One Day Bike Tours in Tuscany – Explore the Best of Italy on Two Wheels
Looking for the perfect one day bike tour in Tuscany? You’ve come to the right place. Whether you’re staying in Florence, Siena, or the Chianti countryside, our carefully curated single-day cycling tours offer a unique way to see the real Tuscany—wine, villages, views, and all.
We offer a range of one-day bike tours in Tuscany for all levels, from casual riders to serious cyclists. Choose from scenic wine rides, cultural town-to-town adventures, or challenging road bike routes. Each tour is led by a local guide, includes high-quality bikes, and is designed to show you the authentic side of Tuscany—off the tourist track.
Already know which of our tours you’d like to book? Send us an email by clicking the link below:
Our Bike Tours
Tuscany E Bike Tour With Wine Tasting
Wine, Olive Oil & Gelato Family Bike Tour
Tuscany Road Cycling Tour
Florence to Siena Bike Tour
Florence to San Gimignano Bike Tour
Gelato Tasting & Bike Tour
Why Choose Our Single-Day Tuscany Bike Tours?
1. Three Decades of Hard‑Won Experience
With over 30 years of combined guiding experience across Tuscany (and beyond—from the Dolomites to Puglia), our team knows this land inside out. We’ve refined routes, support systems, and local insights—earning hundreds of five-star reviews along the way.
2. Tailored to Every Group
Whether you’re craving a gentle cruise, a gelato-fueled glide, or a road-bike challenge, we’ve got your pace and style covered. From our easy ride to San Gimignano (mostly downhill) to the full Florentine-to-Siena climb (17 mi/28 km with 750 ft of ascent), we let you choose your intensity.
3. Small Groups = Big Vibes
We cap it at 2–8 riders per tour—small enough for real connection, big enough to bring the energy. If your group is bigger that’s no problem: we can accommodate larger private groups.
4. Van‑Supported, Guided, Safe
Unlike sketchy DIY routes, we use quiet backroads, provide full van support, top-tier helmets, hybrid (and optional e-) bikes, and English-speaking guides—so you can pedal worry-free.
5. Cultural Deep Dives, Not Just Pedal Points
We stop in hilltop villages, drop wine/olive-oil tastings into the mix, and give you historical gems along the way (ask us about the Florence-Siena rivalry!). You won’t get that from a mass market tour.
6. Epic Photo Ops & Gelato Breaks
Our photostops are curated for maximum postcard value. We even know the best gelaterias in town, like Dondoli in San Gimignano.
7. Unforgettable Experiences
Once we get to Siena or San Gimignano, you’re not rushed back. You get independent exploration time—Siena’s Piazza del Campo, tower climbs, gelato for days—before we shuttle you back .
8. Proven, Glowing Customer Love
Our TripAdvisor reviews read like fan mail:
“Best ride through Tuscany… guides Jason & Chris made sure we were comfortable… gelato was AMAZING!
- Florence – All our tours can offer convenient pickup near the historic centre
- Siena – We can collect you from one of the gates of the city and transfer you to the start of the tour
- Chianti region – Perfect for guests at villas or agriturismi
- Cruise ship day-trippers or short-stay travelers in Tuscany
Book Your One Day Bike Tour in Tuscany
Whether you’re visiting Tuscany for a weekend or a week, our one-day cycling tours are the perfect way to see more, experience more, and create lasting memories. Ride through vineyards, explore medieval towns, and enjoy the region’s incredible wine, food, and scenery—without committing to a multi-day trip.
Have questions about which tour is right for you? We’re happy to help.
Frequently Asked Questions:
We run a range of one-day guided bike tours from Florence into the Tuscan countryside — through the Chianti Classico wine region, down to Siena, out to San Gimignano, and more. Some tours focus on wine tasting, some on gelato, some on the riding itself. Have a look through our tours page to find the one that suits you best.
Yes — every one of our tours can be made entirely private for your group of 2 to 4 people, for a flat Private Exclusivity Fee of €150 on top of the standard per-person price. See our Private Tours page for more details.
Yes, larger private groups are welcome. Drop us a message and we’ll work out the best way to arrange it.
It depends on the tour. Our gelato and wine tasting rides are gentle and accessible to most people — if you can ride a bike, you can do them. The Florence to Siena and Florence to San Gimignano routes involve more distance and some hills. Our Chianti Road Cycling tour is genuinely challenging and aimed at confident cyclists who want a proper workout. Each tour page has details on distance and difficulty, so have a read before you book.
Most of our tours use quality aluminium hybrid bikes — comfortable, reliable, and well-suited to Tuscan roads. Our Chianti Road Cycling tour uses road bikes, and our E-Bike tour uses e-bikes. If you’re not sure which bike is right for you, just ask.
Our standard group tours take up to 8 people. If you have a larger group, get in touch — we can accommodate bigger parties on private bookings.
Yes — helmets are included with every tour, along with water and transport to and from the countryside.
Every tour includes your bike, helmet, water, transport out to the countryside and back, and a guide. Specific tours also include wine tastings, gelato tastings, lunch, or olive oil tastings — check the individual tour pages for the full details.
For our standard group and private tours, we ask you to get in touch first so we can make sure everything is right for your group – either email us, use the enquiry form on the private tours page or drop us a message on WhatsApp.
If you cancel more than 15 days before your tour, you’ll receive a 50% refund of the total cost. If you cancel within 7 days of the tour, no refund is given. We recommend checking the weather forecast as you get closer to your date — but please note that rain alone is not grounds for a last-minute refund (more on that below).
Get in touch as early as possible and we’ll do our best to move your booking to another date, subject to availability.
We meet at convenient points just outside Florence’s historic centre (the ZTL — the Limited Traffic Zone that private vehicles can’t enter). We work out the meeting point closest to your hotel, so you should never need to walk more than about 15 minutes. Once we confirm your booking, we’ll send you the exact location.
For standard group tours, we use fixed meeting points on the edge of the ZTL. For private tours, countryside pickups — for example from a hotel or villa outside Florence — can be arranged for an additional fee. Just mention it when you enquire.
No — return transport to Florence is included in every tour.
We recommend a minimum age of 13 for our tours, as the routes use open roads and riders need to be confident and road-aware. If your child is younger than 13 but a strong, confident cyclist, get in touch and we can discuss whether it would be suitable — we’re happy to chat it through.
We’re British so a bit of rain doesn’t stop us! And it doesn’t stop the tours either. If rain is forecast, we go ahead and ask guests to come dressed for the weather. Where possible, we’ll adjust the order of the day (for example, doing the ride first and the wine tasting afterwards) to work around any showers.
That said, if you’re worried about getting wet, Tuscany’s summers are reliably sunny and most of our guests have nothing to worry about. Last-minute refunds are not given on the basis of rain.
Yes — all our tours are conducted in English.
We’re based in Florence and all our tours depart from the Florence area.




