transport to the Florence meeting point.

This 2-day e-bike tour through Tuscany offers a compelling way to see a region renowned for its beauty, food, and wine. The combination of scenic riding, authentic tastings, and cozy accommodations makes it stand out among Tuscany excursions. The small group size and expert guides ensure a personalized experience, making it suitable for those who want a more intimate and relaxed adventure.

The tour provides a rare opportunity to connect with Tuscany’s landscapes and traditions in a way that feels both active and indulgent. Whether you’re a foodie, a history buff, or simply someone looking to enjoy Italy’s natural beauty from a different perspective, this trip promises memorable moments that will stay with you long after the bikes are put away.

In summary, if you’re after an engaging, well-rounded experience that combines active exploration with cultural insight and delicious food, this tour offers fantastic value and authentic charm. It’s a great fit for curious travelers eager to get off the beaten path and into the heart of Tuscany’s countryside.

Is hotel pickup included?
No, the tour does not include hotel pickup or drop-off, so you will need to arrange your own transportation to the meeting point in Florence.

What is the minimum age or height requirement?
Participants must be at least 140cm tall to ride the electric bike. The tour is designed for those with moderate physical fitness.

What should I wear?
Dress in weather-appropriate clothing, including sunscreen and sunglasses. Comfortable shoes suitable for biking are recommended.

Can I participate if I have medical conditions?
Tour is not recommended for participants with back problems, heart complaints, or other serious medical conditions. Always consult your doctor if unsure.

What is included in the price?
Your fare covers an electric bike with water bottle, breakfast, two lunches, dinner, wine and olive oil tastings, and a professional guide.

How far will I be biking each day?
While the exact distances aren’t specified, reviewers mention a comfortable pace with adjustable stops for photos and tastings, suitable for most moderate fitness levels.

Embark on this journey if you’re craving a taste of Tuscany’s landscapes, flavors, and traditions—on two wheels and with a touch of luxury.